VANGUARD NEW YORK INSURED TAX FREE FUND
N-30D, 2000-08-03
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VANGUARD(R) NEW YORK
TAX-EXEMPT FUNDS

MAY 31, 2000

[SHIP GRAPHIC]
semiannual

VANGUARD NEW YORK
  TAX-EXEMPT MONEY
  MARKET FUND

VANGUARD NEW YORK
  INSURED LONG-TERM
  TAX-EXEMPT FUND

[MEMBERS OF THE VANGUARD GROUP(R) LOGO]
<PAGE>

HAVE THE PRINCIPLES OF INVESTING CHANGED?

     In a world of frenetic  change in business,  technology,  and the financial
markets,  it is natural to wonder whether the basic principles of investing have
changed.
     We don't think so.
     The most  successful  investors  over the coming  decade  will be those who
began the new century with a fundamental  understanding  of risk and who had the
discipline to stick with long-term investment programs.
     Certainly,  investors  today  confront a challenging,  even  unprecedented,
environment.  Valuations of market  indexes are at or near historic  highs.  The
strength and duration of the bull market in U.S.  stocks have inflated  people's
expectations  and  diminished  their  recognition  of the market's  considerable
risks. And the incredible  divergence in stock returns--many  technology-related
stocks  gained  100% or more in 1999,  yet prices fell for more than half of all
stocks--has made some investors question the idea of diversification.
     And then there is the  Internet.  Undeniably,  it is a powerful  medium for
communications and transacting business.  For investors,  the Internet is a vast
source  of  information  about  investments,  and  online  trading  has  made it
inexpensive and convenient to trade stocks and invest in mutual funds.
     However,  new tools do not guarantee good  workmanship.  Information is not
the same as wisdom.  Indeed,  much of the information,  opinion,  and rumor that
swirl  about  financial  markets  each day  amounts  to  "noise"  of no  lasting
significance.  And the fact  that  rapid-fire  trading  is easy does not make it
beneficial.   Frequent  trading  is  almost  always  counterpro-ductive  because
costs--even at low commission rates--and taxes detract from the returns that the
markets  provide.  Sadly,  many  investors jump into a "hot" mutual fund just in
time to see it  cool  off.  Meanwhile,  long-term  fund  investors  are  hurt by
speculative  trading  activity  because they bear part of the costs  involved in
accommodating purchases and redemptions.
     Vanguard  believes that  intelligent  investors  should  resist  short-term
thinking and focus instead on a few time-tested principles:
     o Invest for the long term.  Pursuing your  long-term  investment  goals is
more like a marathon than a sprint.
     o Diversify  your  investments  with  holdings in stocks,  bonds,  and cash
investments.  Remember that, at any moment, some part of a diversified portfolio
will lag other  parts,  and be wary of taking on more risk by "piling  onto" the
best-performing  part of your holdings.  Today's leader could well be tomorrow's
laggard.
     o Step back from the daily  frenzy of the  markets;  focus on your  overall
asset allocation.
     o Capture as much of the market's  return as possible by  minimizing  costs
and taxes.  Costs and taxes  diminish  long-term  returns while doing nothing to
reduce the risks you incur as an investor.
--------------------------------------------------------------------------------
CONTENTS

REPORT FROM THE CHAIRMAN ......... 1     FUND PROFILES .................... 8

THE MARKETS IN PERSPECTIVE ....... 4     PERFORMANCE SUMMARIES ............11

REPORT FROM THE ADVISER .......... 6     FINANCIAL STATEMENTS .............12

--------------------------------------------------------------------------------

   All comparative mutual fund data are from Lipper Inc. or Morningstar, Inc.,
                            unless otherwise noted.

  "Standard & Poor's(R)," "S&P(R)," "S&P 500(R)," "Standard & Poor's 500," and
"500" are trademarks of The McGraw-Hill Companies, Inc.

Frank Russell Company is the owner of trademarks and copyrights relating to the
                                Russell Indexes.

  "Wilshire 5000(R)" and "Wilshire 4500" are trademarks of Wilshire Associates
                                 Incorporated.
<PAGE>

REPORT FROM THE CHAIRMAN
[PHOTO OF JOHN J. BRENNAN]
JOHN J. BRENNAN

Interest rates for most municipal bonds  ratcheted  higher during the six months
ended May 31, 2000--the first half of Vanguard New York Tax-Exempt Funds' fiscal
year--and bond prices generally declined.  In this environment,  municipal bonds
earned  positive  total returns,  as price  declines only  partially  offset the
interest income earned during the period.
     For the half-year,  our Insured  Long-Term  Tax-Exempt  Fund earned a total
return (capital  change plus  reinvested  dividends) of 1.7%, and our Tax-Exempt
Money Market Fund earned 1.8%. As you can see in the adjacent table, the returns
of both funds topped those of their average peers.

---------------------------------------------------------
                                           TOTAL RETURNS
                                         SIX MONTHS ENDED
                                           MAY 31, 2000
---------------------------------------------------------
VANGUARD NEW YORK TAX-EXEMPT
  MONEY MARKET FUND                               1.8%
  (SEC 7-Day Annualized Yield: 4.02%)
Average New York Tax-Exempt
  Money Market Fund*                              1.6
---------------------------------------------------------
VANGUARD NEW YORK INSURED LONG-TERM
  TAX-EXEMPT FUND                                 1.7%
Average New York Insured
  Municipal Debt Fund*                            1.0
---------------------------------------------------------
*Derived from data provided by Lipper Inc.

     The total  return of the Insured  Long-Term  Tax-Exempt  Fund is based on a
decrease  in net asset  value from $10.42 per share on  November  30,  1999,  to
$10.31 per share on May 31, 2000, and is adjusted for dividends  totaling $0.282
per share paid from net investment  income.  The Tax-Exempt  Money Market Fund's
net asset value remained at $1 per share, as was expected but not guaranteed.
     For New York  residents,  income earned by our funds is exempt from federal
and New  York  income  taxes,  but may be  subject  to  local  taxes  and to the
alternative minimum tax.
     On May 31, the Insured Long-Term Fund's yield stood at 5.59%, up from 5.22%
at the end of November  1999;  the Money Market Fund's yield was 4.02%,  up from
3.49% six months  earlier.  For  taxpayers  in the  highest  federal  income tax
bracket  (39.6%),  the taxable  equivalent  yields at the end of the period were
about 9.3% for the Insured  Long-Term  Fund and about 6.7% for the Money  Market
Fund.

THE PERIOD IN REVIEW
The U.S. economy expanded  impressively  during the six months ended May 31, but
the terrific  pace of economic  growth  stoked  fears of higher  inflation--and,
thus,  higher  interest  rates.  These fears put  pressure on the prices of both
stocks and bonds,  making it a volatile six months for stocks,  particularly for
technology shares, and a generally lackluster half-year for bonds.
     The Federal  Reserve Board  continued its campaign to head off inflation by
hiking its target  for  short-term  interest  rates by a full  percentage  point
during the  half-year.  The yield of the 10-year  U.S.  Treasury  note rose only
slightly,  to 6.27% on May 31 from  6.19% six months  earlier,  and the yield of
3-month Treasury bills rose by 32 basis points (0.32 percentage  point) to close
the period at 5.62%.  However, the yield of the bench-mark 30-year U.S. Treasury
bond fell from  6.29% on  November  30,  1999,  to 6.01% on May 31,  2000.  This
decline  resulted  from the  decreasing  supply of  long-term  Treasury  debt--a
development  that drove  prices  higher and  yields  lower for the  longest-term
Treasuries.

                                       1
<PAGE>

     Yields of  high-grade,  long-term  municipal  bonds ended the  half-year at
5.91%,  up a tiny bit from  5.87%  when the period  began.  Yields on  top-grade
(MIG-1) 3-month notes rose 35 basis points to 4.15% on May 31.
     Relative to U.S. Treasury bonds,  longer-term municipal bonds are extremely
attractive, particularly for investors in higher income tax brackets. On May 31,
the yield of a high-grade,  long-term  municipal  bond was equal to about 98% of
the yield of the  30-year  U.S.  Treasury  bond,  whose  interest  is subject to
federal  income tax. The spread between  long-term  Treasury bonds and munis was
unusually  thin  because  of the  heavy  demand  for--and,  thus,  lower  yields
of--long-term Treasuries.  For securities with maturities of 10 years, the yield
of  municipal  bonds  was  equal to about  85% of the  yield  of  Treasuries,  a
proportion in line with the long-term historical rate.
     The U.S. stock market advanced during the six months,  though as the period
progressed  investors' favor shifted toward  value-oriented stocks and away from
growth  shares.  The Wilshire 5000 Total Market  Index,  a measure of the entire
U.S.  stock market,  gained 2.4% for the half-year.  Among  large-capitalization
stocks, the returns of value stocks outpaced those of growth-oriented  shares by
nearly 2  percentage  points  (3.6% for the  Standard & Poor's  500/BARRA  Value
Index;  1.9% for the S&P  500/BARRA  Growth  Index).  The split  was  especially
evident from March  through May,  when large value stocks gained 10.0% and large
growth stocks slipped -0.4%.

PERFORMANCE OVERVIEW
Vanguard New York  Tax-Exempt  Money Market Fund earned 1.8% for the six months,
just ahead of the 1.6% return of our average  peer.  Our margin over our average
competitor  can be  attributed  to our  much  lower  expenses,  which  give us a
significant  and  sustainable  advantage  over  funds  that  invest  in  similar
securities.
     The 1.7% total  return  earned by the  Insured  Long-Term  Tax-Exempt  Fund
during the half-year  exceeded the 1.0% return achieved by both our average peer
and the Lehman  Brothers  Municipal  Bond Index,  which exists  outside the real
world of operating expenses and transaction costs.
     Of course, a six-month return tells only part of the story of a bond fund's
performance.  We note that  semiannual  returns for bond funds  account for only
half of the year's interest income,  while prices fully and immediately  reflect
movements in interest rates--rising when rates fall and falling when rates rise.
For  perspective,  it's important to consider a full year's interest income when
evaluating a bond fund.  During the 12 months  ended May 31,  2000,  our Insured
Long-Term  Tax-Exempt  Fund  recorded a total return of -1.3%,  consisting of an
income return of 5.1% and a price decline of -6.4%.
     Also, keep in mind that rising  interest rates,  which cause bond prices to
fall, are not entirely bad news for fixed income investors.  Money market yields
and returns quickly adjust higher.  And for long-term  bonds, a rise in interest
rates  causes an  immediate  price  decline,  but the  long-term  effect  can be
beneficial   because  there  is  more  income  to  reinvest  at  higher  yields.
Conversely, when interest rates drop, bond prices rise immediately, but over the
long haul, lower rates diminish the income earned on reinvested dividends.
     Though bond prices can swing dramatically, over the long run it is interest
income that accounts for  virtually all of a bond fund's total return.  As such,
municipal  bonds  that  now  offer a yield of about  5.5%  can  provide  a solid
long-term return, particularly if inflation remains at relatively low levels.
     A key  ingredient in our success is our  significant  cost  advantage  over
similar  funds.  Our  funds  have  annualized  expense  ratios  (expenses  as  a
percentage  of average net assets)

                                       2
<PAGE>

of less than 0.20%, compared with the 1.17% charged by the average long-term New
York  tax-exempt  fund and the 0.59% charged by the average New York  tax-exempt
money market fund. For our shareholders,  the benefits of low costs are twofold.
Our cost advantage  provides us with a head start in our quest to outperform our
competitors.  Lower  costs also allow our  investment  adviser,  Vanguard  Fixed
Income Group,  to select bonds with higher  credit  quality than those chosen by
our peers, without a sacrifice in net yields.
     For  Vanguard  New York  Insured  Long-Term  Tax-Exempt  Fund,  our adviser
invests primarily in bonds that carry private insurance guaranteeing the payment
of principal  and interest in the event that a bond issuer  defaults on its debt
obligations.  Though these  securities  offer  slightly  lower gross yields than
noninsured  bonds,  our  low  costs  historically  have  more  than  made up the
difference,  allowing our fund to provide net returns that are fully competitive
with those of lower-quality municipal bond portfolios.

IN SUMMARY
The argument for holding  bonds as well as stocks in a balanced  portfolio is an
enduring one that is not based on past returns or projections of future returns.
Fixed income  investments  add to a  portfolio's  diversification,  and interest
income is a valuable and durable component of total return that, when compounded
over long periods,  plays an important role in accumulating wealth. For New York
residents,  the triple  tax  benefit  of a New York  municipal  bond fund can be
especially valuable.
     History has taught us that  investors who maintain  balanced  portfolios of
well-diversified  stock funds, bond funds, and money market funds generally find
it easier to maintain their  equilibrium in turbulent times. We urge you to base
your investment plans on your own goals, time horizon,  and risk  tolerance--and
then to stick with those plans over the long haul.

/S/
John J. Brennan
Chairman and Chief Executive Officer

June 14, 2000

================================================================================
IN MEMORY
================================================================================
It is with  great  sadness  that I  report  the  death  of John C.  Sawhill,  an
independent  trustee of the fund and a member of The Vanguard  Group's  board of
directors  since 1991.  John, an economist who was president and chief executive
officer  of The  Nature  Conservancy,  died on May 18 at age 63. He was a senior
lecturer at the Harvard  Business School and had formerly served as president of
New York  University  and as deputy  secretary of the U.S.  Department of Energy
under President Jimmy Carter.  John was a remarkable man who was full of energy,
vigor,  and life. His experience and wisdom added a great deal to Vanguard,  and
his death is a blow to everyone  who knew and loved him.  Though  John's work on
behalf of our funds was often  carried on behind the scenes,  he was a dedicated
advocate for the best interests of our shareholders. He will be missed.

                                       3
<PAGE>

THE MARKETS IN PERSPECTIVE
SIX MONTHS ENDED MAY 31, 2000

Strong  crosscurrents  pushed and  tugged at  financial  markets  during the six
months ended May 31, 2000.  Positive  influences  included very strong  economic
growth and rising corporate profits.  Negative factors included tighter monetary
policy, higher inflation, and concerns about stock valuations.
     Interest  rates rose in most  segments of the bond market,  and bond prices
slipped. Stock prices rose slightly, on balance,  although wide day-to-day price
swings were frequent.
     Uncertainty  in both the bond and stock markets  centered on the surprising
performance of the U.S.  economy,  which grew at a torrid 7.3% pace in the final
three  months of 1999 and at a  still-robust  5.4%  during the first  quarter of
2000. With U.S.unemployment at around 4.0% of the workforce, the Federal Reserve
Board  continued to be concerned that inflation would worsen unless the economic
expansion slowed.  The Fed raised  short-term  interest rates by 0.25 percentage
point in February and again in March,  before  boosting rates by 0.50 percentage
point  in  mid-May.  These  boosts,  following  three   quarter-percentage-point
increases in 1999,  took the Fed's target for  short-term  rates to 6.5%. By the
end of May,  some signs of slowing had emerged in the  economy,  although it was
not certain that the Fed had finished applying the brakes.

-----------------------------------------------------------------
                                           TOTAL RETURNS
                                    PERIODS ENDED MAY 31, 2000
                                ---------------------------------
                                 6 MONTHS     1 YEAR     5 YEARS*
-----------------------------------------------------------------
STOCKS
  S&P 500 Index                     2.9%       10.5%      23.8%
  Russell 2000 Index                5.5         9.9       13.5
  Wilshire 5000 Index               2.4        10.7       22.3
  MSCI EAFE Index                   0.7        17.4       10.4
-----------------------------------------------------------------
BONDS
  Lehman Aggregate Bond Index       1.4%        2.1%       6.0%
  Lehman 10 Year Municipal
  Bond Index                        0.7        -0.2        5.3
  Salomon Smith Barney 3-Month
     U.S. Treasury Bill Index       2.7         5.2        5.2
-----------------------------------------------------------------
OTHER
  Consumer Price Index              1.8%        3.1%       2.4%
-----------------------------------------------------------------
*Annualized.

     Evidence on inflation was  ambiguous.  The Consumer  Price Index  increased
1.8% and 3.1%, respectively, for the six- and twelve-month periods ended May 31,
but  much of the  increase  was due to  higher  energy  and  food  prices.  Core
inflation,  which excludes those  sectors,  was up a less-scary  2.4% during the
twelve months ended May 31.

U.S. STOCK MARKETS
Optimism about long-term prospects for technology, media, and telecommunications
companies  dominated  the equity  markets  through the first three months of the
period.  But  sentiment  shifted  suddenly  in  mid-March,  sending the tech and
telecom  groups  sharply  lower.  The tech-heavy  Nasdaq  Composite  Index,  for
example, registered a 41.1% return from November 30 through February 29, only to
give back most of the gains  over the next  three  months.  End  result:  a 2.4%
return for the six months ended May 31.
     The overall  stock  market,  as measured by the Wilshire  5000 Index,  also
returned 2.4%.  Value stocks,  those  characterized  by  above-average  dividend
yields and below-average  price/earnings and price/book value ratios,  enjoyed a
resurgence beginning in mid-March.

                                       4
<PAGE>

For the full six months,  the value components of both the  large-capitalization
S&P 500 Index and the  small-cap  Russell 2000 Index  outperformed  the indexes'
growth components.
     Within the S&P 500, the  half-year's  best return was the 48% gain recorded
by "other energy" stocks,  including  oil-drilling  and services  companies that
benefited from a continuing  rise in oil prices.  The  producer-durables  sector
gained  18%,  largely  because  of big gains for a number  of  manufacturers  of
telecommunications  gear and  semiconductor  testing and fabrication  equipment.
Technology  stocks,  which now account for about  one-quarter of the total stock
market's value, gained about 12% for the six months.
     Poor performers included the utilities sector (-14% return), which was hurt
by downturns in several large telephone stocks,  and many consumer staples (-9%)
and consumer-discretionary  (-6%) companies. Prices fell steeply for a number of
high-profile  retailers,  beverage  and  food  makers,  tobacco  companies,  and
entertainment enterprises.

U.S. BOND MARKETS
The Federal  Reserve's  influence on interest  rates is strongest for short-term
securities. Over the six months, the Fed pushed up the rate charged on overnight
loans  between  banks by 1  percentage  point to 6.5%.  Yields of  3-month  U.S.
Treasury bills rose only one-third as far (0.32  percentage  point,  or 32 basis
points),  to 5.62%.  And long-term  Treasury yields moved even less. The 10-year
Treasury  note rose just 8 basis  points to 6.27% as of May 31, and yields  fell
for very long-term  Treasury bonds due to a cutback in issuance of new bonds. As
a result of the shrinking  supply of long-term  bonds,  the yield of the 30-year
Treasury  bond  declined  28  basis  points--from  6.29%  to  6.01%--during  the
half-year.
     Because short-term rates moved higher while long-term rates declined, there
was an unusual "inversion" in the yield curve.  Instead of sloping  upward--with
yields  increasing  along with the  maturity of Treasury  securities--the  curve
sloped down. The 6.01% yield of 30-year Treasuries on May 31 was 70 basis points
below the 6.71% yield on 3-year Treasury notes.
     Corporate  and  municipal  bonds  did  not  perform  as  well  as  Treasury
securities,  and the yield curve for these sectors remained  positive--yields of
long-term bonds remained higher than those of short-term securities.  The Lehman
Aggregate  Bond Index,  a proxy for the overall  taxable bond  market,  returned
1.4%, as a price decline of 2% offset most of the 3.4% income  provided by bonds
during the half-year.

INTERNATIONAL STOCK MARKETS
A stronger  U.S.  dollar and weak Asian  markets made the half-year a lackluster
one for U.S.  investors in foreign stocks.  Improving economic growth in most of
the world  helped a number of  markets  in Europe,  Asia,  and Latin  America to
produce good gains in their local currencies. However, the U.S. dollar increased
in value versus most currencies,  significantly reducing the returns received by
dollar-based  investors.  (Conversely,  when the dollar falls in value,  returns
from abroad are enhanced for U.S. investors.)
     The overall  return in dollars from developed  foreign  markets was a scant
0.7%,  as  measured  by  the  Morgan  Stanley  Capital   International   Europe,
Australasia, Far East (EAFE) Index. However, in local currencies, the EAFE Index
return for the six months was a very respectable 7.8%.
     In  Europe,   where  stocks  benefited  from  a  continuance  of  corporate
acquisitions,  an average 12.8% gain in local-currency terms was reduced to 4.7%
for U.S.  investors  because of the  dollar's  strength.  Stocks in the  Pacific
region,  which is  dominated  by Japan,  returned  -7.0% in dollars,  as a -2.0%
return in local-currency terms was further diminished by the dollar's gains. The
Select Emerging Markets Free Index returned -2.8% in U.S. dollars.

                                       5
<PAGE>
REPORT FROM THE ADVISER

The economy  continued its robust  expansion during the six months ended May 31,
2000, the first half of the fiscal year for Vanguard New York Tax-Exempt  Funds.
The unemployment rate fell as low as 3.9% and the economy grew at an annual rate
of more than 5% during the half-year.
     A fear of  inflation  roiled the markets,  as  investors  focused on rising
short-term  rates.  On three  occasions the Federal  Reserve Board increased the
federal funds rate to slow economic  growth.  In turn,  this led to a noticeable
increase in stock market volatility.  Throughout the tumult, the tax-exempt bond
market remained  relatively calm. A typical  long-term,  high-quality  municipal
bond  started the period  with a 5.87% yield and ended it with a barely  changed
yield of 5.91%.  Importantly,  the  transition  from 1999 to 2000 went smoothly,
without  negative  effects  for either the  issuers  of  municipal  bonds or the
financial markets.
     Although other markets were volatile during the half-year, tax-exempt bonds
were a solid, if unglamorous,  investment, and your funds continued to dutifully
turn out consistent tax-exempt dividends.  Often the municipal securities market
lacks the dramatic allure of the stock market.  However,  tax-exempt  securities
are a reliable workhorse for the total return of an investor's portfolio.
     The  Tax-Exempt  Money Market Fund earned a tax-free  return of 1.8% during
the  half-year,  while the Insured  Long-Term  Tax-Exempt  Fund  provided a 1.7%
return. Each fund outpaced the average return for its peer group of funds.

LOW DEMAND, LOW SUPPLY
During the  half-year,  few new  investors  entered the  municipal  bond market.
Indeed,  most  tax-exempt  funds  experienced net outflows of cash, as investors
redeemed shares to finance other purchases or to pay federal taxes.  During this
time,  the low demand for  municipal  bonds  improved  their  value  relative to
taxable bonds. As of May 31, a highly rated,  long-term state general obligation
bond provided 98% of the income of a similar U.S. Treasury security, even though
interest paid on the municipal bond is generally exempt from federal income tax,
while interest on Treasuries is not. Investors in the top (39.6%) federal income
tax bracket,  therefore,  received 2.3  percentage  points in additional  yield,
after  taxes,  from  high-quality,   long-term  muni  bonds  than  from  similar
Treasuries. Such attractive relative yields have rarely endured.
     The supply of newly issued  tax-exempt bonds so far in 2000 is a staggering
30% lower than last year. The stronger economy has boosted the finances of local
governments,  so fewer issuers need to tap the credit  markets.  The drop in new
municipal   bond   issuance  has  supported   prices  for  existing   tax-exempt
securities,especially in states with relatively high taxes. However, the effects
of reduced supply have largely been offset by tepid demand for municipal  bonds.
At some  point,  we can expect  that muni bond  prices  will rise in relation to
those of taxable  bonds and that the spread  between  yields of  municipals  and
taxable bonds will widen.

--------------------------------------------------------------------------------
INVESTMENT PHILOSOPHY
The adviser  believes that each fund, while operating within stated maturity and
stringent  quality  targets,  can achieve a high level of current income that is
exempt  from  federal  and New York  income  taxes by  investing  in insured and
high-quality  uninsured  securities  issued  by  New  York  state,  county,  and
municipal governments.
--------------------------------------------------------------------------------

                                       6
<PAGE>

MATURITY SPREADS NARROW, CREDIT SPREADS WIDEN
For municipal bonds, as for other fixed income investments, the spread in yields
between  issues  with  short- and  long-term  maturities  has  narrowed.  In the
tax-exempt market, the gap in yields between a 1-year bond and a 30-year bond is
only 1.4  percentage  points,  down from  about 2.0  percentage  points.  In the
Treasury bond market,  short-term  yields are  currently  higher than yields for
long-term bonds.  This is unusual,  because  investors  typically require higher
yields to lend  money for longer  periods.  The  anomaly  reflects  the  Federal
Reserve Board's raising of short-term  rates and the fall in supply of long-term
Treasury bonds.  Even if the Fed keeps raising  interest rates, we expect yields
for tax-exempt bonds to maintain their usual  upward-sloping  curve, with yields
rising as maturities increase.
     During the half-year,  the spread between yields of high-quality  municipal
bonds and yields of lower-quality  bonds widened.  This meant that lower-quality
bond prices lagged those of high-quality bonds and that investors were demanding
higher yields to take on higher credit risk. During the period, the extra income
paid by bonds with the lowest  investment-grade  rating  (Baa/BBB)  versus those
with the highest  quality (AAA)  increased from 0.50 to 0.75  percentage  point.
This  reversed  the trend of recent  years,  when  credit  spreads  narrowed  to
historical  lows as investors  stretched  for  incrementally  higher  returns by
buying lower-quality bonds.
     The trend  toward  wider  credit-quality  spreads  began with bonds used to
finance  hospitals and other health care facilities.  Most health care providers
have credit  ratings in the middle or lower tiers of  investment-grade  ratings.
Rising  cost  pressures  and  reductions  in expense  reimbursement  from health
insurers  have taken a toll.  Investors  are cautious and have  demanded  higher
yields to hold bonds from these issuers,  a trend that has spilled over into all
lower-quality  sectors.  As you have come to expect,  Vanguard has  maintained a
steady commitment to  higher-quality  issues. We have sought to provide superior
income by keeping expenses low, so that more of the funds' gross income flows to
you,  rather than by taking on increased  credit risk. The market's recent focus
on credit quality has helped our performance relative to peer funds.

THE TAX-EXEMPT MONEY MARKET FUND
The yield on the 1-year U.S.  Treasury  bill rose 49 basis  points to finish the
period at 6.17%.  This rise was a direct  result of the  earlier-mentioned  rate
hikes by the Fed. Yields on 1-year  tax-exempt money market  instruments rose 72
basis points during the six months.  The benchmark  1-year MIG-1 tax-exempt note
closed the period with a yield of 4.59%.  Short-term municipal securities became
more  attractive  relative to  Treasuries:  The ratio of yields of 1-year  MIG-1
notes to those of 1-year  Treasuries  increased during the six months from 68.1%
to 74.4%.  Contributing  to the rise in yields for  short-term  municipals was a
surge in redemptions  from tax-exempt  money market funds during tax season,  as
shareholders wrote checks to pay their federal tax liabilities.

Ian A. MacKinnon, Managing Director
Christopher M. Ryon, Principal
Pamela Wisehaupt Tynan, Principal
Kathryn Allen, Principal
Vanguard Fixed Income Group

June 13, 2000

                                       7
<PAGE>
FUND PROFILE
NEW YORK TAX-EXEMPT MONEY MARKET FUND

This  Profile  provides a snapshot of the fund's  characteristics  as of May 31,
2000. Key elements of this Profile are defined on page 9.

                                             DISTRIBUTION BY CREDIT QUALITY
FINANCIAL ATTRIBUTES                         (% OF PORTFOLIO)
-----------------------------------          -----------------------------------
Yield                          4.0%          MIG-1/SP-1+                   63.0%
Average Maturity            40 days          A-1/P-1                       32.0
Average Quality               MIG-1          AAA/AA                         4.1
Expense Ratio                0.14%*          A                              0.9
                                             -----------------------------------
*Annualized.                                 Total                        100.0%

                                       8
<PAGE>
AVERAGE COUPON. The average interest rate paid on the securities held by a fund.
It is expressed as a percentage of face value.

AVERAGE  DURATION.  An  estimate  of how much a bond  fund's  share  price  will
fluctuate in response to a change in interest  rates. To see how the price could
shift,  multiply the fund's  duration by the change in rates.  If interest rates
rise by one percentage point, the share price of a fund with an average duration
of five years  would  decline  by about 5%. If rates  decrease  by a  percentage
point, the fund's share price would rise by 5%.

AVERAGE  MATURITY.  The average  length of time until bonds held by a fund reach
maturity  (or are  called) and are  repaid.  In general,  the longer the average
maturity, the more a fund's share price will fluctuate in response to changes in
market interest rates.

AVERAGE QUALITY.  An indicator of credit risk, this figure is the average of the
ratings assigned to a fund's securities holdings by credit-rating  agencies. The
agencies make their  judgment after  appraising an issuer's  ability to meet its
obligations.  Quality is graded on a scale,  with Aaa or AAA indicating the most
creditworthy  bond  issuers and A-1 or MIG-1  indicating  the most  creditworthy
issuers of money market securities.  U.S. Treasury  securities are considered to
have the highest credit quality.

BETA. A measure of the magnitude of a fund's past  share-price  fluctuations  in
relation  to the ups and downs of the  overall  market  (or  appropriate  market
index).  The market (or index) is assigned a beta of 1.00, so a fund with a beta
of 1.20  would have seen its share  price  rise or fall by 12% when the  overall
market rose or fell by 10%.

CASH  RESERVES.  The  percentage  of a  fund's  net  assets  invested  in  "cash
equivalents"--highly  liquid,  short-term,   interest-bearing  securities.  This
figure does not include  cash  invested in futures  contracts  to simulate  bond
investment.

DISTRIBUTION BY CREDIT QUALITY.  This breakdown of a fund's securities by credit
rating can help in gauging the risk that  returns  could be affected by defaults
or other credit problems.

DISTRIBUTION  BY MATURITY.  An indicator of interest rate risk. In general,  the
higher the  concentration  of  longer-maturity  issues,  the more a fund's share
price will fluctuate in response to changes in interest rates.

EXPENSE  RATIO.  The  percentage of a fund's  average net assets used to pay its
annual  administrative  and advisory  expenses.  These expenses  directly reduce
returns to investors.

INVESTMENT  FOCUS.  This  grid  indicates  the  focus  of a fund in terms of two
attributes: average maturity (short, medium, or long) and average credit quality
(high, medium, or low).

NUMBER OF ISSUES.  An indicator of  diversification.  The more separate issues a
fund holds,  the less  susceptible  it is to a price  decline  stemming from the
problems of a particular issue.

R-SQUARED.  A measure of how much of a fund's past  returns can be  explained by
the returns from the overall market (or its benchmark  index). If a fund's total
return  were  precisely  synchronized  with the  overall  market's  return,  its
R-squared  would  be 1.00.  If a  fund's  returns  bore no  relationship  to the
market's returns, its R-squared would be 0.

YIELD.  A  snapshot  of a fund's  interest  income.  The yield,  expressed  as a
percentage  of the fund's net asset  value,  is based on income  earned over the
past 30 days (7 days for money  market  funds) and is  annualized,  or projected
forward for the coming year.

YIELD  TO  MATURITY.  The  rate of  return  an  investor  would  receive  if the
securities held by a fund were held to their maturity dates.

                                       9
<PAGE>

FUND PROFILE
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND

This  Profile  provides a snapshot of the fund's  characteristics  as of May 31,
2000,  compared where  appropriate to an unmanaged  index.  Key elements of this
Profile are defined on page 9.

FINANCIAL ATTRIBUTES                      INVESTMENT FOCUS
----------------------------------------- --------------------------------------
             NEW YORK INSURED      LEHMAN [GRID]
                    LONG-TERM      INDEX* AVERAGE MATURITY.......LONG
----------------------------------------- CREDIT QUALITY.........HIGH
Number of Issues          254      38,998
Yield                    5.6%          --
Yield to Maturity        5.6%          --
Average Coupon           5.2%        5.5%
Average Maturity   14.6 years  13.4 years
Average Quality           AAA         AA+
Average Duration    8.8 years   7.5 years
Expense Ratio         0.18%**          --
Cash Reserves            1.6%          --

 *Lehman Municipal Bond Index.
**Annualized.
                                           DISTRIBUTION BY CREDIT QUALITY
VOLATILITY MEASURES                        (% OF PORTFOLIO)
-----------------------------------------  -------------------------------------
             NEW YORK INSURED      LEHMAN  AAA                  99.8%
                    LONG-TERM      INDEX*  AA                    0.2
-----------------------------------------  A                     0.0
R-Squared               0.97         1.00  BBB                   0.0
Beta                    1.20         1.00  BB                    0.0
                                           B                     0.0
*Lehman Municipal Bond Index.              -------------------------------------
                                           TOTAL               100.0%
 DISTRIBUTION BY MATURITY
(% OF PORTFOLIO)
-----------------------------------------
Under 1 Year                        10.3%
1-5 Years                            7.1
5-10 Years                           8.7
10-20 Years                         44.8
20-30 Years                         27.5
Over 30 Years                        1.6
-----------------------------------------
TOTAL                              100.0%

                                       10
<PAGE>

PERFORMANCE SUMMARIES

All of the data on this page represent past performance, which cannot be used to
predict  future  returns that may be achieved by the funds.  An  investment in a
money market fund is not insured or guaranteed by the Federal Deposit  Insurance
Corporation or any other government agency.  Although the fund seeks to preserve
the value of your  investment  at $1 per share,  it is possible to lose money by
investing in the fund. Note that income returns can fluctuate,  as can the share
price of the New York Insured Long-Term Tax-Exempt Fund. An investor's shares in
this fund, when redeemed, could be worth more or less than their original cost.
<TABLE>
<CAPTION>
NEW YORK TAX-EXEMPT MONEY MARKET FUND
TOTAL INVESTMENT RETURNS: SEPTEMBER 3, 1997-MAY 31, 2000
-----------------------------------------------------------------------------------------------------------------------
                    NEW YORK TAX-EXEMPT            AVERAGE                        NEW YORK TAX-EXEMPT         AVERAGE
                      MONEY MARKET FUND            FUND*                           MONEY MARKET FUND           FUND*
FISCAL       CAPITAL       INCOME       TOTAL      TOTAL      FISCAL      CAPITAL        INCOME      TOTAL     TOTAL
YEAR         RETURN        RETURN       RETURN     RETURN     YEAR        RETURN         RETURN      RETURN   RETURN
-----------------------------------------------------------------------------------------------------------------------
<S>            <C>           <C>          <C>        <C>       <C>           <C>           <C>         <C>         <C>
1997          0.0%          0.8%         0.8%       0.8%      1999          0.0%          3.0%        3.0%        2.6%
1998          0.0           3.3          3.3        2.9       2000**        0.0           1.8         1.8         1.6
-----------------------------------------------------------------------------------------------------------------------
*Average New York Tax-Exempt Money Market Fund;              SEC 7-Day Annualized Yield (5/31/2000): 4.02%
derived from data provided by Lipper Inc.                   -----------------------------------------------------------
**Six months ended May 31, 2000.
See Financial  Highlights  table on page 23 for dividend  information  since the fund's inception.
</TABLE>
<TABLE>
<CAPTION>
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND
TOTAL INVESTMENT RETURNS: APRIL 7, 1986-MAY 31, 2000
-----------------------------------------------------------------------------------------------------------------------
                      NEW YORK INSURED                                          NEW YORK INSURED
                   LONG-TERM TAX-EXEMPT FUND       LEHMAN*                 LONG-TERM TAX-EXEMPT FUND           LEHMAN*
FISCAL       CAPITAL       INCOME       TOTAL       TOTAL     FISCAL      CAPITAL        INCOME      TOTAL      TOTAL
YEAR         RETURN        RETURN       RETURN     RETURN     YEAR        RETURN         RETURN      RETURN    RETURN
-----------------------------------------------------------------------------------------------------------------------
<S>            <C>           <C>          <C>        <C>       <C>          <C>            <C>          <C>        <C>
1986          0.8%          4.3%         5.1%       5.0%      1994        -11.5%          5.1%        -6.4%      -5.2%
1987        -12.0           6.2         -5.8       -0.2       1995         13.5           6.4         19.9       18.9
1988          4.4           7.2         11.6       10.6       1996          0.4           5.4          5.8        5.9
1989          5.1           7.2         12.3       11.0       1997          0.9           5.5          6.4        7.2
1990         -0.7           6.7          6.0        7.7       1998          2.4           5.3          7.7        7.8
1991          3.9           7.0         10.9       10.3       1999         -7.0           4.7         -2.3       -1.1
1992          4.1           6.5         10.6       10.0       2000**       -1.1           2.8          1.7        1.0
1993          6.4           6.0         12.4       11.1
-----------------------------------------------------------------------------------------------------------------------
*Lehman Municipal Bond Index.
**Six months ended May 31, 2000.
See  Financial  Highlights  table  on page 24 for  dividend  and  capital  gains
information for the past five years.
</TABLE>

AVERAGE ANNUAL TOTAL RETURNS: PERIODS ENDED MARCH 31, 2000*
--------------------------------------------------------------------------------
                                                                10 YEARS
                           INCEPTION                    ------------------------
                             DATE     1 YEAR  5 YEARS  CAPITAL   INCOME   TOTAL
--------------------------------------------------------------------------------
New York Tax-Exempt
 Money Market Fund         9/3/1997    3.22%    --     0.00%**  3.22%**  3.22%**
New York Insured Long-Term
 Tax-Exempt Fund           4/7/1986   -0.31    5.75%   1.40     5.82     7.22
--------------------------------------------------------------------------------
*SEC rules require that we provide this average annual total return information
through the latest calender quarter.
**Since inception.

                                       11
<PAGE>

FINANCIAL STATEMENTS
MAY 31, 2000 (UNAUDITED)

STATEMENT OF NET ASSETS
This Statement  provides a detailed list of each fund's municipal bond holdings,
including each security's  market value on the last day of the reporting  period
and information on credit enhancements  (insurance or letters of credit).  Other
assets are added to, and  liabilities  are  subtracted  from, the value of Total
Municipal  Bonds to  calculate  the fund's Net Assets.  Finally,  Net Assets are
divided by the  outstanding  shares of the fund to arrive at its share price, or
Net Asset Value (NAV) Per Share.
     At the end of the Statement of Net Assets, you will find a table displaying
the  composition of the fund's net assets on both a dollar and per-share  basis.
Undistributed Net Investment Income is usually zero because the fund distributes
its net income to  shareholders  as a dividend each day. Any realized gains must
be distributed  annually,  so the bulk of net assets consists of Paid in Capital
(money invested by shareholders). The balance shown for Accumulated Net Realized
Gains usually approximates the amount available to distribute to shareholders as
taxable  capital gains as of the statement  date, but may differ because certain
investments or transactions may be treated  differently for financial  statement
and tax purposes. Any Accumulated Net Realized Losses, and any cumulative excess
of  distributions  over net realized  gains,  will appear as negative  balances.
Unrealized  Appreciation  (Depreciation) is the difference  between the value of
the fund's  investments  and their cost,  and reflects the gains  (losses)  that
would be  realized  if the fund  were to sell  all of its  investments  at their
statement-date values.
<TABLE>
<CAPTION>
----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK TAX-EXEMPT MONEY MARKET FUND                    COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
MUNICIPAL BONDS (98.9%)
----------------------------------------------------------------------------------------------------------------
Babylon NY IDA Resource Recovery Bonds VRDO
<S>                                                       <C>         <C> <C>  <C>        <C>             <C>
  (Ogden Martin Project)                                  3.75%       6/7/2000 (4)        28,000          28,000
Erie County NY Water Auth. Rev. VRDO                      3.75%       6/7/2000 (2)        11,400          11,400
Great Neck NY Unified School Dist. TAN                    4.00%      6/29/2000             5,000           5,002
Great Neck NY Unified School Dist. TAN                    4.25%      6/29/2000            10,000          10,004
Half Hollow Hills NY Central School Dist. of
  Huntington & Babylon-Suffolk County TAN                 4.00%      6/29/2000            18,000          18,010
Holland Patent NY Central School Dist. BAN                4.50%     12/22/2000             9,000           9,022
Long Island NY Power Auth. Electric System Rev. CP        4.35%      7/11/2000            10,000          10,000
Long Island NY Power Auth. Electric System Rev. VRDO      3.85%       6/7/2000 LOC        23,100          23,100
Long Island NY Power Auth. Electric System Rev. VRDO      3.95%       6/7/2000 LOC        10,600          10,600
Long Island NY Power Auth. Electric System Rev. VRDO      4.30%       6/2/2000 LOC         3,000           3,000
Metro. Transp. Auth. of New York                          7.50%       7/1/2000 (Prere.)    4,350           4,451
Metro. Transp. Auth. of New York Rev. TOB VRDO            4.35%       6/7/2000 (4)         4,495           4,495
Metro. Transp. Auth. of New York Rev. TOB VRDO            4.35%       6/8/2000 (3)         6,225           6,225
Metro. Transp. Auth. of New York Rev. Transp. Fac. CP     4.20%      7/14/2000 LOC        13,500          13,500
Metro. Transp. Auth. of New York Rev. Transp. Fac. CP     4.50%      7/10/2000            12,000          12,000
Metro. Transp. Auth. of New York Rev. Transp. Fac. CP     4.65%      9/11/2000 LOC        10,000          10,000
Monroe County NY BAN                                      4.25%     12/21/2000            10,375          10,394
New York City NY Cultural Resources VRDO (Asia Society)   4.00%       6/8/2000 LOC        10,000          10,000
New York City NY Cultural Resources VRDO (Carnegie Hall
  Project)                                                3.80%       6/7/2000 LOC        15,325          15,325
New York City NY Cultural Resources VRDO
  (Solomon R. Guggenheim Foundation)                      4.25%       6/2/2000 LOC        12,525          12,525
New York City NY GO VRDO                                  3.95%       6/7/2000 LOC        12,000          12,000
New York City NY GO VRDO                                  4.15%       6/7/2000 LOC         9,600           9,600
New York City NY GO VRDO                                  4.30%       6/2/2000 LOC        11,250          11,250
New York City NY GO VRDO                                  4.30%       6/2/2000 (1)         4,000           4,000
New York City NY GO VRDO                                  4.40%       6/2/2000 LOC           815             815
New York City NY Health & Hosp. Corp. Rev. VRDO
  (Health System)                                         3.80%       6/7/2000 LOC        19,665          19,665
New York City NY Health & Hosp. Corp. Rev. VRDO
  (Health System)                                         3.90%       6/7/2000 LOC        22,200          22,200
New York City NY Housing Finance Auth.                    6.80%       5/1/2001 (ETM)       2,000           2,045
</TABLE>

                                       12
<PAGE>
<TABLE>
<CAPTION>
----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK TAX-EXEMPT MONEY MARKET FUND                    COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
<S>                                                       <C>         <C> <C>             <C>             <C>
New York City NY IDA VRDO (National Audubon Society)      4.25%       6/2/2000 LOC        13,600          13,600
New York City NY Muni. Water Finance Auth. Water
  & Sewer System Rev. VRDO                                4.40%       6/2/2000 (3)        39,480          39,480
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev. VRDO                          4.45%       6/2/2000 (3)        41,700          41,700
New York City NY TOB VRDO                                 4.40%       6/8/2000 (3)+        2,275           2,275
New York City NY Transitional Finance Auth. Future
  Tax Rev. VRDO                                           3.85%       6/7/2000             9,700           9,700
New York City NY Transitional Finance Auth. Future
  Tax Rev. VRDO                                           4.15%       6/7/2000            12,300          12,300
New York City NY Transitional Finance Auth. Future
  Tax Rev. VRDO                                           4.35%       6/2/2000             3,500           3,500
New York City NY Transitional Finance Auth. Rev. BAN      4.75%      11/1/2000            20,000          20,028
New York City NY Transitional Finance Auth. Rev. VRDO     4.35%       6/8/2000 +          10,840          10,840
New York City NY Transitional Finance Auth. Rev. VRDO     4.37%       6/8/2000 (3)+        6,130           6,130
New York City NY VRDO                                     3.85%       6/7/2000 LOC         4,750           4,750
New York State Dormitory Auth. Rev. (City Univ.)         7.625%       7/1/2000 (Prere.)   35,170          35,991
New York State Dormitory Auth. Rev. (City Univ.)         7.875%       7/1/2000 (Prere.)   25,665          26,264
New York State Dormitory Auth. Rev. TOB VRDO              4.35%       6/8/2000 (1)         6,870           6,870
New York State Dormitory Auth. Rev. TOB VRDO              4.35%       6/8/2000 +           3,495           3,495
New York State Dormitory Auth. Rev. TOB VRDO
  (City Univ.)                                            4.35%       6/8/2000 (1)         4,000           4,000
New York State Dormitory Auth. Rev. VRDO
  (Cornell Univ.)                                         4.05%       6/8/2000            24,935          24,935
New York State Dormitory Auth. Rev. VRDO
  (Cornell Univ.)                                         4.30%       6/2/2000             8,685           8,685
New York State Dormitory Auth. Rev. VRDO
  (Foundling Charities Corp.)                             3.75%       6/7/2000 LOC        15,175          15,175
New York State Dormitory Auth. Rev. VRDO
  (New York Public Library)                               3.85%       6/7/2000 (1)        20,000          20,000
New York State Dormitory Auth. Rev. VRDO
  (Rockefeller Univ.)                                     3.80%       6/7/2000            29,100          29,100
New York State Dormitory Auth. Rev. VRDO
  (Sloan-Kettering Cancer Center)                         3.85%       6/7/2000 LOC        40,600          40,600
New York State Dormitory Auth. Rev. VRDO
  (Sloan-Kettering Cancer Center)                         4.35%       6/2/2000 LOC         2,930           2,930
New York State Dormitory Auth. Rev. VRDO (State Univ.)    4.35%       6/8/2000 (1)+        8,870           8,870
New York State Energy Research & Dev. Auth. PCR PUT       3.90%      12/1/2000 LOC        17,000          17,000
New York State Energy Research & Dev. Auth. VRDO          4.25%       6/2/2000 LOC         3,000           3,000
New York State Energy Research & Dev. Auth. VRDO
  (Consolidated Edison Co.)                               3.90%       6/7/2000             6,550           6,550
New York State Energy Research & Dev. Auth. VRDO
  (Consolidated Edison Co.)                               4.10%       6/7/2000            25,000          25,000
New York State Energy Research & Dev. Auth. VRDO
  (Consolidated Edison Co.)                               4.20%       6/7/2000            11,700          11,700
New York State Environmental Fac. Corp. PCR TOB VRDO
  (New York City Muni. Water Financial Auth. Project)     4.35%       6/8/2000 (1)+        5,000           5,000
New York State Environmental Fac. Corp. Solid Wate
  Disposal Rev. CP (General Electric Co. Project)         5.70%       6/8/2000             7,000           7,000
New York State Environmental Quality GO PUT               3.90%      10/5/2000 LOC        10,000          10,000
New York State GO VRDO                                    4.05%       6/8/2000 LOC         4,200           4,200
New York State Local Govt. Assistance Corp.               6.50%       4/1/2001 (Prere.)   21,255          22,019
New York State Local Govt. Assistance Corp.               7.25%       4/1/2001 (Prere.)    7,450           7,776
New York State Local Govt. Assistance Corp. TOB VRDO      4.35%       6/8/2000 (2)+        2,000           2,000
New York State Local Govt. Assistance Corp. VRDO          3.70%       6/7/2000 LOC         6,900           6,900
New York State Local Govt. Assistance Corp. VRDO          3.75%       6/7/2000 LOC        27,650          27,650
New York State Power Auth. CP                             3.95%       6/8/2000             3,400           3,400
New York State Power Auth. CP                             4.10%       6/6/2000            10,000          10,000
New York State Power Auth. CP                             5.60%      6/13/2000            31,900          31,900
New York State Thruway Auth. CP                           4.30%      6/15/2000             6,000           6,000
Onondaga County NY BAN                                    5.00%      5/17/2001            17,850          17,948
Port Washington NY Unified Free School Dist. TAN          4.00%      6/29/2000             7,000           7,003
St. Lawrence County NY IDA VRDO (Pollution Control)       4.35%       6/7/2000             2,140           2,140
Triborough Bridge & Tunnel NY Auth. Rev.                  7.00%       1/1/2001 (Prere.)    1,960           2,021
</TABLE>

                                       13
<PAGE>
<TABLE>
<CAPTION>
----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK TAX-EXEMPT MONEY MARKET FUND                    COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
OUTSIDE NEW YORK:
<S>                                                       <C>         <C> <C>  <C>        <C>             <C>
Puerto Rico Govt. Dev. Bank VRDO                          3.40%       6/7/2000 (1)        19,155          19,155
Puerto Rico Highway & Transp. Auth. VRDO                  3.50%       6/7/2000 (2)        15,400          15,400
----------------------------------------------------------------------------------------------------------------
TOTAL MUNICIPAL BONDS
  (Cost $970,608)                                                                                        970,608
----------------------------------------------------------------------------------------------------------------
OTHER ASSETS AND LIABILITIES (1.1%)
----------------------------------------------------------------------------------------------------------------
Other Assets--Note B                                                                                      15,180
Liabilities                                                                                               (4,108)
                                                                                                 ---------------
                                                                                                          11,072
----------------------------------------------------------------------------------------------------------------
NET ASSETS (100%)
----------------------------------------------------------------------------------------------------------------
Applicable to 981,692,944 outstanding $.001 par value shares of beneficial interest
 (unlimited authorization)                                                                              $981,680
================================================================================================================
NET ASSET VALUE PER SHARE                                                                                  $1.00
================================================================================================================
</TABLE>

*See Note A in Notes to Financial Statements.
+Securities  exempt from  registration  under Rule 144A of the Securities Act of
 1933.  These securities may be sold in transactions  exempt from  registration,
 normally to qualified  institutional  buyers.  At May 31, 2000,  the  aggregate
 value of these securities was $53,330,000, representing 5.4% of net assets.
For key to abbreviations and other references, see page 20.

--------------------------------------------------------------------------------
AT MAY 31, 2000, NET ASSETS CONSISTED OF:
--------------------------------------------------------------------------------
                                                        AMOUNT               PER
                                                         (000)             SHARE
--------------------------------------------------------------------------------
 Paid in Capital                                      $981,693             $1.00
 Undistributed Net Investment Income                       --                --
 Accumulated Net Realized Losses                           (13)              --
 Unrealized Appreciation                                   --                --
--------------------------------------------------------------------------------
 NET ASSETS                                           $981,680             $1.00
================================================================================

                                       14
<PAGE>
<TABLE>
<CAPTION>
----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
MUNICIPAL BONDS (98.4%)
----------------------------------------------------------------------------------------------------------------
ISSUER INSURED (86.7%)
<S>                                                       <C>        <C>  <C>            <C>             <C>
Albany County NY GO                                       5.00%      10/1/2012 (3)        4,400           4,197
Albany County NY GO                                       7.00%      1/15/2005 (2)           20              20
Battery Park City NY Auth.                                5.50%      11/1/2026 (2)       11,750          10,844
Broome County NY Public Safety Fac. Project               5.25%       4/1/2015 (1)        3,000           2,817
Buffalo & Erie County NY Toll Bridge Auth.                6.00%       1/1/2015 (1)        4,500           4,575
Buffalo NY General Improvement                            6.75%       3/1/2001 (1)(Prere.)3,380           3,497
Buffalo NY GO                                            5.125%       2/1/2012 (2)        1,870           1,787
Buffalo NY GO                                            5.125%       2/1/2013 (2)        2,945           2,788
Buffalo NY Sewer Auth. System Rev.                        5.00%       7/1/2012 (3)        5,675           5,322
Buffalo NY Sewer Auth. System Rev.                        5.25%       7/1/2008 (3)        3,500           3,468
Erie County NY GO                                         6.10%      1/15/2006 (3)        1,865           1,944
Erie County NY GO                                        6.125%      1/15/2007 (3)        1,660           1,738
Erie County NY Water Auth. Rev.                           0.00%      12/1/2005 (2)        3,000           2,243
Erie County NY Water Auth. Rev.                           0.00%      12/1/2006 (2)        6,915           4,878
Erie County NY Water Auth. Rev.                           6.00%      12/1/2008 (2)        1,600           1,644
Hempstead NY GO                                           5.50%       8/1/2005 (3)(Prere.)  190             197
Hempstead NY GO                                           5.50%       8/1/2011 (3)        2,260           2,266
Hempstead NY GO                                          5.625%       2/1/2006 (3)(Prere.)  480             500
Hempstead NY GO                                          5.625%       2/1/2012 (3)        1,220           1,228
Hempstead NY GO                                          5.625%       2/1/2013 (3)          960             963
Huntington NY GO                                          5.50%       4/1/2013 (3)        3,400           3,375
Huntington NY GO                                          6.70%       2/1/2011 (3)          310             343
Long Island NY Power Auth. Electric System Rev.           5.00%      12/1/2018 (4)        6,000           5,323
Long Island NY Power Auth. Electric System Rev.          5.125%      12/1/2022 (4)       51,675          45,267
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.00%       7/1/2012 (2)        8,730           8,230
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.00%       7/1/2015 (2)        5,500           5,035
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.00%       7/1/2017 (2)        5,000           4,485
Metro. NY Transp. Auth. Rev. (Commuter Fac.)             5.125%       7/1/2013 (3)        3,000           2,837
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.30%       7/1/2022 (3)       17,475          15,782
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.50%       7/1/2017 (2)       11,585          11,150
Metro. NY Transp. Auth. Rev. (Commuter Fac.)             5.625%       7/1/2015 (4)        5,000           4,908
Metro. NY Transp. Auth. Rev. (Commuter Fac.)              5.70%       7/1/2017 (1)       16,000          15,742
Metro. NY Transp. Auth. Rev. (Dedicated Petroleum Tax)    5.25%       4/1/2021 (1)        7,900           7,105
Metro. NY Transp. Auth. Rev. (Dedicated Petroleum Tax)    5.25%       4/1/2026 (1)       34,060          30,075
Metro. NY Transp. Auth. Rev. (Dedicated Petroleum Tax)    6.00%       4/1/2020 (1)       32,500          33,180
Metro. NY Transp. Auth. Rev. (Transp. Fac.)               4.75%       7/1/2024 (1)        3,670           3,009
Metro. NY Transp. Auth. Rev. (Transp. Fac.)               5.25%       7/1/2017 (3)        6,300           5,843
Metro. NY Transp. Auth. Rev. (Transp. Fac.)               5.70%       7/1/2017 (1)        5,500           5,411
Metro. NY Transp. Auth. Rev. (Transp. Fac.)               6.00%       7/1/2011 (2)        2,000           2,002
Metro. NY Transp. Auth. Rev. (Transp. Fac.)               7.00%       7/1/2009 (2)        9,050          10,078
Monroe Woodbury NY Central School Dist.                  5.625%      5/15/2010 (1)        1,000           1,017
Monroe Woodbury NY Central School Dist.                  5.625%      5/15/2011 (1)        1,000           1,011
Monroe Woodbury NY Central School Dist.                  5.625%      5/15/2012 (1)        1,000           1,007
Monroe Woodbury NY Central School Dist.                  5.625%      5/15/2013 (1)        1,425           1,429
Monroe Woodbury NY Central School Dist.                  5.625%      5/15/2014 (1)        1,000             998
Montgomery, Ostego, Scholoharie Counties NY Solid Waste   5.25%       1/1/2014 (1)        1,640           1,553
Mount Sinai NY Union Free School Dist.                    6.20%      2/15/2014 (2)        1,050           1,117
Nassau County IDA (Hofstra Univ.)                         4.75%       7/1/2028 (1)        3,500           2,826
Nassau County NY Combined Sewer Dist. GO                  4.80%      10/1/2005 (3)        1,760           1,722
Nassau County NY Combined Sewer Dist. GO                  5.00%       5/1/2009 (3)        3,210           3,113
Nassau County NY Combined Sewer Dist. GO                  5.00%       5/1/2010 (3)        2,875           2,770
Nassau County NY Combined Sewer Dist. GO                  5.00%       5/1/2011 (3)        1,770           1,684
Nassau County NY Combined Sewer Dist. GO                  5.00%       5/1/2012 (3)        1,760           1,663
Nassau County NY Combined Sewer Dist. GO                  5.35%       7/1/2008 (1)        4,730           4,736
Nassau County NY Combined Sewer Dist. GO                  5.35%      1/15/2009 (1)        3,505           3,497
Nassau County NY Combined Sewer Dist. GO                  5.35%       7/1/2009 (1)        4,635           4,624
Nassau County NY Combined Sewer Dist. GO                 5.875%       8/1/2012 (3)          825             837
Nassau County NY Combined Sewer Dist. GO                  6.20%      5/15/2007 (1)          840             866
</TABLE>

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<CAPTION>
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                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
<S>                                                       <C>       <C>        <C>          <C>           <C>
Nassau County NY Combined Sewer Dist. GO                  6.20%      5/15/2008 (1)          835             861
Nassau County NY Combined Sewer Dist. GO                  6.25%      5/15/2009 (1)          825             853
Nassau County NY Combined Sewer Dist. GO                  6.25%      5/15/2010 (1)          820             844
Nassau County NY GO                                      5.125%       3/1/2013 (2)        5,860           5,547
Nassau County NY GO                                      5.125%       3/1/2014 (2)        5,900           5,536
Nassau County NY GO                                       5.25%       6/1/2011 (2)        4,670           4,560
Nassau County NY GO                                       5.25%       6/1/2012 (2)        4,670           4,517
Nassau County NY GO                                       5.25%       6/1/2013 (2)        6,905           6,622
Nassau County NY GO                                       5.25%       6/1/2014 (2)        6,585           6,265
Nassau County NY GO                                       5.50%      7/15/2007 (1)        1,270           1,286
Nassau County NY GO                                       5.50%      7/15/2008 (1)        1,300           1,314
Nassau County NY GO                                       5.50%      7/15/2009 (1)        1,325           1,336
Nassau County NY GO                                       5.50%      7/15/2010 (1)        1,345           1,353
Nassau County NY GO                                       5.50%      7/15/2011 (1)        1,370           1,370
Nassau County NY GO                                       5.70%       8/1/2011 (3)        2,000           2,034
Nassau County NY GO                                       5.75%       2/1/2011 (1)        1,100           1,112
New York City NY Cultural Resources
  (American Museum of Natural History)                    5.60%       4/1/2018 (1)        2,635           2,554
New York City NY Cultural Resources
  (American Museum of Natural History)                    5.65%       4/1/2022 (1)        5,000           4,776
New York City NY Cultural Resources
  (American Museum of Natural History)                    5.70%       4/1/2016 (1)       12,730          12,593
New York City NY Cultural Resources (Museum of Modern Art)5.40%       1/1/2006 (2)          720             723
New York City NY Cultural Resources (Museum of Modern Art)5.40%       1/1/2006 (2)(ETM)      85              86
New York City NY Cultural Resources (Museum of Modern Art)5.40%       1/1/2012 (2)        3,400           3,324
New York City NY Cultural Resources (Museum of Modern Art)5.50%       1/1/2007 (2)          805             810
New York City NY Cultural Resources (Museum of Modern Art)5.50%       1/1/2007 (2)(ETM)      35              36
New York City NY Cultural Resources (Museum of Modern Art)5.50%       1/1/2016 (2)        2,000           1,937
New York City NY GO                                      5.375%       8/1/2013 (3)        8,295           8,062
New York City NY GO                                       5.75%       8/1/2002 (3)(Prere.)1,325           1,367
New York City NY GO                                       5.75%       8/1/2009 (3)        2,925           2,964
New York City NY GO                                      6.625%       8/1/2002 (1)(Prere.)  535             561
New York City NY GO                                      6.625%       8/1/2013 (1)          140             146
New York City NY GO                                       6.95%      8/15/2004 (1)(Prere.)1,460           1,578
New York City NY GO                                       7.10%       2/1/2002 (1)(Prere.)  200             210
New York City NY GO                                       7.10%       2/1/2009 (1)          400             418
New York City NY Health & Hosp. Corp. Rev.               5.625%      2/15/2013 (2)       23,400          23,199
New York City NY IDA(USTA National Tennis Center Project)6.375%     11/15/2014 (4)        2,000           2,082
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               5.00%      6/15/2021 (3)        5,395           4,674
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                              5.125%      6/15/2022 (2)       11,000           9,673
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               5.35%      6/15/2013 (1)        5,300           5,088
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               5.75%      6/15/2031 (3)       23,650          22,645
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                              5.875%      6/15/2012 (2)       18,500          19,096
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                              5.875%      6/15/2013 (2)       20,000          20,606
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev. VRDO                          4.30%       6/2/2000 (3)        4,700           4,700
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev. VRDO                          4.40%       6/2/2000 (3)        9,545           9,545
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev. VRDO                          4.45%       6/2/2000 (3)       29,500          29,500
New York State Dormitory Auth. Rev. (Barnard College)     5.25%       7/1/2026 (2)        4,370           3,857
New York State Dormitory Auth. Rev. (Catholic Health)     5.50%       7/1/2022 (1)       10,000           9,288
New York State Dormitory Auth. Rev. (City Univ. of NY)    5.50%       7/1/2016 (2)       16,000          15,501
New York State Dormitory Auth. Rev. (City Univ. of NY)    7.00%       7/1/2000 (3)(Prere)20,700          21,154
</TABLE>

                                       16
<PAGE>
<TABLE>
<CAPTION>
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                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
<S>                                                       <C>         <C> <C>  <C>        <C>             <C>
New York State Dormitory Auth. Rev. (Colgate Univ.)       6.50%       7/1/2001 (1)(Prere.)1,350           1,402
New York State Dormitory Auth. Rev. (Columbia
 Presbyterian Hosp.)                                      5.50%      2/15/2007 (2)        3,500           3,531
New York State Dormitory Auth. Rev. (Court Fac.)          5.75%      5/15/2023 (2)       11,370          10,977
New York State Dormitory Auth. Rev. (FHA Hosp. &
  Nursing Home)                                           5.00%      2/15/2025 (2)        3,410           2,900
New York State Dormitory Auth. Rev.
   (FHA Hosp. & Presbyterian Hosp.)                       5.50%       2/1/2010 (2)        6,330           6,339
New York State Dormitory Auth. Rev. (FHA Hosp. &
   Queens Hosp.)                                          5.45%      8/15/2019 (2)        5,270           4,937
New York State Dormitory Auth. Rev. (Fordham Univ.)       5.00%       7/1/2028 (1)       11,125           9,411
New York State Dormitory Auth. Rev. (Fordham Univ.)       5.50%       7/1/2023 (3)       10,150           9,377
New York State Dormitory Auth. Rev. (Fordham Univ.)       5.75%       7/1/2015 (3)        1,500           1,489
New York State Dormitory Auth. Rev. (Fordham Univ.)       7.20%       7/1/2015 (2)          710             725
New York State Dormitory Auth. Rev. (Hamilton College)    5.00%       7/1/2028 (1)       17,880          15,125
New York State Dormitory Auth. Rev. (Iona College)        5.25%       7/1/2008 (1)        1,000             995
New York State Dormitory Auth. Rev. (Iona College)        5.35%       7/1/2009 (1)        1,000             997
New York State Dormitory Auth. Rev. (Jewish Medical
  Center)                                                 5.00%       7/1/2018 (1)       10,000           8,814
New York State Dormitory Auth. Rev. (Mental Health
  Services)                                               5.00%      2/15/2023 (1)        5,000           4,279
New York State Dormitory Auth. Rev. (Montefiore
  Medical Center)                                         5.25%       2/1/2015 (2)       42,750          40,164
New York State Dormitory Auth. Rev. (Mt. Sinai School
  of Medicine)                                            6.75%       7/1/2015 (1)        7,245           7,514
New York State Dormitory Auth. Rev. (New School
  for Social Research)                                   5.625%       7/1/2016 (1)        2,260           2,219
New York State Dormitory Auth. Rev. (New School Univ.)    5.00%       7/1/2029 (1)       10,955           9,245
New York State Dormitory Auth. Rev. (New York &
  Presbyterian Hosp.)                                     4.75%       8/1/2027 (2)        7,000           5,633
New York State Dormitory Auth. Rev. (New York Medical
  College)                                                5.00%       7/1/2021 (1)       21,980          19,061
New York State Dormitory Auth. Rev. (New York Univ.)      6.00%       7/1/2015 (3)       32,165          32,460
New York State Dormitory Auth. Rev. (North Shore
  Univ. Hosp.)                                            5.20%      11/1/2017 (1)       30,170          27,576
New York State Dormitory Auth. Rev. (Pace)               5.625%       7/1/2017 (1)       11,185          10,915
New York State Dormitory Auth. Rev. (Rensselaer
  Polytech. Institute)                                    6.50%       7/1/2006 (3)        3,000           3,116
New York State Dormitory Auth. Rev. (Rochester
  Institute of Technology)                                5.25%       7/1/2022 (1)        3,000           2,686
New York State Dormitory Auth. Rev. (Rochester
  Institute of Technology)                                5.30%       7/1/2017 (1)        6,275           5,861
New York State Dormitory Auth. Rev. (School Dist. Program)6.00%       7/1/2015 (3)        2,675           2,678
New York State Dormitory Auth. Rev. (Siena College)       6.00%       7/1/2011 (1)        1,500           1,533
New York State Dormitory Auth. Rev. (Sloan-Kettering
  Cancer Center)                                          5.75%       7/1/2019 (1)        9,700           9,622
New York State Dormitory Auth. Rev. (St. John's Univ.)    5.25%       7/1/2020 (1)       15,170          13,769
New York State Dormitory Auth. Rev. (St. John's Univ.)    5.25%       7/1/2025 (1)       10,950           9,749
New York State Dormitory Auth. Rev. (St. John's Univ.)    5.70%       7/1/2026 (1)       14,370          13,641
New York State Dormitory Auth. Rev. (St. Joseph's Hosp.)  5.25%       7/1/2018 (1)        6,700           6,115
New York State Dormitory Auth. Rev.(St. Vincent Hosp.
  Medical Center)                                         5.80%       8/1/2025 (2)        4,250           4,066
New York State Dormitory Auth. Rev. (State Univ.)         4.75%      5/15/2025 (1)       12,535          10,228
New York State Dormitory Auth. Rev. (State Univ.)         6.00%       7/1/2009 (2)        1,590           1,665
New York State Dormitory Auth. Rev. (State Univ.)         6.00%      5/15/2015 (1)       12,500          12,854
New York State Dormitory Auth. Rev. (State Univ.)         6.00%      5/15/2016 (1)        5,000           5,120
New York State Dormitory Auth. Rev. (Union College)       5.75%       7/1/2010 (3)        1,800           1,822
New York State Dormitory Auth. Rev. (Univ. of Rochester)  5.00%       7/1/2017 (1)        2,000           1,794
New York State Dormitory Auth. Rev. (Univ. of Rochester)  5.00%       7/1/2023 (1)        6,820           5,859
New York State Dormitory Auth. Rev. (Upstate Community
  Colleges)                                               5.00%       7/1/2014 (2)        2,670           2,466
New York State Dormitory Auth. Rev. (Upstate Community
  Colleges)                                               5.00%       7/1/2015 (2)        3,000           2,747
New York State Dormitory Auth. Rev. (Upstate Community
  Colleges)                                               5.00%       7/1/2016 (2)        1,250           1,134
New York State Dormitory Auth. Rev. (Upstate Community
  Colleges)                                               5.25%       7/1/2012 (2)        6,170           5,966
New York State Dormitory Auth. Rev. (Vassar Brothers
  Hosp.)                                                  5.25%       7/1/2017 (4)        8,025           7,395
New York State Dormitory Auth. Rev. (Vassar Brothers
  Hosp.)                                                 5.375%       7/1/2025 (4)        7,000           6,286
New York State Energy Research & Dev. Auth. PCR
  (Niagara Mohawk)                                        5.15%      11/1/2025 (2)        5,000           4,346
New York State Energy Research & Dev. Auth. PCR
  (Niagara Mohawk)                                       6.625%      10/1/2013 (3)       10,000          10,358
New York State Local Govt. Assistance Corp. Rev.         4.875%       4/1/2020 (1)        9,800           8,359
New York State Local Govt. Assistance Corp. Rev.          5.00%       4/1/2014 (3)       13,370          12,385
</TABLE>

                                       17
<PAGE>
<TABLE>
<CAPTION>
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                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
<S>                                                       <C>         <C> <C>  <C>       <C>             <C>
New York State Local Govt. Assistance Corp. Rev.          5.00%       4/1/2021 (1)       24,825          21,600
New York State Local Govt. Assistance Corp. Rev.          5.25%       4/1/2015 (2)        8,000           7,573
New York State Local Govt. Assistance Corp. Rev.         5.375%       4/1/2019 (1)        3,000           2,793
New York State Medical Care Fac. Finance Agency
  (Mental Health Services)                                5.50%      8/15/2021 (3)+       8,000           7,450
New York State Medical Care Fac. Finance Agency
  (Mental Health Services)                                6.00%      8/15/2015 (1)          150             152
New York State Medical Care Fac. Finance Agency
  (Mental Health Services)                               6.375%      2/15/2002 (3)(Prere.)6,000           6,254
New York State Medical Care Fac. Finance Agency
  (Mental Health Services)                               6.375%      8/15/2010 (3)          100             103
New York State Medical Care Fac. Finance Agency
  (Mental Health Services)                                7.40%      8/15/2007 (1)          460             466
New York State Medical Care Fac. Finance Agency
  (Sisters of Charity-Buffalo)                           6.625%      11/1/2018 (2)        5,500           5,710
New York State Thruway Auth.                              5.00%       1/1/2020 (1)        5,055           4,377
New York State Thruway Auth. (Highway & Bridge Trust Fund)5.30%       4/1/2010 (1)        3,775           3,740
New York State Thruway Auth. (Highway & Bridge Trust Fund)5.50%       4/1/2015 (1)       12,480          12,195
New York State Thruway Auth. (Service Contract)           5.75%       4/1/2004 (1)(Prere.)4,000           4,164
New York State Thruway Auth. (Service Contract)           5.75%       4/1/2014 (1)        4,000           4,016
New York State Urban Dev. Corp. Rev.                     5.375%       1/1/2012 (1)       21,375          20,756
New York State Urban Dev. Corp. Rev.                      5.50%       4/1/2016 (1)       13,350          12,938
New York State Urban Dev. Corp. Rev.
  (Correctional Fac. Service Contract)                    5.00%       1/1/2017 (2)        6,670           5,994
New York State Urban Dev. Corp. Rev.
  (Correctional Fac. Service Contract)                    6.00%       1/1/2011 (2)        2,500           2,600
New York State Urban Dev. Corp. Rev.
  (Correctional Fac. Service Contract)                    6.00%       1/1/2012 (2)        3,000           3,104
New York State Urban Dev. Corp. Rev.
  (Correctional Fac. Service Contract)                    6.00%       1/1/2013 (2)        4,110           4,230
New York State Urban Dev. Corp. Rev.
  (Correctional Fac. Service Contract)                    6.00%       1/1/2014 (2)        5,000           5,128
Niagara Falls NY Bridge Comm.                             5.25%      10/1/2015 (3)        5,000           4,816
Niagara Falls NY Bridge Comm.                             6.25%      10/1/2020 (3)        8,685           9,126
Niagara Falls NY Bridge Comm.                             6.25%      10/1/2021 (3)        9,230           9,676
North Hempstead NY GO                                     6.30%       4/1/2008 (3)        2,055           2,185
North Hempstead NY GO                                     6.40%       4/1/2010 (3)        1,500           1,620
North Hempstead NY GO                                     6.40%       4/1/2011 (3)        2,075           2,244
North Hempstead NY Solid Waste Auth.                      5.00%       2/1/2012 (1)        3,370           3,165
Smithtown NY GO                                           5.25%       4/1/2006 (1)        1,000           1,003
Smithtown NY GO                                           5.45%       4/1/2008 (1)          400             403
Suffolk County NY GO                                      5.20%      7/15/2008 (3)        1,100           1,091
Suffolk County NY Water Auth.                             5.25%       6/1/2010 (2)(ETM)   3,790           3,773
Suffolk County NY Water Auth.                             5.25%       6/1/2011 (2)(ETM)   2,380           2,357
Suffolk County NY Water Auth.                             5.25%       6/1/2012 (2)(ETM)   4,290           4,219
Suffolk County NY Water Auth.                             5.25%       6/1/2017 (2)        1,695           1,609
Suffolk County NY Water Auth.                             5.75%       6/1/2002 (2)(Prere.)1,100           1,138
Suffolk County NY Water Auth.                             5.75%       6/1/2013 (2)        7,340           7,353
Triborough Bridge & Tunnel Auth. NY Rev.                  5.00%       1/1/2016 (4)        9,000           8,190
Triborough Bridge & Tunnel Auth. NY Rev.                 5.125%       1/1/2015 (1)        6,500           6,066
Triborough Bridge & Tunnel Auth. NY Rev.                  5.50%       1/1/2017 (2)        3,745           3,584
Yonkers NY School Dist. GO                                5.60%       8/1/2009 (3)          535             542
Yonkers NY School Dist. GO                                5.70%       8/1/2010 (3)          545             554
OUTSIDE NEW YORK
Puerto Rico Electric Power Auth. Rev.                     5.25%       7/1/2015 (4)        5,000           4,798
Puerto Rico GO                                            5.00%       7/1/2017 (1)       11,475          10,418
Puerto Rico GO                                            5.00%       7/1/2018 (1)        2,650           2,384
Puerto Rico Govt. Dev. Bank VRDO                          3.40%       6/7/2000 (1)          500             500
Puerto Rico Infrastructure Finance Auth. Special Tax Rev. 5.00%       7/1/2021 (2)       16,935          14,942
Puerto Rico Muni. Finance Agency                          5.75%       8/1/2011 (4)       15,810          16,430
</TABLE>

                                       18
<PAGE>
<TABLE>
<CAPTION>

----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
<S>                                                      <C>          <C> <C>  <C>        <C>             <C>
Puerto Rico Muni. Finance Agency                         5.875%       8/1/2014 (4)        6,480           6,658
Puerto Rico Muni. Finance Agency                          6.00%       8/1/2016 (4)        2,645           2,723
                                                                                                 ---------------
                                                                                                      1,279,344
                                                                                                 ---------------
SECONDARY MARKET INSURED (6.1%)
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               4.75%      6/15/2025 (4)        6,000           4,894
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               5.00%      6/15/2017 (3)        4,000           3,588
New York City NY Muni. Water Finance Auth.
  Water & Sewer System Rev.                               5.75%      6/15/2029 (1)        5,000           4,796
New York City NY Transitional Finance Auth. Rev.          4.75%     11/15/2023 (3)        5,385           4,426
New York State Dormitory Auth. Rev. (City Univ.
 of New York)                                             5.75%       7/1/2009 (3)        3,750           3,832
New York State Dormitory Auth. Rev. (City Univ.
 of New York)                                             5.75%       7/1/2011 (3)        5,950           6,082
New York State Dormitory Auth. Rev. (Cornell Univ.)       7.25%       7/1/2012 (1)        1,175           1,201
New York State Dormitory Auth. Rev. (Mental Health
 Services)                                               5.375%      2/15/2026 (1)        7,500           6,771
New York State Dormitory Auth. Rev. (State Univ.)         5.50%      5/15/2026 (1)       12,805          11,825
New York State Dormitory Auth. Rev. (State Univ.)         6.00%      5/15/2017 (2)        3,775           3,775
New York State Medical Care Fac. Finance Agency           5.25%      2/15/2019 (3)       16,230          14,719
New York State Thruway Auth. Rev. (Highway & Bridge
 Trust Fund)                                              5.00%       4/1/2016 (4)        7,400           6,734
New York State Thruway Auth. Rev. (Highway & Bridge
 Trust Fund)                                              5.00%       4/1/2018 (4)        5,450           4,852
Port Auth. of NY & NJ Special Obligation Rev.             6.50%      1/15/2026 (1)        1,500           1,528
Triborough Bridge & Tunnel Auth. NY Rev.                  6.75%       1/1/2009 (2)        3,000           3,253
Triborough Bridge & Tunnel Auth. NY Rev.                 6.875%       1/1/2015 (3)        7,000           7,210
                                                                                                 ---------------
                                                                                                         89,486
                                                                                                 ---------------
NONINSURED (5.6%)
Long Island NY Power Auth. Electric System Rev. VRDO      3.85%       6/7/2000 LOC        6,000           6,000
Long Island NY Power Auth. Electric System Rev. VRDO      4.30%       6/2/2000 LOC        5,800           5,800
New York City NY GO VRDO                                  3.85%       6/7/2000 LOC        2,650           2,650
New York City NY GO VRDO                                  4.30%       6/2/2000 LOC          800             800
New York City NY GO VRDO                                  4.40%       6/2/2000 LOC        2,085           2,085
New York City NY Health & Hosp. Corp. Rev. VRDO
 (Health Systems)                                         3.90%       6/7/2000 LOC       10,600          10,600
New York City NY Transitional Finance Auth. Rev. VRDO     4.35%       6/2/2000           11,235          11,235
New York State Dormitory Auth. Rev. (Columbia Univ.)      5.75%       7/1/2015           11,965          12,001
New York State Dormitory Auth. Rev. (Rockefeller Univ.)   5.00%       7/1/2015            1,100           1,025
New York State Dormitory Auth. Rev. (Rockefeller Univ.)   5.00%       7/1/2018            4,555           4,121
New York State Dormitory Auth. Rev. VRDO (Cornell Univ.)  4.30%       6/2/2000            1,900           1,900
New York State Energy Research & Dev. Auth. VRDO
 (Consolidated Edison Co.)                                3.90%       6/7/2000            6,300           6,300
New York State Energy Research & Dev. Auth. VRDO
 (Consolidated Edison Co.)                                4.10%       6/7/2000            4,100           4,100
New York State Energy Research & Dev. Auth. VRDO
 (Consolidated Edison Co.)                                4.20%       6/7/2000              200             200
New York State Environmental Fac. Water PCR               5.55%      7/15/2009            2,000           2,030
Onondaga County NY Public Improvements                   5.875%      2/15/2008            2,475           2,570
Port Auth. of New York & New Jersey VRDO                  4.35%       6/2/2000            3,050           3,050
Westchester County NY GO                                  6.70%      11/1/2008            3,250           3,585
Westchester County NY GO                                  6.70%      11/1/2009            3,645           4,043
                                                                                                 ---------------
                                                                                                         84,095
                                                                                                 ---------------
----------------------------------------------------------------------------------------------------------------
TOTAL MUNICIPAL BONDS
  (Cost $1,501,929)                                                                                   1,452,925
----------------------------------------------------------------------------------------------------------------
</TABLE>

                                       19
<PAGE>
<TABLE>
<CAPTION>

----------------------------------------------------------------------------------------------------------------
                                                                                            FACE          MARKET
                                                                      MATURITY            AMOUNT          VALUE*
<S>                                                                                        <C>             <C>
NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND               COUPON           DATE             (000)           (000)
----------------------------------------------------------------------------------------------------------------
OTHER ASSETS AND LIABILITIES (1.6%)
----------------------------------------------------------------------------------------------------------------
Other Assets--Note B                                                                                     27,536
Liabilities                                                                                              (4,523)
----------------------------------------------------------------------------------------------------------------
                                                                                                         23,013
----------------------------------------------------------------------------------------------------------------
NET ASSETS (100%)
----------------------------------------------------------------------------------------------------------------
Applicable to 143,211,738 outstanding $.001 par value shares of beneficial interest
  (unlimited authorization)                                                                          $1,475,938
================================================================================================================
NET ASSET VALUE PER SHARE                                                                                $10.31
================================================================================================================
*See Note A in Notes to Financial Statements.
</TABLE>

+Securities  with a value of $5,681,000  have been  segregated as initial margin
for open futures contracts.  For key to abbreviations and other references,  see
below.

--------------------------------------------------------------------------------
 AT MAY 31, 2000, NET ASSETS CONSISTED OF:
--------------------------------------------------------------------------------
                                                       AMOUNT         PER
                                                        (000)       SHARE
--------------------------------------------------------------------------------
 Paid in Capital                                  $1,519,003       $10.61
 Undistributed Net Investment Income                      --           --
 Accumulated Net Realized Gains                        6,219          .04
 Unrealized Depreciation--Note F
  Investment Securities                              (49,004)        (.34)
  Futures Contracts                                     (280)          --
--------------------------------------------------------------------------------
 NET ASSETS                                       $1,475,938       $10.31
================================================================================

KEY TO ABBREVIATIONS

BAN--Bond Anticipation Note.
CP--Commercial Paper.
GO--General Obligation Bond.
IDA--Industrial Development Authority Bond.
PCR--Pollution Control Revenue Bond.
PUT--Put Option Obligation.
TAN--Tax Anticipation Note.
TOB--Tender Option Bond.
VRDO--Variable Rate Demand Obligation.
(ETM)--Escrowed to Maturity.
(Prere.)--Prerefunded.

Scheduled principal and interest payments are guaranteed by:
(1) MBIA (Municipal Bond Insurance Association).
(2) AMBAC (Ambac Assurance Corporation).
(3) FGIC (Financial Guaranty Insurance Company).
(4) FSA (Financial Security Assurance).
The insurance does not guarantee the market value of the municipal bonds.

LOC--Scheduled  principal and interest payments are guaranteed by bank letter of
credit.

                                       20
<PAGE>

STATEMENT OF OPERATIONS
This Statement shows interest  earned by each fund during the reporting  period,
and details the operating  expenses charged to the fund. These expenses directly
reduce the amount of  investment  income  available  to pay to  shareholders  as
tax-exempt  income  dividends.  This  Statement  also shows any Net Gain  (Loss)
realized  on the  sale of  investments,  and the  increase  or  decrease  in the
Unrealized  Appreciation  (Depreciation) on investments  during the period. If a
fund  invested  in futures  contracts  during the  period,  the results of these
investments are shown separately.
<TABLE>
<CAPTION>
-----------------------------------------------------------------------------------------------
                                                                                     NEW YORK
                                                               NEW YORK               INSURED
                                                             TAX-EXEMPT             LONG-TERM
                                                           MONEY MARKET            TAX-EXEMPT
                                                                   FUND                  FUND
                                                       ----------------------------------------
                                                               SIX MONTHS ENDED MAY 31, 2000
                                                       ----------------------------------------
                                                                  (000)                  (000)
-----------------------------------------------------------------------------------------------
INVESTMENT INCOME
Income
<S>                                                            <C>                    <C>
 Interest                                                      $16,880                $41,020
                                                       ----------------------------------------
  Total Income                                                  16,880                 41,020
                                                       ----------------------------------------
EXPENSES
 The Vanguard Group--Note B
   Investment Advisory Services                                     50                     87
   Management and Administrative                                   465                  1,052
   Marketing and Distribution                                       84                    126
 Custodian Fees                                                      6                      8
 Auditing Fees                                                       4                      4
 Shareholders' Reports                                               4                     15
 Trustees' Fees and Expenses                                         1                      1
                                                       ----------------------------------------
   Total Expenses                                                  614                  1,293
   Expenses Paid Indirectly--Note C                                 (6)                   (18)
                                                       ----------------------------------------
   Net Expenses                                                    608                  1,275
-----------------------------------------------------------------------------------------------
NET INVESTMENT INCOME                                           16,272                 39,745
-----------------------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)
 Investment Securities Sold                                         (7)                 4,299
 Futures Contracts                                                  --                  2,881
-----------------------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)                                            (7)                 7,180
-----------------------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)
  Investment Securities                                             --                (23,258)
  Futures Contracts                                                 --                   (280)
-----------------------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)                    --                (23,538)
===============================================================================================
NET INCREASE IN NET ASSETS RESULTING FROM OPERATIONS           $16,265                $23,387
===============================================================================================
</TABLE>

                                       21
<PAGE>
STATEMENT OF CHANGES IN NET ASSETS

This  Statement  shows how each fund's total net assets  changed  during the two
most recent reporting periods.  The Operations  section  summarizes  information
detailed in the Statement of Operations. Because the fund distributes its income
to shareholders  each day, the amounts of  Distributions--Net  Investment Income
generally equal the net income earned as shown under the Operations section. The
amounts of Distributions--Realized  Capital Gain may not match the capital gains
shown in the Operations section,  because  distributions are determined on a tax
basis and may be made in a period different from the one in which the gains were
realized on the financial  statements.  The Capital Share  Transactions  section
shows the amount shareholders  invested in the fund, either by purchasing shares
or by reinvesting  distributions,  and the amounts  redeemed.  The corresponding
numbers of Shares Issued and Redeemed are shown at the end of the Statement.

<TABLE>
<CAPTION>
---------------------------------------------------------------------------------------------------------------
                                                   NEW YORK TAX-EXEMPT             NEW YORK INSURED LONG-TERM
                                                    MONEY MARKET FUND                   TAX-EXEMPT FUND
                                          ---------------------------------    --------------------------------
                                              SIX MONTHS             YEAR       SIX MONTHS                 YEAR
                                                   ENDED            ENDED            ENDED                ENDED
                                             MAY 31,2000      NOV.30,1999      MAY 31,2000          NOV.30,1999
                                                   (000)            (000)            (000)                (000)
---------------------------------------------------------------------------------------------------------------
INCREASE (DECREASE) IN NET ASSETS
OPERATIONS
<S>                                              <C>              <C>              <C>                  <C>
 Net Investment Income                           16,272           19,239           39,745               76,372
 Realized Net Gain (Loss)                            (7)              (3)           7,180                 (981)
  Change in Unrealized Appreciation (Depreciation)   --               --          (23,538)            (112,557)
                                            -------------------------------------------------------------------
    Net Increase (Decrease) in Net Assets
     Resulting from Operations                   16,265           19,236           23,387              (37,166)
                                            -------------------------------------------------------------------
DISTRIBUTIONS
 Net Investment Income                          (16,272)         (19,239)         (39,745)             (76,372)
 Realized Capital Gain                               --               --               --              (11,381)
                                            -------------------------------------------------------------------
  Total Distributions                           (16,272)         (19,239)         (39,745)             (87,753)
CAPITAL SHARE TRANSACTIONS1
 Issued                                         705,225          920,274          208,120              524,842
 Issued in Lieu of Cash Distributions            15,658           18,542           28,448               65,691
 Redeemed                                      (537,470)        (624,003)        (273,891)            (341,929)
                                            -------------------------------------------------------------------
  Net Increase (Decrease) from
   Capital Share Transactions                   183,413          314,813          (37,323)             248,604
                                            -------------------------------------------------------------------
 Total Increase(Decrease)                       183,406          314,810          (53,681)             123,685
                                            -------------------------------------------------------------------
NET ASSETS
 Beginning of Period                            798,274          483,464        1,529,619            1,405,934
 End of Period                                 $981,680         $798,274       $1,475,938           $1,529,619
===============================================================================================================
1Shares Issued (Redeemed)
 Issued                                         705,225          920,274           20,168               47,958
 Issued in Lieu of Cash Distributions            15,658           18,542            2,752                6,029
 Redeemed                                      (537,470)        (624,003)         (26,533)             (31,589)
                                            -------------------------------------------------------------------
  Net Increase (Decrease) in
   Shares Outstanding                           183,413          314,813           (3,613)              22,398
===============================================================================================================
</TABLE>

                                       22
<PAGE>
FINANCIAL HIGHLIGHTS

This table  summarizes  each  fund's  investment  results and  distributions  to
shareholders on a per-share  basis. It also presents the fund's Total Return and
shows net  investment  income and expenses as percentages of average net assets.
These data will help you assess:  the  variability  of the fund's net income and
total returns from year to year;  the relative  contributions  of net income and
capital gains to the fund's total return; how much it costs to operate the fund;
and the extent to which the fund tends to distribute  capital  gains.  The table
also  shows the  Portfolio  Turnover  Rate,  a measure of  trading  activity.  A
turnover  rate of 100% means that the  average  security is held in the fund for
one year.  Money market  funds are not  required to report a Portfolio  Turnover
Rate.
<TABLE>
<CAPTION>
---------------------------------------------------------------------------------------------------------------
                                                                          NEW YORK TAX-EXEMPT MONEY MARKET FUND
                                                                                YEAR ENDED
                                                                               NOVEMBER 30,
                                                      SIX MONTHS ENDED       ---------------       SEP.3* TO
FOR A SHARE OUTSTANDING THROUGHOUT EACH PERIOD             MAY 31,2000       1999       1998     NOV.30,1997
---------------------------------------------------------------------------------------------------------------
<S>                                                              <C>        <C>        <C>            <C>
NET ASSET VALUE, Beginning of Period                             $1.00      $1.00      $1.00          $1.00
---------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
 Net Investment Income                                            .018       .030       .032           .008
 Net Realized and Unrealized Gain (Loss) on Investments             --         --         --             --
                                                         ------------------------------------------------------
   Total from Investment Operations                               .018       .030       .032           .008
DISTRIBUTIONS                                            ------------------------------------------------------
 Dividends from Net Investment Income                            (.018)     (.030)     (.032)         (.008)
 Distributions from Realized Capital Gains                          --         --         --             --
                                                         ------------------------------------------------------
   Total Distributions                                           (.018)     (.030)     (.032)         (.008)
---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, END OF PERIOD                                   $1.00      $1.00      $1.00          $1.00
===============================================================================================================
TOTAL RETURN                                                     1.82%      3.01%      3.27%          0.84%
===============================================================================================================
RATIOS/SUPPLEMENTAL DATA
 Net Assets, End of Period (Millions)                             $982       $798       $483           $148
 Ratio of Total Expenses to Average Net Assets                 0.14%**      0.17%      0.19%        0.20%**
 Ratio of Net Investment Income to Average Net Assets          3.61%**      2.99%      3.19%        3.52%**
===============================================================================================================
 *Inception.
**Annualized.
</TABLE>

                                       23
<PAGE>
<TABLE>
<CAPTION>
----------------------------------------------------------------------------------------------------------------
                                                                   NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND
                                                                            YEAR ENDED NOVEMBER 30,
FOR A SHARE OUTSTANDING                  SIX MONTHS ENDED        -----------------------------------------------
THROUGHOUT EACH PERIOD                       MAY 31, 2000        1999       1998       1997      1996      1995
----------------------------------------------------------------------------------------------------------------
<S>                                                <C>         <C>        <C>        <C>       <C>        <C>
NET ASSET VALUE, BEGINNING OF PERIOD               $10.42      $11.30     $11.05     $10.99    $11.01     $9.70
----------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
 Net Investment Income                               .282        .547       .564       .572      .569      .581
 Net Realized and Unrealized Gain (Loss)
  on Investments                                    (.110)      (.789)      .267       .101      .045     1.310
                                              ------------------------------------------------------------------
  Total from Investment Operations                   .172       (.242)      .831       .673      .614     1.891
DISTRIBUTIONS                                 ------------------------------------------------------------------
 Dividends from Net Investment Income               (.282)      (.547)     (.564)     (.572)    (.569)    (.581)
 Distributions from Realized Capital Gains             --       (.091)     (.017)     (.041)    (.065)       --
                                              ------------------------------------------------------------------
  Total Distributions                               (.282)      (.638)     (.581)     (.613)    (.634)    (.581)
================================================================================================================
NET ASSET VALUE, END OF PERIOD                     $10.31      $10.42     $11.30     $11.05    $10.99    $11.01
================================================================================================================
TOTAL RETURN                                        1.67%      -2.25%      7.69%      6.36%     5.84%    19.90%
================================================================================================================
RATIOS/SUPPLEMENTAL DATA
 Net Assets, End of Period (Millions)              $1,476      $1,530     $1,406     $1,133      $959      $859
 Ratio of Total Expenses to
  Average Net Assets                               0.18%*       0.20%      0.21%      0.20%     0.20%     0.22%
 Ratio of Net Investment Income to
  Average Net Assets                               5.44%*       5.02%      5.03%      5.26%     5.28%     5.51%
 Portfolio Turnover Rate                             17%*          5%        17%         6%        5%       10%
================================================================================================================
*Annualized.
</TABLE>

                                       24
<PAGE>

NOTES TO FINANCIAL STATEMENTS

Vanguard New York Tax-Exempt Funds comprise the New York Tax-Exempt Money Market
and New York Insured  Long-Term  Tax-Exempt  Funds,  each of which is registered
under the Investment Company Act of 1940 as an open-end  investment  company, or
mutual fund.  Each fund invests in debt  instruments of municipal  issuers whose
ability to meet their  obligations  may be affected by  economic  and  political
developments in the state of New York.

A. The following  significant  accounting policies conform to generally accepted
accounting  principles  for mutual  funds.  The funds  consistently  follow such
policies in preparing their financial statements.

     1. SECURITY VALUATION:  Tax-Exempt Money Market Fund: Investment securities
are valued at amortized cost, which approximates market value. Insured Long-Term
Tax-Exempt Fund: Bonds, and temporary cash investments  acquired over 60 days to
maturity,  are valued using the latest bid prices or using valuations based on a
matrix  system  (which  considers  such  factors  as  security  prices,  yields,
maturities,  and ratings),  both as furnished by independent  pricing  services.
Other  temporary  cash   investments   are  valued  at  amortized  cost,   which
approximates  market  value.  Securities  for which  market  quotations  are not
readily  available  are valued by  methods  deemed by the board of  trustees  to
represent fair value.

     2.  FEDERAL  INCOME  TAXES:  Each fund  intends to continue to qualify as a
regulated investment company and distribute all of its income.  Accordingly,  no
provision for federal income taxes is required in the financial statements.

     3.  FUTURES  CONTRACTS:  The  Insured  Long-Term  Tax-Exempt  Fund  may use
Municipal  Bond Index,  U.S.  Treasury  Bond,  and U.S.  Treasury  Note  futures
contracts,  with the  objectives of enhancing  returns,  managing  interest-rate
risk,   maintaining   liquidity,   diversifying   credit  risk,  and  minimizing
transaction  costs. The fund may purchase or sell futures  contracts  instead of
bonds to take advantage of pricing  differentials  between the futures contracts
and the  underlying  bonds.  The fund may also seek to take  advantage  of price
differences  among bond  market  sectors by  simultaneously  buying  futures (or
bonds) of one market  sector and selling  futures (or bonds) of another  sector.
Futures  contracts may also be used to simulate a fully invested position in the
underlying  bonds while  maintaining a cash balance for  liquidity.  The primary
risks  associated  with the use of futures  contracts are imperfect  correlation
between  changes  in market  values of bonds  held by the fund and the prices of
futures contracts, and the possibility of an illiquid market.

     Futures  contracts  are valued  based upon their  quoted  daily  settlement
prices. The aggregate principal amounts of the contracts are not recorded in the
financial statements. Fluctuations in the value of the contracts are recorded in
the  Statement  of Net Assets as an asset  (liability)  and in the  Statement of
Operations as  unrealized  appreciation  (depreciation)  until the contracts are
closed, when they are recorded as realized futures gains (losses).

     4.  DISTRIBUTIONS:  Distributions  from net investment  income are declared
daily  and  paid  on the  first  business  day of the  following  month.  Annual
distributions  from  realized  capital  gains,  if  any,  are  recorded  on  the
ex-dividend date.

     5. OTHER:  Security  transactions  are accounted for on the date securities
are bought or sold. Costs used to determine  realized gains (losses) on the sale
of investment securities are those of the specific securities sold. Premiums and
original issue discounts are amortized and accreted,  respectively,  to interest
income over the lives of the respective securities.

                                       25
<PAGE>

B.  The  Vanguard  Group  furnishes  at  cost  investment  advisory,   corporate
management,  administrative,  marketing, and distribution services. The costs of
such services are allocated to each fund under methods  approved by the board of
trustees.  Each fund has  committed  to provide up to 0.40% of its net assets in
capital  contributions  to Vanguard.  At May 31, 2000, the funds had contributed
capital to Vanguard (included in Other Assets) of:

--------------------------------------------------------------------------------
                            CAPITAL CONTRIBUTED    PERCENTAGE      PERCENTAGE
                                TO VANGUARD          OF FUND     OF VANGUARD'S
 NEW YORK TAX-EXEMPT FUND          (000)           NET ASSETS    CAPITALIZATION
--------------------------------------------------------------------------------
 Money Market                     $178               0.02%           0.18%
 Insured Long-Term                 287               0.02            0.29
--------------------------------------------------------------------------------

The funds' trustees and officers are also directors and officers of Vanguard.

C. The funds'  investment  adviser  may direct new issue  purchases,  subject to
obtaining  the best price and  execution,  to  underwriters  who have  agreed to
rebate or credit to the funds  part of the  underwriting  fees  generated.  Such
rebates  or  credits  are used  solely  to  reduce  the  funds'  management  and
administrative expenses. The funds' custodian bank has also agreed to reduce its
fees when the  funds  maintain  cash on  deposit  in their  non-interest-bearing
custody  accounts.  For the six months  ended May 31, 2000,  these  arrangements
reduced expenses by:

--------------------------------------------------------------------------------
                                                   EXPENSE REDUCTION
                                                         (000)
                                     -------------------------------------------
                                      MANAGEMENT AND               CUSTODIAN
 NEW YORK TAX-EXEMPT FUND             ADMINISTRATIVE                  FEES
--------------------------------------------------------------------------------
 Money Market                                --                       $6
 Insured Long-Term                          $10                        8
--------------------------------------------------------------------------------

D. During the six months ended May 31, 2000,  the Insured  Long-Term  Tax-Exempt
Fund purchased  $116,385,000 of investment  securities and sold  $169,356,000 of
investment securities, other than temporary cash investments.

E. Capital gain  distributions are determined on a tax basis and may differ from
realized  capital gains for financial  reporting  purposes due to differences in
the timing of realization of gains.  The Insured  Long-Term  Tax-Exempt Fund had
realized losses totaling  $163,000 through November 30, 1999, which are deferred
for  tax  purposes  and  increase  the  amount  of  unrealized  depreciation  on
investment  securities  for tax purposes (see Note F). At November 30, 1999, the
fund had available capital losses of $798,000 to offset future net capital gains
through November 30, 2007.

                                       26
<PAGE>

F. At May 31, 2000, net unrealized  depreciation of Insured Long-Term Tax-Exempt
Fund  investment  securities  for federal  income tax purposes was  $49,167,000,
consisting of unrealized  gains of $16,188,000  on securities  that had risen in
value since their purchase and  $65,355,000  in unrealized  losses on securities
that had fallen in value since their purchase. (See Note E.)
     At May 31, 2000, the aggregate  settlement value of open futures  contracts
expiring  through  September  2000  and  the  related  unrealized   appreciation
(depreciation) were:

--------------------------------------------------------------------------------
                                                            (000)
                                              ----------------------------------
                                                 AGGREGATE        UNREALIZED
NEW YORK TAX-EXEMPT FUND/    NUMBER OF LONG      SETTLEMENT      APPRECIATION
FUTURES CONTRACTS           SHORT) CONTRACTS       VALUE        (DEPRECIATION)
--------------------------------------------------------------------------------
Insured Long-Term/
 Municipal Bond Index             232              $21,728           $229
 U.S. Treasury Bond              (497)              47,526           (820)
 U.S. Treasury Note               282               27,292            311
--------------------------------------------------------------------------------

                                       27
<PAGE>
THE VANGUARD(R) FAMILY OF FUNDS

STOCK FUNDS
--------------------------------------------------------------------------------
500 Index Fund
Aggressive Growth Fund
Calvert Social Index(TM) Fund*
Capital Opportunity Fund
Convertible Securities Fund
Developed Markets Index Fund
Emerging Markets Stock Index Fund*
Energy Fund
Equity Income Fund
European Stock Index Fund*
Explorer(TM) Fund
Extended Market Index Fund*
Global Equity Fund
Gold and Precious Metals Fund
Growth and Income Fund
Growth Equity Fund
Growth Index Fund*
Health Care Fund
Institutional Developed Markets Index Fund
Institutional Index Fund*
International Growth Fund
International Value Fund
Mid-Cap Index Fund*
Morgan(TM) Growth Fund
Pacific Stock Index Fund*
PRIMECAP Fund
REIT Index Fund
Selected Value Fund
Small-Cap Growth Index Fund*
Small-Cap Index Fund*
Small-Cap Value Index Fund*
Tax-Managed Capital Appreciation Fund*
Tax-Managed Growth and Income Fund*
Tax-Managed International Fund*
Tax-Managed Small-Cap Fund*
Total International Stock Index Fund
Total Stock Market Index Fund*
U.S. Growth Fund
U.S. Value Fund
Utilities Income Fund
Value Index Fund*
Windsor(TM) Fund
Windsor(TM) II Fund

BALANCED FUNDS
--------------------------------------------------------------------------------
Asset Allocation Fund
Balanced Index Fund
Global Asset Allocation Fund LifeStrategy(R)
Conservative Growth Fund
LifeStrategy(R) Growth Fund
LifeStrategy(R) Income Fund
LifeStrategy(R) Moderate Growth Fund
STAR(TM) Fund
Tax-Managed Balanced Fund
Wellesley(R) Income Fund
Wellington(TM) Fund

BOND FUNDS
--------------------------------------------------------------------------------
Admiral(TM) Intermediate-Term Treasury Fund
Admiral(TM) Long-Term Treasury Fund
Admiral(TM) Short-Term Treasury Fund
GNMA Fund
High-Yield Corporate Fund
High-Yield Tax-Exempt Fund
Inflation-Protected Securities Fund
Insured Long-Term Tax-Exempt Fund
Intermediate-Term Bond Index Fund
Intermediate-Term Corporate Fund
Intermediate-Term Tax-Exempt Fund
Intermediate-Term Treasury Fund
Limited-Term Tax-Exempt Fund
Long-Term Bond Index Fund
Long-Term Corporate Fund
Long-Term Tax-Exempt Fund
Long-Term Treasury Fund
Preferred Stock Fund
Short-Term Bond Index Fund
Short-Term Corporate Fund*
Short-Term Federal Fund
Short-Term Tax-Exempt Fund
Short-Term Treasury Fund
State Tax-Exempt Bond Funds
 (California, Florida, Massachusetts, New Jersey, New York, Ohio, Pennsylvania)
Total Bond Market Index Fund*

MONEY MARKET FUNDS
--------------------------------------------------------------------------------
Admiral(TM) Treasury Money Market Fund
Federal Money Market Fund
Prime Money Market Fund*
State Tax-Exempt Money Market Funds
 (California,  New Jersey,  New York, Ohio, Pennsylvania)
Tax-Exempt  Money Market Fund
Treasury Money Market Fund

VARIABLE ANNUITY PLAN
--------------------------------------------------------------------------------
Balanced  Portfolio
Diversified  Value  Portfolio
Equity  Income Portfolio
Equity Index Portfolio
Growth Portfolio
High-Grade Bond Portfolio
High Yield Bond  Portfolio
International  Portfolio
Mid-Cap Index  Portfolio
Money Market Portfolio
REIT Index Portfolio
Short-Term Corporate Portfolio
Small Company Growth Portfolio

*Offers Institutional Shares.

 For information about Vanguard funds and our variable annuity plan, including
   charges and expenses, obtain a prospectus from The Vanguard Group, P.O. Box
 2600, Valley Forge, PA 19482-2600. Read it carefully before you invest or send
                                     money.


                                       28
<PAGE>
--------------------------------------------------------------------------------
THE PEOPLE WHO GOVERN YOUR FUND

The  trustees of your mutual fund are there to see that the fund is operated and
managed in your best interests  since,  as a shareholder,  you are part owner of
the fund.  Your  fund  trustees  also  serve on the  board of  directors  of The
Vanguard  Group,  which is owned by the  funds  and  exists  solely  to  provide
services to them on an at-cost basis.
     The majority of Vanguard's board members are independent, meaning that they
have no  affiliation  with  Vanguard or the funds they  oversee,  apart from the
sizable personal investments they have made as private  individuals.  They bring
distinguished  backgrounds  in business,  academia,  and public service to their
task of working with Vanguard officers to establish the policies and oversee the
activities of the funds.
     Among board members' responsibilities are selecting investment advisers for
the  funds;  monitoring  fund  operations,  performance,  and  costs;  reviewing
contracts;  nominating  and  selecting  new  trustees/directors;   and  electing
Vanguard officers.
     The list below provides a brief description of each trustee's  professional
affiliations.  Noted in  parentheses is the year in which the trustee joined the
Vanguard board.

TRUSTEES

JOHN J. BRENNAN * (1987)  Chairman of the Board,  Chief Executive  Officer,  and
Director/Trustee  of The  Vanguard  Group,  Inc.,  and  each  of the  investment
companies in The Vanguard Group.

JOANN HEFFERNAN HEISEN * (1998) Vice President, Chief Information Officer, and a
member of the  Executive  Committee of Johnson & Johnson;  Director of Johnson &
JohnsonoMerck Consumer Pharmaceuticals Co., The Medical Center at Princeton, and
Women's Research and Education Institute.

BURTON G. MALKIEL * (1977)  Chemical  Bank  Chairman's  Professor of  Economics,
Princeton  University;  Director of Prudential  Insurance Co. of America,  Banco
Bilbao Gestinova,  Baker Fentress & Co., The Jeffrey Co., and Select Sector SPDR
Trust.

ALFRED M. RANKIN, JR. * (1993) Chairman, President, Chief Executive Officer, and
Director of NACCO Industries, Inc.; Director of The BFGoodrich Co.

JAMES O. WELCH, JR. * (1971) Retired Chairman of Nabisco Brands,  Inc.;  retired
Vice Chairman and Director of RJR Nabisco;  Director of TECO Energy,  Inc.,  and
Kmart Corp.

J. LAWRENCE  WILSON * (1985)  Retired  Chairman of Rohm & Haas Co.;  Director of
AmeriSource Health Corporation,  Cummins Engine Co., and The Mead Corp.; Trustee
of Vanderbilt University.
--------------------------------------------------------------------------------

OTHER FUND OFFICERS

RAYMOND J.  KLAPINSKY  *  Secretary;  Managing  Director  and  Secretary  of The
Vanguard  Group,  Inc.;  Secretary  of each of the  investment  companies in The
Vanguard Group.

THOMAS J. HIGGINS * Treasurer;  Principal of The Vanguard Group, Inc.; Treasurer
of each of the investment companies in The Vanguard Group.

VANGUARD MANAGING DIRECTORS

R. GREGORY BARTON * Legal Department.
ROBERT A. DISTEFANO * Information Technology.
JAMES H. GATELY * Individual Investor Group.
KATHLEEN C. GUBANICH * Human Resources.
IAN A. MACKINNON * Fixed Income Group.
F. WILLIAM MCNABB, III * Institutional Investor Group.
MICHAEL S. MILLER * Planning and Development.
RALPH K. PACKARD * Chief Financial Officer.
GEORGE U. SAUTER * Quantitative Equity Group.
<PAGE>
[SHIP LOGO]
[THE VANGUARD GROUP(R) LOGO]
Post Office Box 2600
Valley Forge, Pennsylvania 19482-2600

ABOUT OUR COVER
Our cover art, depicting HMS Vanguard at sea, is a
reproduction of Leading the Way, a 1984 work created
and copyrighted by noted naval artist Tom Freeman,
of Forest Hill, Maryland.

WORLD WIDE WEB
www.vanguard.com

FUND INFORMATION
1-800-662-7447

INDIVIDUAL ACCOUNT SERVICES
1-800-662-2739

INSTITUTIONAL INVESTOR SERVICES
1-800-523-1036

This report is intended for the funds'
shareholders. It may not be distributed
to prospective investors unless it
is preceded or accompanied by the
current fund prospectus.

Q762 072000

(C) 2000 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing
Corporation, Distributor.


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