VANGUARD NEW YORK INSURED TAX FREE FUND
NSAR-B, 2000-01-20
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<PAGE>      PAGE  1
000 B000000 11/30/1999
000 C000000 0000788599
000 D000000 N
000 E000000 NF
000 F000000 Y
000 G000000 N
000 H000000 N
000 I000000 6.1
000 J000000 U
001 A000000 VANGUARD NEW YORK TAX-FREE FUNDS
001 B000000 811-4570
001 C000000 6106691000
002 A000000 100 VANGUARD BOULEVARD
002 B000000 MALVERN
002 C000000 PA
002 D010000 19355
003  000000 N
004  000000 N
005  000000 N
006  000000 N
007 A000000 Y
007 B000000  2
007 C010100  1
007 C020100 VANGUARD NY INSURED LONG-TERM TAX-EXEMPT FUND
007 C030100 N
007 C010200  2
007 C020200 VANGUARD NY TAX-EXEMPT MONEY MARKET FUND
007 C030200 N
007 C010300  3
007 C010400  4
007 C010500  5
007 C010600  6
007 C010700  7
007 C010800  8
007 C010900  9
007 C011000 10
010 A00AA01 THE VANGUARD GROUP, INC.
010 B00AA01 801-11953
010 C01AA01 MALVERN
010 C02AA01 PA
010 C03AA01 19355
012 A00AA01 THE VANGUARD GROUP, INC.
012 B00AA01 84-772
012 C01AA01 MALVERN
012 C02AA01 PA
012 C03AA01 19355
013 A00AA01 PRICEWATERHOUSECOOPERS LLP
013 B01AA01 PHILADELPHIA
013 B02AA01 PA
013 B03AA01 19103
014 A00AA01 VANGUARD MARKETING CORPORATION
<PAGE>      PAGE  2
014 B00AA01 8-21570
015 A00AA01 FIRST UNION NATIONAL BANK
015 B00AA01 C
015 C01AA01 PHILADELPHIA
015 C02AA01 PA
015 C03AA01 19106
015 E01AA01 X
018  00AA00 Y
019 A00AA00 Y
019 B00AA00  103
019 C00AA00 VANGUARDGR
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020 C000002      0
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020 C000004      0
020 C000005      0
020 C000006      0
020 C000007      0
020 C000008      0
020 C000009      0
020 C000010      0
021  000000        0
022 A000001 GOLDMAN SACHS & CO.
022 B000001 13-5108880
022 C000001    771977
022 D000001      8200
022 A000002 VANGUARD TAX-EXEMPT MONEY MARKET FUND
022 B000002 23-2471394
022 C000002    212764
022 D000002    174130
022 A000003 J.P. MORGAN SECURITIES INC.
022 B000003 13-3224016
022 C000003    294982
022 D000003     25292
022 A000004 MORGAN STANLEY DEAN WITTER & CO.
022 B000004 13-2655998
022 C000004    186672
022 D000004     86316
022 A000005 SALOMON SMITH BARNEY INC.
022 B000005 11-2418191
022 C000005    167150
022 D000005     98195
022 A000006 VANGUARD INTERMEDIATE-TERM TAX-EXEMPT
022 B000006 23-2471389
022 C000006    119130
022 D000006     92818
022 A000007 PAINE WEBBER INCORPORATED
022 B000007 13-2638166
022 C000007    156868
022 D000007     49800
022 A000008 BEAR STEARNS & CO., INC.
<PAGE>      PAGE  3
022 B000008 13-3299429
022 C000008    184481
022 D000008     19115
022 A000009 LEHMAN BROTHERS INC.
022 B000009 13-2518466
022 C000009    131743
022 D000009     15700
022 A000010 MERRILL LYNCH, PIERCE FENNER & SMITH INC.
022 B000010 13-5674085
022 C000010     88836
022 D000010     58376
023 C000000    3000107
023 D000000    1102320
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055 A00AA00 N
055 B00AA00 N
056  00AA00 N
057  00AA00 N
058 A00AA00 N
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<PAGE>      PAGE  5
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080 A00AA00 ICI MUTUAL INSURANCE COMPANY
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<PAGE>      PAGE  6
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<PAGE>      PAGE  7
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<PAGE>      PAGE  8
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<PAGE>      PAGE  9
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<PAGE>      PAGE  10
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<PAGE>      PAGE  11
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SIGNATURE   SUSAN A. TRONEL
TITLE       MANAGER



<TABLE> <S> <C>

<ARTICLE> 6
<RESTATED>
<CIK> 0000788599
<NAME> VANGUARD NEW YORK TAX-FREE FUNDS
<SERIES>
   <NUMBER> 01
   <NAME> VANGUARD NEW YORK INSURED LONG-TERM TAX-EXEMPT FUND
<MULTIPLIER> 1,000
<CURRENCY> US

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<DISTRIBUTIONS-OF-INCOME>                        76372
<DISTRIBUTIONS-OF-GAINS>                         11381
<DISTRIBUTIONS-OTHER>                                0
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<TABLE> <S> <C>

<ARTICLE> 6
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<CIK> 0000788599
<NAME> VANGUARD NEW YORK TAX-FREE FUNDS
<SERIES>
   <NUMBER> 02
   <NAME> VANGUARD NEW YORK TAX-EXEMPT MONEY MARKET
<MULTIPLIER> 1,000
<CURRENCY> US

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</TABLE>

To the Shareholders and
Trustees of Vanguard  New York Tax-Free Funds


In planning and performing our audit of the financial statements of
Vanguard  New York Tax-Free Funds (the "Fund") for the year ended
November 30, 1999, we considered its internal control, including control
activities for safeguarding securities, in order to determine our auditing
procedures for the purpose of expressing our opinion on the financial
statements and to comply with the requirements of Form N-SAR, not to
provide assurance on internal control.

The management of the Fund is responsible for establishing and
maintaining internal control.  In fulfilling this responsibility, estimates and
judgments by management are required to assess the expected benefits and
related costs of controls.  Generally, controls that are relevant to an audit
pertain to the entity's objective of preparing financial statements for
external purposes that are fairly presented in conformity with generally
accepted accounting principles.  Those controls include the safeguarding of
assets against unauthorized acquisition, use or disposition.

Because of inherent limitations in internal control, errors or fraud may
occur and not be detected.  Also, projection of any evaluation of internal
control to future periods is subject to the risk that it may become inadequate
because of changes in conditions or that the effectiveness of the design and
operation may deteriorate.

Our consideration of internal control would not necessarily disclose all
matters in internal control that might be material weaknesses under
standards established by the American Institute of Certified Public
Accountants.  A material weakness is a condition in which the design or
operation of one or more of the internal control components does not reduce
to a relatively low level the risk that misstatements caused by error or fraud
in amounts that would be material in relation to the financial statements
being audited may occur and not be detected within a timely period by
employees in the normal course of performing their assigned functions.
However, we noted no matters involving internal control and its operation,
including controls for safeguarding securities, that we consider to be
material weaknesses as defined above as of November 30, 1999.

This report is intended solely for the information and use of management
and the Board of Trustees of the Fund and the Securities and Exchange
Commission and is not intended to be and should not be used by anyone
other than these specified parties.


PRICEWATERHOUSECOOPERS LLP
January 6, 2000



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