LEGG MASON VALUE TRUST INC
N-30D, 2000-03-09
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<PAGE>

                                Quarterly Report
                               December 31, 1999

                                   Legg Mason

                               Value Trust, Inc.
                               Special Investment
                                  Trust, Inc.
                            Total Return Trust, Inc.

                                Navigator Class

                                      LEGG
                                     MASON
                                     FUNDS
                                      LOGO
                           The Art of Investing/SM/
<PAGE>

To Our Shareholders,

  The following table summarizes key statistics for the Navigator Class of
shares of the Legg Mason Value Trust, Special Investment Trust and Total Return
Trust, as of December 31, 1999:
<TABLE>
<CAPTION>
                                                  Total Returns/1/
                                           -----------------------------
                                           3 Months            12 Months
                                           --------            ---------
<S>                                        <C>                 <C>
Value Trust                                  +19.2%               +28.0%
Lipper Large-Cap Growth Funds/2/             +26.6%               +38.1%
Standard & Poor's 500 Composite Index        +14.9%               +21.0%

Special Investment Trust                     +23.0%               +37.0%
Lipper Mid-Cap Core Funds/2/                 +30.2%               +38.3%
Russell 2000 Index                           +18.4%               +21.3%

Total Return Trust                            -2.5%                -5.6%
Lipper Multi-Cap Value Funds/2/               +7.6%                +7.8%
</TABLE>

  As the table indicates, Value Trust and Special Investment Trust outperformed
relevant stock market indices in the quarter and year ended December 31,
although trailing the average performance of mutual funds in their respective
Lipper categories. Total Return Trust's performance was below that of the
average fund in its Lipper category during the comparison periods. Detailed
comments on each fund appear in the portfolio managers' comments on the
following pages.

  I am happy to announce that Lisa Rapuano, formerly assistant manager of
Special Investment Trust, has been named co-manager of Special Investment Trust
and Director of Research for Legg Mason Fund Adviser. This promotion recognizes
Lisa's substantial contributions toFund Adviser since she joined us five years
ago.

  Bill Miller, the portfolio manager of Value Trust (and who, with Lisa, manages
Special Investment Trust), has been the subject of major recent articles in the
Wall Street Journal, Barron's, and other publications.


- --------------
/1/Total return measures investment performance in terms of appreciation or
   depreciation in net asset value per share plus dividends and any capital gain
   distributions. It assumes that dividends were reinvested at the time they
   were paid.

/2/Lipper Analytical Services, Inc. recently revised its methods of categorizing
   mutual funds. Value Trust is now included in Lipper's "Large-Cap Growth Fund"
   category (funds which normally invest in larger capitalization issues with
   earnings expected to grow significantly faster than earnings of stocks
   included in Standard & Poor's 500 stock index). Special Investment Trust is
   included in the "Mid-Cap Core Fund" category (funds which normally invest in
   mid-sized capitalization issues, with wide latitude in the companies in which
   they invest). Total Return Trust is included in the "Multi-Cap Value Fund"
   category (funds which normally invest in issues, with a variety of market
   capitalization sizes, which are considered to be undervalued relative to
   stocks in the Standard & Poor's 500 stock index).
<PAGE>

  We are pleased to report that Legg Mason has made a seamless transition into
the new century. Our critical internal and external systems are operating free
of Y2K disruptions. Internal and external operations, including the Fund's
custodian and transfer agency, are running smoothly, and Fund shareholders are
receiving uninterrupted account maintenance and transaction support.

                                                Sincerely,

                                                /s/ John F. Curley, Jr.
                                                -------------------------
                                                John F. Curley, Jr.
                                                President

January 19, 2000

2
<PAGE>

Portfolio Managers' Comments
Fourth Quarter 1999

Value Trust

  The Navigator Class of your Fund had a good fourth quarter, rising 19.22%.
This outpaced both the S&P 500 and the Dow, which rose 14.88% and 11.66%,
respectively. Summary statistics for those indices and for two categories of
mutual funds are given below:
<TABLE>
<CAPTION>
                                                                                                Cumulative Returns
                                                                                   ---------------------------------------------
                                       First       Second     Third      Fourth                                          Since
                                      Quarter     Quarter    Quarter    Quarter     1 Year     3 Year     5 Year      Inception*
- --------------------------------------------------------------------------------------------------------------------------------
<S>                                   <C>         <C>        <C>        <C>         <C>       <C>        <C>          <C>
Value Trust -- Navigator Class         +18.99%     -0.35%     -9.46%    +19.22%     +27.99%   +164.81%   +426.44%      +434.86%

S&P 500                                 +4.99%     +7.06%     -6.25%    +14.88%     +21.04%   +107.52%   +251.12%      +256.33%
DJIA                                    +7.03%    +12.56%     -5.38%    +11.66%     +27.29%    +87.78%   +231.65%      +239.86%
Lipper Diversified
 Equity Funds                           +0.93%     -3.33%     -5.37%    +19.60%     +27.11%    +82.43%   +183.25%      +128.56%
Lipper Large-Cap
 Growth Funds                           +4.36%     +6.49%     -3.64%    +26.58%     +38.09%   +139.81%   +279.21%      +284.82%
</TABLE>
- --------------
* Inception: December 1, 1994.

  Primary Class results for calendar 1999 again exceeded those of the S&P 500,
the ninth consecutive year we have been ahead of that index./1/ You may have
read that the Value Trust is the only fund to have outperformed the S&P over
that time period. It is important to understand that those results are an
artifact of the calendar. If our returns were measured by our fiscal year end
periods, for example, they would not show the same level of persistent
outperformance. Our objective is to provide investment results in excess of
those achievable by investing in an index fund over a multi-year period; it is
not to beat the index every day, week, quarter, or year.

  Value funds had one of their worst years in 1999, extending a period where
they have underperformed funds whose investment processes focus on growth, or
minimize valuation. Some funds with exceptional long-term records finished down
for the year, such as Sequoia Fund, or earned low single digit returns, such as
Longleaf Partners.

  Investment success last year was determined almost exclusively by how heavily
weighted one was in technology. As you probably know, the technology-heavy
NASDAQ index rose over 85% in l999, the largest single twelve-month increase of
any broad-based index in history. Most value funds have little or no technology
exposure, principally because technology stocks are among the most highly valued
stocks in the market by conventional measures such as price to earnings or price
to book value.

  The Value Trust has had market or greater technology weightings for several
years, which is why we have done better than our value-oriented brethren. We
have believed, and continue to believe, that technology can be analyzed on a
business value basis and that investing in companies with a sustainable
competitive advantage as evidenced by their return on invested capital will
provide above average shareholder returns.


- --------------
/1/The Primary Class and Navigator Class of shares have different fees and
   expenses. Income and expenses are allocated proportionately to the two
   classes of shares based on daily net assets, except for Rule 12b-1 fees,
   which are charged only on Primary Class shares, and transfer agent and
   shareholder servicing expenses, which are determined separately for each
   class.

                                                                               3
<PAGE>

  We believe, though, that the dramatic price gains achieved by the major
technology companies have removed most of the undervaluation present a few years
ago. Accordingly, the risk of owning these securities has increased
substantially. Our experience has been that most investor's psychological
assessment of risk is inversely proportional to the most recent price action in
their holdings. If a stock has gone up a lot, they feel more confident about it
and perceive its risk to be lower than it was prior to the price rise. If a
stock has dropped a lot, they believe it is riskier because of its decline. The
opposite is typically the case.

  Last year more funds had triple digit returns than ever before in history.
Last year the average return of general equity funds was ahead of the market for
the first time in years, although the median return still lagged the market.
Shareholders in the most successful funds no doubt are feeling quite cheerful,
while those in funds whose returns have lagged in recent years are probably
redeeming their shares in search of better results.

  We have written in the past about enantiodromia, the tendency for things to
swing back and forth. We think many of the securities which have performed
poorly for us in the last year or so are likely to do much better this year,
while many of our heretofore strongest performers are more vulnerable than they
have been.

  Only three weeks into the new year both America Online and Gateway, our two
largest holdings, are down 15%. AOL has agreed to buy Time Warner in the largest
merger in history, while Gateway has sold off due to a shortfall in this
quarter's earnings as a result of their inability to secure enough chips to meet
strong demand.

  The history of large mergers conduces to caution. According to the accounting
firm KPMG, 83% of mergers fail to create substantial shareholder value. Many of
the worst performing stocks in the past few years have been the result of big
acquisitions and subsequent integration problems, including Waste Management,
Albertson's, Mattel, and McKesson, all names we own.

  We are still assessing the implications of the AOL/Time Warner deal. The deal
is strategically extremely interesting and we believe has broad implications for
valuation in the Internet space and beyond. Companies involved in very large
deals that take a year to close such as this one, rarely outperform the market.
MCI/Worldcom is a prominent example of a company where shares have traded
sideways for the past 12 months even with few evident integration problems.
Shareholders need to be aware that should we conclude that the deal promises
attractive long-term returns, we would be unlikely to try to trade out of a
billion dollar position just to try to cycle the money into something we hoped
would do better over the next 12 months. We are investors, not traders.

  We remain quite optimistic about Gateway and think they will have a good year.
The stock performed well for us last year, rising 181% and helping to offset
losses in other holdings. There is plenty of time for them to recover from this
shortfall and for the stock to regain its lost ground.

  The market's rocky start has clipped some of our financials, a group which
lagged the market badly last year as interest rates rose. We think rising rates
are the biggest risk to the equity market this year. Long rates have risen to
about 6.7% without affecting much of the market outside the financial services
sector. We believe if they approach or hit 7% the entire market will be
affected. If rates peak this year, and start down or even stabilize, then our
financials should do quite well.

4
<PAGE>

Portfolio Managers' Comments -- Continued

  Portfolio activity was predictably modest in the quarter. We bought one stock:
Albertson's, a supermarket chain. The company has had some integration issues
with their purchase of American Stores, and earnings have suffered as a result.
Trading now at under 12x this year's earnings, we think Albertson's is a
bargain. Prior to l999, the company had the longest unbroken string of positive
returns to shareholders of any company in the S&P 500: 25 years (Coca Cola was
second). We sold several issues, mostly smaller positions in a variety of
industries. The money from these sales was recycled into stocks like Albertson's
and Waste Management, whose prospects we deemed greater than those of the
companies sold.

 As always, we appreciate your support and welcome your comments.

January 18, 2000                                        Bill Miller, CFA
DJIA 11560.72

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

Special Investment Trust

  The cumulative results of your Fund's Navigator Class for the various periods
ending December 31, 1999, were as follows:
<TABLE>
<CAPTION>
                                                3 Months    1 Year    3 Years    5 Years
- -----------------------------------------------------------------------------------------
<S>                                             <C>         <C>       <C>        <C>
 Special Investment Trust--Navigator Class        +22.97%   +36.97%   +110.50%   +238.95%

 Lipper Midcap Core Funds                         +30.20%   +38.27%    +82.66%   +169.53%
 Lipper U.S. Diversified
     Equity Funds                                 +19.60%   +27.11%    +82.43%   +183.25%
 S&P 500                                          +14.88%   +21.04%   +107.52%   +251.12%
 Russell 2000                                     +18.44%   +21.26%    +44.60%   +116.37%
</TABLE>

  Special Investment Trust finished the year on a strong note, with quarterly
and full year performance ahead of the S&P 500 index of larger companies, the
Russell 2000 index of smaller companies, and the Lipper measure of all domestic
diversified funds. We slightly trailed the Lipper measure of Midcap Core funds
for the quarter and year. Our three- and five-year records are ahead of all of
these indices save the S&P 500, and our Primary Class ten-year record beats all
of these indices and fund averages.

  Many of our shareholder letters begin with a quote, usually from someone
famous or smart, or both. In the recent past, we have quoted Fed Chairman Alan
Greenspan, William James, William Shakespeare and Alexis de Toqueville. The
quote that seems most appropriate for the purposes of this letter however, hails
from a much more mundane source, the music group R.E.M.:

          "It's the end of the world as we know it, and I feel fine."

  We choose this quote not because of the over-hyped and over-covered passing of
the millennium, which caused some to reflect on the world's demise, but because
we have seen significant hand wringing over the changes in the economy and the
market. We think these changes are worth discussing. Given the level of dismay
we have heard over the ascendance of technology stocks, one

                                                                               5
<PAGE>

would think it's the end of the world. We believe it is a significant change to
which we all need to adapt, but, as we do so, we "feel fine."

  Some investment managers, especially those who focus on stocks with low
price/earnings and low price/book ratios, have avoided technology stocks, saying
that these companies rarely hit reasonable valuation measures. As a result, many
funds have little exposure to this group, and have lagging performance as a
result. Lately, we have heard arguments that one should just buy the tech stocks
because they are going up. The implication of this view is that those who own
these stocks are not doing any valid valuation work, are somehow cheating, or
are not adhering to some dogmatic philosophical purity that needs to be
maintained for its own sake.

  We believe that technology is an important part of the future of the economy,
and thus it is imprudent to ignore it outright. It is true that many technology
stocks have reached lofty valuations, some of which are warranted, and some of
which are not. However, we dispute that one cannot find solid value stocks in
these categories. We do not sacrifice any of our rigorous valuation discipline
in order to own technology.

  Many of the Fund's better performers in the last few years have been
technology companies, and we bought them all when they were significantly
undervalued. Indeed, in many cases these stocks held low P/Es or low price/sales
ratios when we purchased them. All of these stocks would have been available to
any manager that adhered to a low P/E approach. Examples include Gateway,
Symantec, Cabletron, and Sybase, all of which were up over 100% in 1999. Each of
these companies was in the midst of negative news or coming through some sort of
turnaround when we became involved. We have owned Gateway, a consumer personal
computer company, for several years at lower prices, but one could have
purchased it in June of last year at just 16x estimated 2000 earnings. Symantec,
an anti-virus and computer security software company, traded as low as $12-1/2
in April of 1999, a mere 6.3x earnings expected for their March 2000 fiscal
year. In April, networking company Cabletron Systems was trading at 10x
estimated 1999 earnings, and less than 0.5x sales. Sybase, a database software
company with an emergent mobile software application, traded as low as 0.4x
sales and 9.5x 1999 earnings.

  At the time these stocks were at these low prices, however, it was less than
clear that the earnings would materialize as they have. It required a
significant amount of work to understand the business models and competitive
challenges, and to look at the possibility of the businesses reaching their
goals. We deal with this uncertainty by forecasting a variety of scenarios and
figuring out what the company would be worth under each. In cases such as the
ones mentioned above, the stocks were already discounting a very dire scenario,
and if any of the planned improvement were to come through, the companies would
prove to be undervalued.

  Though we have successfully purchased technology companies at "value" prices,
we should clearly state that not all of our technology investments work out. We
have some turnarounds that never turn around, and some seemingly undervalued
companies that deteriorate to the point that they are actually either fairly- or
over-valued. This is exactly the same situation as in any other sector in which
we invest. In fact, none of this analysis is any different than what we go
through to analyze any business, whether it is technology, garbage, retail or
health care. Yet it is the technology sector that investors seem to revile and
fear the most. Why?

  We believe the answer to this question has two parts: First, technology
changes rapidly, so analysis of business models and competitive positions must
be fleet and adaptable. Second, some of the

6
<PAGE>

Portfolio Managers' Comments -- Continued

economic models are knowledge-based instead of hard asset-based, so traditional
accounting, and even some traditional economics, may not be as applicable.
Neither of these is insurmountable. It is more difficult to forecast with
confidence a growth rate into the future for a technology company than for, say,
a consumer products company. Therefore, one must use a variety of probability-
weighted scenarios, as described above, to determine the most likely outcomes.
One must also be willing to change assumptions and forecasts as the company
evolves.

  While this adaptable forecasting may be most relevant to technology companies,
we believe that this probabilistic methodology should be used for all companies.
It may be even more relevant in the current era, where traditional business
models are being challenged by technological advances and the Internet. Chemical
companies are changing because of Internet selling by companies like ChemNet,
construction companies are changing because of handheld communications and
wireless devices, entertainment companies are merging with Internet companies,
retailers are being forced to compete with online merchants. The changes affect
everyone. Understanding technology, whether you invest in it directly or not, is
crucial if one is forecasting the future of any business.

  Accounting and economics for knowledge-based businesses is nothing new, but it
may require investors to adjust their thinking slightly. Traditional accounting
was designed to represent the economics of businesses that needed to invest in
physical capital to earn a rate of return. The rules are set up to represent
these hard assets on the balance sheet, and to charge the cost of the investment
to a company over the useful life of the assets. Because of the link between
capital investment and economic return, most of these types of companies run
negative free cash flow while they are growing, but generate significant free
cash once growth slows. Much of the conventional wisdom as to what a company
with such-and-such a growth rate should be worth is based on these underlying
economic assumptions. However, with many technology and so-called new economy
companies, there is very little physical asset investment. Most investment is in
people, training, and software. These assets are usually less expensive and more
scalable than physical assets, but can also be worthless or can walk out the
door. As a result, many knowledge-based businesses generate much more free cash
flow as they grow than a manufacturing business might, but the sustainability of
that cash flow is much more difficult to assess. In addition, with knowledge-
based businesses, it is more difficult to understand the barriers to competition
and the longevity of competitive advantage.

  Traditional valuation metrics like P/Es are simply shortcuts that have evolved
over time to quickly discount an earnings stream. If earnings and free cash flow
are equal, P/Es can be a useful tool. However, the reason that P/Es vary so much
from one stock to another is that the economics vary from one stock to another.
It is only logical that different shortcuts to valuation should emerge for
different economic models. If you take it down to a further level of
granularity, however, to a forecast of actual free cash flows and capital
investments, all businesses can be put on equal theoretical footing and valued
using plain, old-fashioned discounted cash flow.

  Not all technology companies are good investments, and we don't really have
any opinion on the very small sliver of large-cap technology stocks at the top
of the market. (These few stocks appear to have diverged from the rest of the
market in terms of traditional valuation measures like P/E. These companies may
be overvalued and may not be, we don't know. The trick is to figure out whether
the high expectations being discounted in those stocks are really achievable,
and what level of conviction one has that the companies will achieve those
results.) Our focus here is simply to show that some

                                                                               7
<PAGE>

technology companies are available at bargain prices, and that one need not
sacrifice the tenets of a valuation-driven philosophy in order to own
technology.

  We hope the above discussion provides a framework for thinking about the
changes that the economy and the market are currently experiencing. It is not,
despite the beginning quotation, the end of the world as we know it.

  We bought four new positions in the quarter. Cadence Design Systems is a
software company providing computer-aided design ("CAD") products for designing
semiconductors. Due to a change in the sales process, Cadence experienced a
dislocation in reported revenue, and reported earnings appeared to be declining.
However, the cash flow characteristics of the business are actually improving
due to the sales change, and we believe the value of the company is determined
by the cash flow, not the misinterpreted accounting earnings. We purchased
Cadence in the low teens and believe it is currently worth $30 to $35.

  Republic Services is a waste services company. Though Republic has no
accounting, billing, or operational issues, as its competitors do, the stock was
punished severely in the wake of the problems at Waste Management Inc. We
believe management has a good plan for managing their capital allocation, has
solid properties and hauling assets, and is worth $20 to $22 today, based on
their superior free cash flow.

  Sungard Data Systems is a computer services company that provides disaster
recovery services and software to the financial services industry. The stock
fell in response to a short-term slowdown in sales because of concerns over the
year 2000. This is a very good business with high returns on capital and
significant recurring revenue, and it has historically traded at a fairly high
valuation. We used the market's reaction to short-term events to establish a
position in the $23 range, and we believe the company is currently worth at
least $35 to $40.

  We purchased Wellpoint Health Networks in the wake of the fear over HMO
lawsuits. Wellpoint is considered one of the best managed health care companies
and has virtually no "gatekeeper"-type HMO business. Nonetheless, the stock was
punished and we scooped up shares in the low $50 range. The shares have since
recovered to the price level seen before the tobacco trial attorneys filed the
lawsuits. We believe Wellpoint continues to be undervalued.

  We eliminated eight positions in the quarter. Midamerica Energy Holdings,
Orion Capital, Northeast Utilities and Players International were all acquired
or were in the midst of being acquired. We sold Dynex Capital, InaCom Corp. and
Silicon Graphics as the fundamentals of the businesses deteriorated and our
expectations for improvement were incorrect. Finally, we sold Remedy Corp.,
which had more than doubled and was a fairly small position.

 As always, we welcome your comments and appreciate your continued support.

January 18, 2000                              Lisa O. Rapuano, CFA
DJIA 11560.72                                 Bill Miller, CFA

8
<PAGE>

Portfolio Managers' Comments -- Continued

Total Return Trust
<TABLE>
<CAPTION>
                                                          Cumulative Returns
                                          Fourth    ------------------------------
                                          Quarter    1 Year    3 Years     5 Years
- ----------------------------------------------------------------------------------
<S>                                      <C>        <C>       <C>         <C>
 Total Return Trust--Navigator Class       -2.45%    -5.57%     +32.10%   +130.69%

 Lipper Multi-Cap Value Funds              +7.58%    +7.78%     +47.56%   +135.37%
 S&P 500                                  +14.88%   +21.04%    +107.52%   +251.12%
 DJIA                                     +11.66%   +27.29%     +87.78%   +231.65%
 NASDAQ Composite                         +48.18%   +85.59%    +215.20%   +441.16%
</TABLE>

  The market's return in 1999 was heavily skewed toward technology. The NASDAQ's
remarkable 86% gain was the best twelve-month performance ever posted by an
index in the history of the market, surpassing the 81% gain by the DJIA in 1915.
Dissecting the NASDAQ, though, shows the astonishing narrowness of the market.
Half of the composite's stocks were down for the year, while the median return
of the index was only slightly positive. Likewise, the 21% rise in the S&P 500
masks the fact that excluding technology, the index would have gained only 2%
for the year. If a fund was overweight in technology, it outperformed its
benchmark. If it was underweight, it underperformed.

  The Total Return Trust has historically invested in securities with above
market dividend yields and below average volatility relative to the S&P 500. The
majority of technology stocks have little or no yield and above average
volatility. Consequently, the Fund has generally been underweight in technology,
and has underperformed the S&P 500 for the time periods shown. The Fund's
current peer group/1/ of multi-cap value funds has focused less on yield than
has the Total Return Trust. The average pre-expense dividend yield of the multi-
cap value funds is 2.05%, compared to the 3.41% pre-expense dividend yield of
the Fund./2/

  Yield was among the poorest correlation of market performance last year.
Breaking down the S&P 500 by yield shows the amazing inverse relationship
between yield and performance. The 50 highest yielding stocks (average yield
5.8%) were down an average 26% in 1999. The next 50 highest yielding stocks
(average yield 3.7%) were down on average 18%; the next 50 (average yield 2.8%)
declined 6%. In stark contrast, the 94 stocks in the S&P 500 that didn't pay a
dividend were up an average 78% last year.

  The poor performance of yield was not confined to the equity market. Thirty-
year Treasury bonds declined 14% in 1999, marking their worst performance since
sales of the securities began 22 years ago. The last time the bond market posted
a negative return was 1994. The Total Return Trust was down 7% that year. The
rally in yield that began in 1995 resulted in the Fund posting 30%+ annual gains
in each of the subsequent three years.

  Certain structural facts have made yield less effective as a source of
performance over the last couple of years. First, tax law changes have reduced
the relative attractiveness of dividends compared to capital gains. Investors
generally prefer paying capital gains tax rather than receiving dividends that
are taxed at ordinary income tax rates. Secondly, management philosophies have
changed over the


- --------------
/1/Morningstar and Lipper changed their fund classification systems last year.
   The Total Return Trust was previously classified as a growth and income fund.

/2/The average after-expense dividend yield of the multi-cap value funds is
   +.68%, compared to +1.54% for Primary Class shares of the Fund. This yield is
   computed by dividing income dividends distributed during the prior year by
   the latest NAV adjusted for capital gains distributions, and is based on the
   twelve-month period ended December 31, 1999.

                                                                               9
<PAGE>

last several years. Managements increasingly prefer the flexibility to use their
free cash flow generation to buy back stock rather than raise their dividends.
The universe of relatively high yielding stocks used to include many high
quality names with strong growth potential. The universe is now more oriented
toward companies with generally slower growth prospects.

  As I outlined in the prior quarter's report to shareholders, I began
implementing several changes in the third quarter to reduce the volatility of
the Fund relative to its peer group. The first change involves expanding the
universe of companies from those with high current yields to those returning
excess capital generation to shareholders through dividends and actual or
anticipated share repurchases. The second change has been to expand the number
of holdings in the Fund to between 50 and 70, and to expand the industry
representations to reduce the volatility of the Fund relative to its peer group.
The restructuring continued during the fourth quarter, as shown in the list of
purchases and sales found elsewhere in this report.

  The investment strategy of the Fund remains the same: to invest in a portfolio
of securities that we believe are being priced by the market at significant
discounts to their intrinsic value, consistent with the Fund's low risk profile.

  The result of the changes made in the portfolio has been an expansion in the
number of holdings to 63 as this letter is written, and a portfolio that
continues to trade at a significant discount to the S&P 500, 16x 1999 and 14x
2000 estimated earnings, compared to 26x and 24x for the S&P 500.

  I'm pleased to announce that Jay Leopold, CFA, has been named assistant
manager of your Fund. Jay has more than 13 years of investment experience in
senior analyst roles at various Legg Mason subsidiaries, and has been an
integral part of our analytic team for the last several years. Jay holds a B.A.
from The Wharton School of the University of Pennsylvania.

January 14, 2000                                        Nancy Dennin, CFA
DJIA 11722.98

10
<PAGE>

   Performance Information

Total Returns for One and Five Years and Life of Class, as of December 31, 1999

     The returns shown are based on historical results and are not intended to
   indicate future performance.  Total return measures investment performance in
   terms of appreciation or depreciation in a Fund's net asset value per share
   plus dividends and any capital gain distributions. It assumes that dividends
   and distributions were reinvested at the time they were paid. The investment
   return and principal value of an investment in each of these Funds will
   fluctuate so that an investor's shares, when redeemed, may be worth more or
   less than their original cost. Average annual returns tend to smooth out
   variations in a Fund's return, so that they differ from actual year-to-year
   results. No adjustment has been made for any income taxes payable by
   shareholders.

     Each Fund has two classes of shares: Primary Class and Navigator Class.
   Information about the Primary Class, offered to retail investors, is
   contained in a separate report to its shareholders.

    The Funds' total returns as of December 31, 1999, were as follows:

<TABLE>
<CAPTION>
                                                 Special                      S&P 500
                                      Value    Investment    Total Return    Composite
                                      Trust       Trust          Trust         Index
- ----------------------------------------------------------------------------------------
<S>                                  <C>       <C>           <C>             <C>
    Average Annual Total Return
     Navigator Class:
       One Year                       +28.0%       +37.0%         -5.6%         +21.0%
       Five Years                     +39.4        +27.7         +18.2          +28.6
       Life of Class/A/               +39.0        +27.1         +17.1          -28.4

   Cumulative Total Return
     Navigator Class:
       One Year                       +28.0%       +37.0%         -5.6%         +21.0%
       Five Years                    +426.4       +239.0        +130.7         +251.1
       Life of Class/A/              +434.9       +237.9        +123.6        +256.33
</TABLE>
   /A/ Navigator Class inception date is December 1, 1994, for all Funds.

                                                                              11
<PAGE>

  Value Trust -- Navigator Class

Illustration of an Assumed Investment of $50,000 made on December 1, 1994
(inception of the Value Trust Navigator Class)

                             [GRAPH APPEARS HERE]

<TABLE>
<CAPTION>
                                     Value of original
                                     shares purchased
              Value of shares        plus shares
              acquired through       acquired
              reinvestment of        through
              income dividends       reinvestment
              ----------------       -----------------
<S>           <C>                    <C>
12/1/94             50,000                 50,000
3/31/95             54,053                 54,025
6/30/95             62,026                 61,684
9/30/95             68,900                 68,228
12/31/95            72,225                 70,980
3/31/96             77,583                 76,245
6/30/96             80,633                 78,886
9/30/96             87,938                 85,699
12/31/96           100,987                 98,001
3/31/97            104,712                101,616
6/30/97            123,907                119,820
9/30/97            144,718                139,695
12/31/97           139,859                134,982
3/31/98            164,295                158,566
6/30/98            173,338                167,408
9/30/98            153,463                148,214
12/31/98           208,943                201,850
3/31/99            248,629                240,189
6/30/99            247,755                239,636
9/30/99            224,314                216,963
12/31/99           267,428                258,663
</TABLE>

Selected Portfolio Performance*

   Strong performers for the 4th quarter 1999
   ------------------------------------------
    1. Nokia Oyj                      +111.6%
    2. WPP Group plc                   +70.4%
    3. Gateway Inc.                    +62.2%
    4. Telefonos de Mexico S.A. ADR    +57.9%
    5. Nextel Communications, Inc.     +52.1%
    6. Amgen Inc.                      +47.4%
    7. America Online, Inc.            +45.0%
    8. Metro-Goldwyn-Mayer, Inc.       +34.6%
    9. Koninklijke (Royal) Philips
         Electronics N.V.              +33.7%
   10. Citigroup Inc.                  +26.3%

   * Securities held for the entire quarter.

   Weak performers for the 4th quarter 1999
   ------------------------------------------
    1. Mattel, Inc.                    -30.9%
    2. McKesson HBOC, Inc.             -22.2%
    3. The Kroger Co.                  -14.4%
    4. Washington Mutual, Inc.         -11.1%
    5. International Business Machines
         Corporation                   -11.0%
    6. Waste Management Inc.           -10.7%
    7. Bank of America Corporation      -9.9%
    8. Freddie Mac                      -9.5%
    9. Danaher Corporation              -8.4%
   10. Bank One Corporation             -7.9%

Portfolio Changes

   Securities added during the 4th quarter 1999
   --------------------------------------------
   Albertson's, Inc.

   Securities sold during the 4th quarter 1999
   -------------------------------------------
   Ambac Financial Group, Inc.
   BankBoston Corporation
   Delphi Automotive Systems Corporation
   MBIA, Inc.
   PepsiCo, Inc.
   Philip Morris Companies Inc.
   Zions Bancorporation

12
<PAGE>

   Performance Information -- Continued

   Special Investment Trust -- Navigator Class

Illustration of an Assumed Investment of $50,000 made on December 1, 1994
(inception of the Special Investment Trust Navigator Class)

                             [GRAPH APPEARS HERE]

<TABLE>
<CAPTION>
                                     Value of original
                                     shares purchased
              Value of shares        plus shares
              acquired through       acquired
              reinvestment of        through
              income dividends       reinvestment
              ----------------       -----------------
<S>           <C>                    <C>
  12/1/94          50,000                   50,000
  3/31/95          52,407                   52,407
  6/30/95          56,588                   56,588
  9/30/95          61,671                   61,671
 12/31/95          61,718                   61,171
  3/31/96          68,049                   67,446
  6/30/96          72,009                   71,393
  9/30/96          73,962                   73,329
 12/31/96          80,258                   79,583
  3/31/97          76,766                   76,120
  6/30/97          89,194                   86,477
  9/30/97         102,950                  102,123
 12/31/97          99,070                   98,278
  3/31/98         110,868                  109,981
  6/30/98         110,221                  109,406
  9/30/98          87,815                   87,166
 12/31/98         123,342                  122,431
  3/31/99         130,835                  129,868
  6/30/99         141,529                  140,648
  9/30/99         137,384                  136,529
 12/31/99         168,945                  167,926
</TABLE>

Selected Portfolio Performance*

   Strong performers for the 4th quarter 1999
   ------------------------------------------
    1. WPPGroup plc                    +70.4%
    2. Cabletron Systems, Inc.         +65.7%
    3. Symantec Corporation            +63.0%
    4. Cell Genesys, Inc.              +62.7%
    5. Gateway Inc.                    +62.2%
    6. Hollywood Park, Inc.            +45.9%
    7. America Online, Inc.            +45.0%
    8. Sybase, Inc.                    +43.9%
    9. TALK.com, Inc.                  +37.5%
   10. Manpower Inc.                   +29.2%

  * Securities held for the entire quarter.

   Weak performers for the 4th quarter 1999
   ------------------------------------------
    1. PhyCor, Inc.                    -57.1%
    2. Consolidated Stores Corporation -26.3%
    3. CKE Restaurants, Inc.           -19.0%
    4. Magellan Health Services, Inc.  -13.7%
    5. Bell & Howell Company           -13.3%
    6. Caremark Rx, Inc.               -10.0%
    7. Peoples Heritage Financial
         Group, Inc.                    -9.4%
    8. Enhance Financial Services
         Group, Inc.                    -8.1%
    9. Olsen & Associates AG            -5.6%
   10. Storage Technology Corporation   -4.2%

Portfolio Changes

   Securities added during the 4th quarter 1999
   --------------------------------------------
   Cadence Design Systems, Inc.
   Republic Services, Inc.
   SunGard Data Systems Inc.
   Wellpoint Health Networks Inc.

   Securities sold during the 4th quarter 1999
   --------------------------------------------
   Dynex Capital, Inc.
   InaCom Corp.
   Midamerica Energy Holdings Company
   Northeast Utilities System
   Orion Capital Corporation
   Players International, Inc.
   Remedy Corporation
   Silicon Graphics, Inc.

                                                                              13
<PAGE>

   Total Return Trust -- Navigator Class

Illustration of an Assumed Investment of $50,000 made on December 1, 1994
(inception of the Total Return Trust Navigator Class)

                             [GRAPH APPEARS HERE]

<TABLE>
<CAPTION>
                                     Value of original
                                     shares purchased
              Value of shares        plus shares
              acquired through       acquired
              reinvestment of        through
              income dividends       reinvestment
              ----------------       -----------------
<S>           <C>                    <C>
  12/1/94          50,000                  50,000
  3/31/95          51,141                  50,894
  6/30/95          56,690                  55,813
  9/30/95          62,090                  60,455
 12/31/95          63,825                  60,732
  3/31/96          68,870                  65,532
  6/30/96          70,672                  66,643
  9/30/96          75,015                  70,134
 12/31/96          84,645                  78,186
  3/31/97          86,551                  79,947
  6/30/97          98,691                  90,710
  9/30/97         112,671                 103,096
 12/31/97         117,620                 106,711
  3/31/98         124,583                 113,028
  6/30/98         123,002                 110,997
  9/30/98         103,782                  92,599
 12/31/98         118,411                 105,002
  3/31/99         115,638                 102,543
  6/30/99         128,613                 113,509
  9/30/99         114,626                 100,523
 12/31/99         111,816                  97,321
</TABLE>

Selected Portfolio Performance*

   Strong performers for the 4th quarter 1999
   --------------------------------------------
    1. Citigroup Inc.                    +26.3%
    2. The Bear Stearns Companies, Inc.  +16.8%
    3. AT&T Corp.                        +16.7%
    4. General Motors Corporation        +15.5%
    5. XL Capital Ltd.                   +15.3%
    6. UnumProvident Corporation          +8.9%
    7. Edison International               +7.7%
    8. Ford Motor Company                 +6.5%
    9. Exxon Mobil Corporation            +6.1%
   10. Mid-America Apartment
         Communities, Inc.                +5.2%

  * Securities held for the entire quarter.

   Weak performers for the 4th quarter 1999
   --------------------------------------------
    1. Xerox Corporation                 -45.9%
    2. J.C. Penney Company, Inc.         -42.0%
    3. Mattel, Inc.                      -30.9%
    4. IPC Holdings Limited              -20.7%
    5. Albertson's, Inc.                 -18.5%
    6. Nationwide Health Properties, Inc.-17.3%
    7. Tupperware Corporation            -16.4%
    8. Northrop Grumman Corporation      -14.9%
    9. Washington Federal, Inc.          -14.8%
   10. National Golf Properties, Inc.    -12.2%

Portfolio Changes

   Securities added during the 4th quarter 1999
   --------------------------------------------
   Abbott Laboratories
   Aetna Inc.
   The Allstate Corporation
   Avon Products, Inc.
   Bank of America Corporation
   Boston Scientific Corporation
   Bristol-Myers Squibb Company
   Countrywide Credit Industries, Inc.
   Fannie Mae
   GTE Corporation
   Hewlett-Packard Company

   --------------------------------------------
   Intel Corporation
   Maytag Corporation
   Mutual Risk Management Ltd.
   Nordstrom, Inc.
   Raytheon Company
   SBC Communications Inc.
   Safeway Inc.
   Saks Incorporated
   Sears, Roebuck & Co.
   Shared Medical Systems Corporation
   Unisys Corporation
   The Walt Disney Company

   Securities sold during the 4th quarter 1999
   --------------------------------------------
   Lasalle Re Holdings Limited
   Philip Morris Companies, Inc.
   Walden Residential Properties, Inc.

14
<PAGE>

   Portfolio of Investments
   December 31, 1999 (Unaudited)
   (Amounts in Thousands)

   Legg Mason Value Trust, Inc.
<TABLE>
<CAPTION>
                                                                                  Shares/Par       Value
   ---------------------------------------------------------------------------------------------------------------
<S>                                                                               <C>          <C>
Common Stocks and Equity Interests -- 98.9%
   Advertising -- 3.6%
   WPP Group plc                                                                     30,890     $    489,488
                                                                                                ------------
   Automotive -- 1.6%
   General Motors Corporation                                                         3,000          218,063
                                                                                                ------------
   Banking -- 12.5%
   Bank One Corporation                                                               9,500          304,594
   Bank of America Corporation                                                        3,285          164,866
   Citigroup Inc.                                                                     7,100          394,494
   FleetBoston Financial Corporation                                                  7,479          260,353
   Lloyds TSB Group plc                                                              16,642          208,196
   The Chase Manhattan Corporation                                                    4,600          357,362
                                                                                                ------------
                                                                                                   1,689,865
                                                                                                ------------
   Computer Services and Systems -- 15.6%
   Dell Computer Corporation                                                         15,000          765,000/A/
   First Data Corporation                                                             2,100          103,556
   Gateway Inc.                                                                      11,400          821,513/A/
   International Business Machines Corporation                                        2,550          275,400
   Storage Technology Corporation                                                     8,000          147,500/A,B/
                                                                                                ------------
                                                                                                   2,112,969
                                                                                                ------------
   Consumer Cyclicals -- 0.9%
   Mattel, Inc.                                                                       9,600          126,000
                                                                                                ------------
   Electrical Equipment and Electronics -- 2.3%
   Koninklijke (Royal) Philips Electronics N.V.                                       2,323          313,605
                                                                                                ------------
   Entertainment -- 1.6%
   Mandalay Resort Group                                                              7,000          140,875/A,B/
   MGM Grand, Inc.                                                                    1,552           78,106/A/
                                                                                                ------------
                                                                                                     218,981
                                                                                                ------------
   Finance -- 5.5%
   Fannie Mae                                                                         5,000          312,187
   Freddie Mac                                                                        2,600          122,363
   MBNA Corporation                                                                   6,400          174,400
   The Bear Stearns Companies, Inc.                                                   3,308          141,396
                                                                                                ------------
                                                                                                     750,346
                                                                                                ------------
   Food - Retail -- 2.0%
   Albertson's, Inc.                                                                  5,400          174,150
   The Kroger Co.                                                                     5,400          101,925/A/
                                                                                                ------------
                                                                                                     276,075
                                                                                                ------------
</TABLE>

                                                                              15
<PAGE>

<TABLE>
<CAPTION>
                                                                                  Shares/Par       Value
   ---------------------------------------------------------------------------------------------------------------
<S>                                                                               <C>          <C>
   Health Care -- 5.1%
   Foundation Health Systems, Inc.                                                   11,100     $    110,306/A,B/
   McKesson HBOC, Inc.                                                               10,100          227,881
   United HealthCare Corporation                                                      6,700          355,938
                                                                                                ------------
                                                                                                     694,125
                                                                                                ------------
   Hotels and Motels -- 1.6%
   Starwood Hotels & Resorts Worldwide, Inc.                                          9,000          211,500
                                                                                                ------------
   Insurance -- 6.5%
   Aetna Inc.                                                                         4,600          256,737
   Berkshire Hathaway Inc. --  Class A                                                    4          235,620/A/
   MGIC Investment Corporation                                                        6,500          391,219/B/
                                                                                                ------------
                                                                                                     883,576
                                                                                                ------------
   Manufacturing -- 0.9%
   Danaher Corporation                                                                2,400          115,800
                                                                                                ------------
   Media -- 15.5%
   America Online, Inc.                                                              27,800        2,097,162/A/
                                                                                                ------------
   Motion Pictures and Services -- 0.6%
   Metro-Goldwyn-Mayer, Inc.                                                          3,705           87,288/A/
                                                                                                ------------
   Non-Hazardous Waste Disposal -- 2.3%
   Waste Management Inc.                                                             17,984          309,097
                                                                                                ------------
   Pharmaceuticals -- 2.7%
   Amgen Inc.                                                                         6,200          372,387/A/
                                                                                                ------------
   Retail Sales -- 1.6%
   Toys "R" Us, Inc.                                                                 15,500         221,844/A,B/
                                                                                                ------------
   Retail-Internet -- 1.8%
   Amazon.com, Inc.                                                                   3,150          239,794/A/
                                                                                                ------------
   Savings and Loan -- 1.9%
   Washington Mutual, Inc.                                                           10,000          260,000
                                                                                                ------------
   Telecommunications -- 12.8%
   MCI WorldCom, Inc.                                                                 6,450          342,253/A/
   Nextel Communications, Inc.                                                        6,200          639,375/A/
   Nokia Oyj                                                                          3,000          570,000
   Telefonos de Mexico S.A. ADR                                                       1,600          180,000
                                                                                                ------------
                                                                                                   1,731,628
                                                                                                ------------
   Total Common Stocks and Equity Interests (Identified Cost -- $7,335,157)                       13,419,593
   ---------------------------------------------------------------------------------------------------------------
</TABLE>

16
<PAGE>

   Portfolio of Investments -- Continued

   Legg Mason Value Trust, Inc. -- Continued
<TABLE>
<CAPTION>
                                                                                  Shares/Par       Value
   ---------------------------------------------------------------------------------------------------------------
<S>                                                                               <C>          <C>
Repurchase Agreements -- 1.1%
   Bank of America
     3.10%, dated 12/31/99, to be repurchased at $73,643 on 1/3/00
     (Collateral:$50,000 Freddie Mac mortgage-backed securities,
     7%, due 12/1/14, value $49,714; $25,956 Fannie Mae
     mortgage-backed securities, 7%, due 9/1/14, value $25,799)                    $73,623      $     73,623
   Morgan Stanley Dean Witter
     2.25%, dated 12/31/99, to be repurchased at $73,638 on 1/3/00
     (Collateral: $61,445 U.S. Treasury Bills, 8.75%, due 5/15/20,
     value $75,100)                                                                 73,624            73,624
                                                                                                ------------
   Total Repurchase Agreements (Identified Cost -- $147,247)                                         147,247
   ---------------------------------------------------------------------------------------------------------------
   Total Investments -- 100.0% (Identified Cost -- $7,482,404)                                    13,566,840
   Other Assets Less Liabilities -- N.M.                                                               3,244
                                                                                                ------------
   NET ASSETS -- 100.0%                                                                         $ 13,570,084
                                                                                                ============
   NET ASSET VALUE PER SHARE:
    PRIMARY CLASS                                                                                     $75.27
                                                                                                      ======
    NAVIGATOR CLASS                                                                                   $77.35
                                                                                                      ======
   ---------------------------------------------------------------------------------------------------------------
</TABLE>
   /A/Non-income producing.

   /B/Affiliated Companies--As defined in the Investment Company Act of 1940 an
      "Affiliated Company" represents Fund ownership of at least 5% of the
      outstanding voting securities of the issuer. At December 31, 1999, the
      total market value of Affiliated Companies was $1,011,744 and the
      identified cost was $1,105,543.

   N.M. - Not meaningful.

                                                                              17
<PAGE>

   Portfolio of Investments
   December 31, 1999 (Unaudited)
   (Amounts in Thousands)

   Legg Mason Special Investment Trust, Inc.
<TABLE>
<CAPTION>
                                                       Shares/Par               Value
   -------------------------------------------------------------------------------------------
<S>                                                    <C>                   <C>
Common Stocks and Equity Interests -- 91.8%
   Advertising -- 7.8%
   WPP Group plc                                         13,250               $  209,961
                                                                              ----------
   Apparel -- 1.8%
   Liz Claiborne, Inc.                                    1,288                   48,442
                                                                              ----------
   Banking -- 0.9%
   Peoples Heritage Financial Group, Inc.                 1,600                   24,100
                                                                              ----------
   Biotechnology -- 0.7%
   Cell Genesys, Inc.                                     1,557                   19,944/A/
                                                                              ----------
   Business Services -- 5.0%
   Manpower Inc.                                          1,805                   67,894
   Modis Professional Services, Inc.                      4,800                   68,400/A/
                                                                              ----------
                                                                                 136,294
                                                                              ----------
   Computer Services and Systems -- 16.0%
   Bell & Howell Company                                  1,221                   38,837/A/
   Gateway Inc.                                           3,600                  259,425/A/
   Micron Electronics, Inc.                               3,250                   36,156/A/
   Storage Technology Corporation                         2,200                   40,562/A/
   SunGard Data Systems Inc.                              2,365                   56,169/A/
                                                                              ----------
                                                                                 431,149
                                                                              ----------
   Computer Software -- 10.1%
   Cadence Design Systems, Inc.                           1,400                   33,600/A/
   Sybase, Inc.                                           3,700                   62,900/A/
   Symantec Corporation                                   3,015                  176,754/A,B/
                                                                              ----------
                                                                                 273,254
                                                                              ----------
   Electronic/Semiconductor -- 2.4%
   Hadco Corp.                                            1,265                   64,515/A,B/
                                                                              ----------
   Entertainment -- 3.9%
   Hollywood Park, Inc.                                   2,515                   56,430/A,B/
   Mandalay Resort Group                                  2,500                   50,313/A/
                                                                              ----------
                                                                                 106,743
                                                                              ----------
   Finance -- 4.4%
   The FINOVA Group Inc.                                  2,277                   80,823
   United Asset Management Corporation                    2,000                   37,125
                                                                              ----------
                                                                                 117,948
                                                                              ----------
   Food, Beverage and Tobacco -- 1.2%
   Cott Corporation                                       6,000                   31,500/B/
                                                                              ----------
</TABLE>

18
<PAGE>

   Portfolio of Investments -- Continued

   Legg Mason Special Investment Trust, Inc. -- Continued
<TABLE>
<CAPTION>
                                                       Shares/Par               Value
   -------------------------------------------------------------------------------------------
<S>                                                    <C>                   <C>
   Health Care -- 2.9%
   Magellan Health Services, Inc.                        2,746                $   17,332/A,B/
   PhyCor,  Inc.                                         7,500                    14,063/A,B/
   Wellpoint Health Networks Inc.                          700                    46,156/A/
                                                                              ----------
                                                                                  77,551
                                                                              ----------
   Insurance -- 4.9%
   Enhance Financial Services Group, Inc.                3,000                    48,750/B/
   Radian Group Inc.                                     1,737                    82,939
                                                                              ----------
                                                                                 131,689
                                                                              ----------
   Media -- 11.7%
   America Online, Inc.                                  4,200                   316,837/A/
                                                                              ----------
   Miscellaneous -- 0.1%
   Olsen & Associates AG                                   300                     1,884/A,C/
                                                                              ----------
   Networking Products -- 3.5%
   Cabletron Systems, Inc.                               3,600                    93,600/A/
                                                                              ----------
   Non-Hazardous Waste Disposal -- 2.0%
   Republic Services, Inc.                               3,702                    53,218/A/
                                                                              ----------
   Pharmaceuticals -- 1.7%
   Caremark Rx, Inc.                                     9,000                    45,563/A/
                                                                              ----------
   Restaurants -- 0.9%
   CKE Restaurants, Inc.                                 4,000                    23,500/B/
                                                                              ----------
   Specialty Retail -- 3.8%
   Consolidated Stores Corporation                       3,260                    52,980/A/
   Hollywood Entertainment Corp.                         3,384                    49,068/A,B/
                                                                              ----------
                                                                                 102,048
                                                                              ----------
   Telecommunications -- 6.1%
   ICG Communications                                    3,550                    66,562/A,B/
   TALK.com, Inc.                                        5,500                    97,625/A,B/
                                                                              ----------
                                                                                 164,187
                                                                              ----------
   Total Common Stocks and Equity Interests (Identified Cost --  $1,516,079)   2,473,927
   -------------------------------------------------------------------------------------------
</TABLE>

                                                                              19
<PAGE>

<TABLE>
<CAPTION>
                                                                      Shares/Par          Value
   --------------------------------------------------------------------------------------------------
<S>                                                                    <C>            <C>
Corporate and Other Bonds -- 0.9%
   Amazon.com, Inc., 4.75%, due 2/1/09                                  $20,000        $   22,650/D/
                                                                                       ----------
   Total Corporate and Other Bonds (Identified Cost -- $20,000)                            22,650
   --------------------------------------------------------------------------------------------------
Repurchase Agreements -- 7.3%
   Bank of America
     3.10%, dated 12/31/99, to be repurchased at $98,248 on 1/3/00
     (Collateral: $80,555 Freddie Mac mortgage-backed securities,
     6%, due 9/1/28, value $74,136; $26,755 Fannie Mae
     mortgage-backed securities, 7%, due 11/1/14, value $26,594)         98,223            98,223
   Morgan Stanley Dean Witter
     2.25%, dated 12/31/99, to be repurchased at $98,241 on 1/3/00
     (Collateral:$86,555 U.S. Treasury Notes, 8.125%, due 5/15/21,
     value $100,195)                                                     98,223            98,223
                                                                                       ----------
   Total Repurchase Agreements (Identified Cost -- $196,446)                              196,446
   --------------------------------------------------------------------------------------------------
   Total Investments -- 100.0% (Identified Cost -- $1,732,525)                          2,693,023
   Other Assets Less Liabilities -- N.M.                                                      865
                                                                                       ----------
   NET ASSETS -- 100.0%                                                                $2,693,888
                                                                                       ==========
   NET ASSET VALUE PER SHARE:
    PRIMARY CLASS                                                                          $40.15
                                                                                           ======
    NAVIGATOR CLASS                                                                        $42.67
                                                                                           ======
   --------------------------------------------------------------------------------------------------
</TABLE>
    /A/Non-income producing.
    /B/Affiliated Companies -- As defined in the Investment Company Act of 1940
       an "Affiliated Company" represents Fund ownership of at least 5% of the
       outstanding voting securities of the issuer. At December 31, 1999, the
       total market value of Affiliated Companies was $646,099 and the
       identified cost was $566,937.
    /C/Private placement and an illiquid security valued at fair value under
       procedures adopted by the Board of Directors. This security represents
       0.1% of net assets.
    /D/Rule 144a security -- A security purchased pursuant to Rule 144a under
       the Securities Act of 1933 which may not be resold subject to that rule
       except to qualified institutional buyers. This security represents 0.9%
       of net assets.
   N.M. - Not meaningful.

20
<PAGE>

   Portfolio of Investments
   December 31, 1999 (Unaudited)
   (Amounts in Thousands)

   Legg Mason Total Return Trust, Inc.
<TABLE>
<CAPTION>
                                                            Shares/Par          Value
   ----------------------------------------------------------------------------------------
<S>                                                          <C>              <C>
Common Stocks and Equity Interests -- 94.4%
   Aerospace/Defense -- 1.8%
   Northrop Grumman Corporation                                   95          $  5,136
   Raytheon Company                                              125             3,101
                                                                              --------
                                                                                 8,237
                                                                              --------
   Automotive -- 3.2%
   Delphi Automotive Systems Corporation                         132             2,074
   Ford Motor Company                                            100             5,344
   General Motors Corporation                                    100             7,268
                                                                              --------
                                                                                14,686
                                                                              --------
   Banking -- 13.9%
   Bank of America Corporation                                    75             3,764
   Bank One Corporation                                          200             6,413
   Citigroup Inc.                                                148             8,196
   First Union Corporation                                       132             4,331
   Lloyds TSB Group plc                                        2,260            28,275
   The Chase Manhattan Corporation                               165            12,795
                                                                              --------
                                                                                63,774
                                                                              --------
   Computer Services and Systems -- 9.3%
   Hewlett-Packard Company                                        60             6,836
   Intel Corporation                                              25             2,058
   International Business Machines Corporation                   265            28,620
   Unisys Corporation                                            150             4,791/A/
                                                                              --------
                                                                                42,305
                                                                              --------
   Consumer Cyclicals -- 1.1%
   Mattel, Inc.                                                  395             5,184
                                                                              --------
   Consumer Products -- 3.0%
   Avon Products, Inc.                                            80             2,640
   Brunswick Corporation                                         228             5,073
   Maytag Corporation                                             60             2,880
   Tupperware Corporation                                        189             3,205
                                                                              --------
                                                                                13,798
                                                                              --------
   Electric Utilities -- 2.4%
   Edison International                                          410            10,737
                                                                              --------
   Entertainment and Leisure -- 0.6%
   The Walt Disney Company                                       100             2,925
                                                                              --------
</TABLE>

                                                                              21
<PAGE>

<TABLE>
<CAPTION>
                                                            Shares/Par          Value
   ----------------------------------------------------------------------------------------
<S>                                                          <C>              <C>
   Finance -- 5.0%
   Countrywide Credit Industries, Inc.                            50          $  1,262
   Fannie Mae                                                     50             3,122
   The Bear Stearns Companies, Inc.                               95             4,074
   United Asset Management Corporation                           786            14,596
                                                                              --------
                                                                                23,054
                                                                              --------
   Food, Beverage and Tobacco -- 1.0%
   Sara Lee Corporation                                          210             4,633
                                                                              --------
   Food - Retail -- 3.6%
   Albertson's, Inc.                                             375            12,094
   Safeway Inc.                                                  120             4,267/A/
                                                                              --------
                                                                                16,361
                                                                              --------
   Insurance -- 13.5%
   Aetna Inc.                                                    150             8,372
   American Financial Group, Inc.                                220             5,797
   Enhance Financial Services Group, Inc.                      1,156            18,782
   IPC Holdings Limited                                          486             7,222
   Mutual Risk Management Ltd                                    109             1,832
   The Allstate Corporation                                      225             5,400
   UnumProvident Corporation                                     310             9,939
   XL Capital Ltd.                                                81             4,202
                                                                              --------
                                                                                61,546
                                                                              --------
   Medical Supplies/Services -- 6.4%
   Abbott Laboratories                                           205             7,444
   Boston Scientific Corporation                                  75             1,641/A/
   Bristol-Myers Squibb Company                                   80             5,135
   Eli Lilly & Company                                            80             5,320
   Merck & Co., Inc.                                             135             9,053
   Shared Medical Systems Corporation                             16               820
                                                                              --------
                                                                                29,413
                                                                              --------
   Non-Hazardous Waste Disposal -- 2.5%
   Waste Management Inc.                                         660            11,344
                                                                              --------
   Office Automation and Equipment -- 1.1%
   Xerox Corporation                                             225             5,105
                                                                              --------
   Oil and Gas -- 1.8%
   Exxon Mobil Corporation                                       100             8,056
                                                                              --------
   Photo Equipment and Supplies -- 2.5%
   Eastman Kodak Company                                         175            11,594
                                                                              --------
</TABLE>

22
<PAGE>

   Portfolio of Investments -- Continued

   Legg Mason Total Return Trust, Inc. -- Continued
<TABLE>
<CAPTION>
                                                                                  Shares/Par            Value
   ----------------------------------------------------------------------------------------------------------------
<S>                                                                               <C>                <C>
   Real Estate -- 6.2%
   Mid-America Apartment Communities, Inc.                                            331             $  7,493
   National Golf Properties, Inc.                                                     379                7,483
   Nationwide Health Properties, Inc.                                                 552                7,594
   Regency Realty Corporation                                                         158                3,168
   Tanger Factory Outlet Centers, Inc.                                                114                2,364
                                                                                                      --------
                                                                                                        28,102
                                                                                                      --------
   Retail Sales -- 6.8%
   J.C. Penney Company, Inc.                                                          200                3,987
   Nordstrom Inc.                                                                     115                3,012
   Saks Incorporated                                                                  300                4,669/A/
   Sears, Roebuck & Co.                                                               125                3,805
   Toys "R" Us, Inc.                                                                1,100               15,744/A/
                                                                                                      --------
                                                                                                        31,217
                                                                                                      --------
   Savings and Loan -- 4.6%
   Washington Federal, Inc.                                                           327                6,465
   Washington Mutual, Inc.                                                            568               14,755
                                                                                                      --------
                                                                                                        21,220
                                                                                                      --------
   Telecommunications -- 4.1%
   AT&T Corp.                                                                         140                7,105
   GTE Corporation                                                                     75                5,292
   SBC Communications Inc.                                                            125                6,094
                                                                                                      --------
                                                                                                        18,491
                                                                                                      --------
   Total Common Stocks and Equity Interests (Identified Cost -- $394,528)                              431,782
   ----------------------------------------------------------------------------------------------------------------
Repurchase Agreements -- 7.2%
   Bank of America
     3.10%, dated 12/31/99, to be repurchased at $16,471 on 1/3/00
     (Collateral $18,348 Freddie Mac mortgage-backed securities,
     6%, due 9/1/28, value $16,886)                                               $16,467               16,467
   Morgan Stanley Dean Witter
     2.25%, dated 12/31/99, to be repurchased at $16,469 on 1/3/00
     (Collateral$13,335 U.S. Treasury Notes, 11.75%, due 2/15/10,
     value $16,799)                                                                16,466               16,466
                                                                                                      --------
   Total Repurchase Agreements (Identified Cost -- $32,933)                                             32,933
   ----------------------------------------------------------------------------------------------------------------
   Total Investments -- 101.6% (Identified Cost -- $427,461)                                           464,715
   Other Assets Less Liabilities -- (1.6)%                                                              (7,132)
                                                                                                      --------
   NET ASSETS -- 100.0%                                                                               $457,583
                                                                                                      ========
   NET ASSET VALUE PER SHARE:
    PRIMARY CLASS                                                                                       $18.75
                                                                                                        ======
    NAVIGATOR CLASS                                                                                     $18.84
                                                                                                        ======
   ----------------------------------------------------------------------------------------------------------------
</TABLE>
   /A/Non-income producing.

                                                                              23
<PAGE>

Investment Adviser
   Legg Mason Fund Adviser, Inc.
   Baltimore, MD

Board of Directors
   Raymond A. Mason, Chairman
   John F. Curley, Jr., President
   Richard G. Gilmore
   Arnold L. Lehman
   Dr. Jill E. McGovern
   G. Peter O'Brien
   T. A. Rodgers
   Edward A. Taber, III

Transfer and Shareholder Servicing Agent
   Boston Financial Data Services
   Boston, MA

Custodian
   State Street Bank & Trust Company
   Boston, MA

Counsel
   Kirkpatrick & Lockhart LLP
   Washington, DC

Independent Accountants
   PricewaterhouseCoopers LLP
   Baltimore, MD


   This report is not to be distributed unless preceded or
   accompanied by a prospectus.


                     Legg Mason Wood Walker, Incorporated
                   -----------------------------------------
                                100 Light Street
                    P.O. Box 1476, Baltimore, MD 21203-1476
                                410 o 539 o 0000

LMF-002
2/00



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