The 1999 Legg Mason Tenis Classic was the 30th edition of this tennis tournament and was played on outdoor hard courts.

The tournament was part of the International Series of the 1999 ATP Tour.

Andre Agassi defeated Yevgeny Kafelnikov, 7–6(7–3), 6–1 Justin Gimelstob / Sébastien Lareau defeated David Adams / John-Laffnie de Jager, 7–5, 6–7(2–7), 6–3

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