Through the 2010 season, 4.
3 as a player (1996, 1998, 1999) and 1 as a manager (2009).
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As of 2010, the Yankees are winners of 27 World Series titles.
The Yankees won three World Series titles before 1932.1923, 1927, 1928
The New York Yankees won 5 consecutive World Series from 1949 -1953.
The New York Yankees won 27 World Series titles as of 2009.
The New York Yankees have appeared in the World Series 40 times, winning 27 of them. The New York Mets have appeared in the World Series 4 times, winning 2 titles. Only once (2000) have they appeared together in the championship series, which the Yankees won in five games.