Yankees, no surprise.
1941, 1943, 1947, 1949, 1950, 1951, 1952, 1953, 1956, 1958, 1961, 1962, 1977, 1978, 1996, 1998, 1999, 2000, 2008
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if you mean team then the Yankees who just got their 27th this year but i don't know what player has won the most....... sorry