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The teams that won the most World Series since the year 2000 are the New York Yankees and the Boston Red Sox. The Yankees won in 2000 and 2009, the Red Sox won in 2004 and 2007.

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13y ago
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15y ago

The New York Yankees have the most wins since 2000, with 894, The Boston Red Sox are in second with 836.

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Q: Who has won the most World Series since the year 2000?
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What national league team has appeared in the World Series the most?

The New York/San Francisco Giants have appeared in 19 World Series since 1905.


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Through the 2009 World Series that is the New York Yankees with 7 (1977, 1978, 1996, 1998, 1999, 2000, 2009).


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