What Major League Baseball team has won the World Series the most times?

The New York Yankees are an American professional baseball team based in the New York City borough of the Bronx. The Yankees compete in Major League Baseball as a member club of the American League East division. They are one of two major league clubs based in New York City, the other being the New York Mets of the National League. In the 1901 season, the club began play in the AL as the Baltimore Orioles (no relation to the modern Baltimore Orioles). Frank Farrell and Bill Devery purchased the franchise and moved it to New York City, renaming the club the New York Highlanders.The Highlanders were officially renamed the Yankees in 1913.

The Yankees have been to the World Series 40 times, winning 27 times.

The team with the second most World Series wins is the St. Louis Cardinals with 11.

The Yankees won in 1923, 1927, 1928, 1932, 1936, 1937, 1938, 1939, 1941, 1943, 1947, 1949, 1950, 1951, 1952, 1953, 1956, 1958, 1961, 1962, 1977, 1978, 1996, 1998, 1999, 2000, 2009.

The Yankees have had many stars throughout the years contributing to their great success. Some of them are Babe Ruth, Lou Gehrig, Joe DiMaggio, Yogi Berra, Mickey Mantle, Whitey Ford & Reggie Jackson. The more recent Yankee Heroes have been Derek Jeter, Bernie Williams, Paul O'Neill, Mariano Rivera & Jorge Posada.

Throughout the years the Yankees main rivalry has been with the Boston Red Sox. It began when Boston sold their star player, Babe Ruth, to the Yankees. That deal seemed to be catalyst.