| Postseason: |
Won World Series (4-2) over Chicago Cubs |

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1918 - still the last year Boston actually won a legitimate World Series (without resorting to Steinbrenner-esque brute force strategy).
Transactions listed are from November 1 of previous year to April 1 of the following year.
December 14, 1917
Traded Vean Gregg, Merlin Kopp, Pinch Thomas and $60,000 to the Philadelphia Athletics. Received Joe Bush, Wally Schang and Amos Strunk.
January 10, 1918
Traded a player to be named later, Hick Cady and Larry Gardner to the Philadelphia Athletics. Received Stuffy McInnis. The Boston Red Sox sent Tilly Walker (February 20, 1918) to the Philadelphia Athletics to complete the trade.
April 1, 1918 (Standings)
Traded Rube Foster to the Cincinnati Reds. Received Dave Shean. Rube Foster refused to report to his new team. The Boston Red Sox sent cash (April 1, 1918) to the Cincinnati Reds to complete the trade.
August 9, 1918 (Standings)
Purchased Jack Coffey from the Detroit Tigers.
December 18, 1918
Traded Dutch Leonard, Duffy Lewis and Ernie Shore to the New York Yankees. Received Ray Caldwell, Frank Gilhooley, Slim Love, Roxy Walters and $15,000.
January, 1919
Sold Sam Agnew to the Washington Senators.
Sold Walter Barbare to the Pittsburgh Pirates.
Sold Fred Thomas to the Philadelphia Athletics.
January 17, 1919
Traded Hal Janvrin and cash to the Washington Senators. Received Eddie Ainsmith and George Dumont.
Traded Eddie Ainsmith, Slim Love and Chick Shorten to the Detroit Tigers. Received Ossie Vitt.
February 28, 1919
Sold Wally Mayer to the St. Louis Browns for $5,000.