F.O. Winslow died in 1926. Upon Winslow's death, Oak View passed into the hands of his daughter Clara Winslow and her husband, Frank G. Allen (married December 2, 1897) who was soon thereafter to become Governor of Massachusetts. Some of the most prominent figures hosted in Oak View during those years were President (and later a Supreme Court Justice) William Howard Taft, President Calvin Coolidge, Russian Composer Sergei Rachmaninoff, artist John Singer Sargent, Episcopal Bishop of Boston Phillips Brooks and philosopher William James, Oliver Wendell Holmes, Viscount Kentaro Kaneko of Japan, tenor John McCormack and others of similar stature.
