[5] Like his mentor Charles B. Macdonald, Raynor patterned many of the holes after classic designs at other courses including the Alps, Biarritz, Cape, Double Plateau, Eden, Punchbowl, Redan and Short.

[9][10] The golf course was a key component of the development of 1,600 acres (650 ha) of land on the east end of Fishers Island into a new community for summer residents in the mid-1920s.

He endorsed the proposal and recommended the hiring of Frederick Law Olmsted Jr. to plan the residential subdivision and Seth Raynor to design the golf course.

[15][16] The scale of the residential development envisioned in Olmsted's plan was never fully realized due to the effects of the Wall Street Crash of 1929.

It was intentionally destroyed by a fire set on September 19, 1963 after an attempt to blow up the structure using dynamite earlier that month proved to be unsuccessful.