Hammersmith Farm, a large-28 room Victorian mansion and its 48-acre property, was built for John W. Auchincloss, the great-grandfather of Jacqueline Bouvier Kennedy Onassis's stepfather, Hugh D. Auchincloss, in 1887. Jackie summered here as a child, and the property hosted over 2,000 guests to the wedding reception between she and then Senator John F. Kennedy on September 12, 1953. During his presidency, JFK spent enough time at Hammersmith Farm that it was referred to as the Summer White House.
Following the death of Hugh Auchincloss Jr, Fruit of the Loom executive and Pawtuckett native William F. Farley bought the mainhouse for $6.675 million in 1997, to ensure that it would not be turned into a hotel, spa or condos. In 1999, he flipped it for over $8 million to Peter Kiernan, a managing director at Goldman Sachs, who converted it back to private use. The furnishings of the Farm were sold off in a Christie's auction in 2000 that fetched $233,620.
The Castle, the Palace, and the Windmill, three guesthouses, remained in possession by the Auchincloss family. In 2003, the Windmill, a single family house, which Jackie bequeathed to her stepbrother, Hugh Auchincloss, was put on the market for $5.95 million.