Set on 100+ acres, this 18th-century home was moved from Winchester to Norfolk in the 1930s. It was later decorated by Sister Parish, known for co-designing the White House interiors for Jacqueline Kennedy Onassis.

Built for Louise Grace—daughter of NYC’s two-time mayor and shipping magnate William R. Grace—this stuccoed Renaissance Revival cottage is a rare surviving example of an early American summer estate, set on 3,570 feet of private Maine shoreline.

On 34.5 acres with more than half a mile of Hudson River frontage, Ulster Landing is a circa-1800s Hudson River estate once held by one of America’s influential dynasties, the Livingston Family.

Set on 106 acres in Sharon, Connecticut, the 12,000-square-foot estate known as Filston remains one of Litchfield County’s grandest turn-of-the-century homes.

Originally built in 1901 by Roaring ’20s architect Benjamin Marshall, this Lake Forest estate now features a Thomas Beeby-designed pool house and 21 outdoor garden rooms across 9 acres.

The French Colonial Revival mansion boasts sweeping vistas of Lake Champlain and the Adirondack Mountains, and the 345-acre estate comes with a private 9-hole golf course.

Built for George Crocker, son of railroad magnate Charles Crocker, the 58-room Jacobean-style mansion was modeled after Bramshill House, one of the largest and most important Jacobean prodigy house mansions in England.

The Pitkin Mansion has hosted some of the most significant figures in American history, including General George Washington and Count de Rochambeau, the French nobleman who played a pivotal role in aiding the American colonies during the Revolutionary War.

The Napa Valley luxury rental is surrounded by 2.5 acres of Cabernet vineyards and is approached via a dreamy plane tree allée that perfectly evokes the romance of Provence.

First Lady Jackie Kennedy Onassis and her children moved out of the White House and into this elegant Georgetown estate in the months after John F. Kennedy’s assassination.