County: Suffolk Population: 683 Median home value: $3,492,100 YOY Change: -10.2% Five-year Annualized Change: -2.1%
Sagaponack maintains its position as the country's No. 1 most-expensive small town. The elite pay top dollar to live in this quiet and sparsely populated village and, according to Corcoran.com, many are drawn to its shingled mansions on large, open plots. Famous estates include billionaire Ira Rennert's 66,000 sq. ft. mansion, one of the largest homes in the U.S. Sagaponack's residents have included musician Billy Joel; Henry Silverman, vice chairman and director of Apollo Global Management (APO); and former Kinray chief executive Stewart Rahr.
Photograph by John Lei/The New York Times via Redux