No. 8: Bridgehampton, N.Y.

Doug Kuntz/Bloomberg News

No. 8: Bridgehampton, N.Y.

New York MSA: Suffolk County
Median home sale price: $2,081,717
Price change YOY: -6.4%
Population: 1,482
Median household income: $54,896

Bridgehampton hosts the Hampton Classic, an annual horse show held each summer, and has several beaches. It has been home to news anchor Peter Jennings, Boston Red Sox player Carl Yastrzemski, and President Woodrow Wilson.