Strip away the pomp and circumstance of the Hamptons and you get Amagansett. It’s laid back but no less beautiful than its counterparts. Home to the Stephen Talkhouse and a hop, skip, and jump from the Montauk, Amagansett is the cool kid of the Hamptons, a trend that began when Marilyn Monroe, Randy Lerner, and Arthur Miller spent a summer there in the late 1950s. These days, notables like Paul McCartney, Jerry Seinfeld, and Gwyneth Paltrow frequent the lanes of Amagansett.
AVERAGE SALE PRICE 2014: $2,758,279
FAVORITE RESTAURANT: Lunch
DON'T MISS: Amber Waves Farm
Learn more about Amagansett here