Cross Town Line Road into East Hampton and the charming hamlet of Wainscott, a beachy throwback where original farmhouses, some from the 1700s, dot Wainscott Main Street. Continue down the aptly-named Beach Lane which leads to Wainscott Beach and the iconic Kennedy House "Kilkare", as seen in Eternal Sunshine of the Spotless Mind. For the best sandwiches on the East End, don’t miss Breadzilla.
AVERAGE SALE PRICE 2014: $2,987,616
FAVORITE RESTAURANT: Breadzilla
DON'T MISS: (Besides Breadzilla) The Kennedy House "Kilkare"
Learn more about Wainscott here