32 Surf Drive Amagansett, NY 11930

No other Long Island municipality wears its mystique better than the 6.6 square miles that make up Amagansett. An address in Amagansett is much-coveted, as the area straddles a line between rustic hamlet and Hamptons hotspot with stunning aplomb. The Atlantic splashes onto the southern shore as the Napeague Bay calmly dips into the northeast coast. Meanwhile, the beachfront is populated with jaw-dropping residences — including on renowned Further Lane — with the hamlet’s interior home to timeless shingled homes on quiet tree-lined streets. It’s no wonder that countless have gotten swept up in Amagansett’s majesty. Marilyn Monroe and Arthur Miller famously summered in a converted windmill home on Deep Lane in 1957, and plenty more since have also felt the draw of this singular environment out east.