Curbed Cup 1st Round: (3) Amagansett vs. (6) Bridgehampton

The Curbed Cup, our annual award to the Hamptons neighborhood of the year, is kicking off with 8 'hoods vying for the prestigious fake trophy. This week we'll have one matchup per day, and all the results and the full tourney bracket will be reviewed on Friday. Voting for each pairing ends in the wee hours the next morning. Let the eliminations commence!

For many people, Bridgehampton real estate means the Sandcastle. And why shouldn't it? Any home renting for $250,000 a week is going to turn heads! Of course, there are other notable homes in town, including developer David Wine's award-winning beach house and the Windmill house where the Clintons stayed. Since all these boldface names need to eat, Bridgehampton also saw a steady dining scene, with new additions like the long-awaited Southfork Kitchen, and even some losses, like Almond. But when one icon temporarily leaves, another looks to take its place, like the yet-to-open Bulls Head Inn.

Says one Curbed nominator, Amagansett is "THE best in the East." And while that's for your to decide, here are some reasons why. First, celebrities! Celebrities getting new neighbors, celebrities filming movies, celebrities buying real estate for fun—all in one year. Second, pleasant real estate porn, like this antique windmill-turned-home, or this really small, really bright waterfront home. And last, the community! Great restaurants, quaint shops, and maybe even a new museum.

[Bridgehampton photo via; Amagansett photo via]