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Curbed Cup 1st Round: East Hampton (5) vs. North Haven (12)

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The Curbed Cup, our annual award to the Hamptons neighborhood of the year, is kicking off with 16 towns/villages/hamlets vying for the prestigious fake trophy. This week we'll have two matchups per day, and all the results and the full tourney bracket will be reviewed on Friday. Voting for each pairing ends 24 hours after it begins. Please remember—no wagering.

The Curbed Cup kicks off this week. Let's give a warm Curbed welcome to East Hampton (5) and North Haven (12)!

Old favorite East Hampton has never won a Cup. Is this its year? As always, the town is in the news. Between the controversial deer sterilization, rental registry and outcry over airport noise, there's always something going on. Some big real estate deals went down, including a $57M pocket listing on Further Lane, while Briar Patch, maybe still the most expensive listing in the US at $140M, went unsold.

North Haven is a new entrant to the Cup, but with a very hot real estate market, is a strong contender. Yet the hot real estate market has resulted in many inflated prices with big pricechops, including Angel View, still asking $49M but down $16M, and another house on Robertson which was cut $15M. Meanwhile, no takers for the lovely Strongheart, still owned by the hamlet's most famous resident, a Mr. Richard Gere.

Poll results