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Curbed Cup 2nd Round: Sagaponack (6) vs. Sag Harbor (3)

The Curbed Cup, our annual award to the Hamptons neighborhood of the year, has whittled the sixteen towns/villages/hamlets vying for the prestigious fake trophy down to eight. This week will decide which of those remaining areas move onto to the final round for a shot at Curbed Cup glory. Voting for each pairing ends 24 hours after it begins. Let the eliminations commence! Please remember—no wagering.

Sagaponack, this year the nation's second priciest zip code (curse you, Atherton, California!), is often in the news despite its diminutive size. David Tepper's spite house on the ocean was finally completed, and Marc Goldman's attempts to build on his land ended up in his planting a Christmas tree farm there instead. Party animal Marc Leder enjoyed his first summer in the hamlet. Several of the Houses at Sagaponac, the ill-fated modern development, came on to the market, but are lingering because of proximity to the airport (we surmise). Can this small but mighty village win its first-ever Cup?

Red-hot Sag Harbor is the winner of several past Cups. It's looking to win again this year, and why not, with a perennially popular real estate market and a thriving downtown with great restaurants and shops? New hotel Baron's Cove opened this year with a well-regarded restaurant. The Harbor's Edge development opened for sales this year, while sales at Watchcase remain strong. Another condo development is planned for One Ferry Road, although town officials want to buy the property and turn it into a park. Speaking of which, resident Mike Gaynor has been the talk of the East End with his dueling with village government, which is documented in hilarious ads in the Sag Harbor Express.

Poll results