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Curbed Cup 1st round: (5) Westhampton vs. (12) North Haven

Which neighborhood should advance? Vote!

Peter Bond

Curbed Cup, the annual virtual award for the best neighborhood of the year, is officially kicking off! This week, we’ll be calling for readers to cast their votes. Each poll will only be open for 24 hours, so make sure to get your vote in!

Westhampton (5)

Westhampton is often considered to be the start of the great—though geographically ambiguous—Hamptons. What’s great about Westhampton is that the town has a high population of year-round residents, so the restaurants and shops are often open through the off-season. And while the density certainly swells in the summer, it doesn’t seem to get quite as dead as other East End towns come Labor Day.

Westhampton has a great village—shops, restaurants, and activities can be found and are open throughout the year. In addition, the real estate tends to be more affordable west of the canal, so out in Westhampton you can usually get a bit more bang for your buck.

North Haven (12)

A neighborhood of Sag Harbor, North Haven sits—appropriately—just north of Sag Harbor village, accessed by causeway. The town is most known for hosting the South Ferry to and from Shelter Island. It’s one of the smallest areas in the Hamptons, population-wise—with a last recorded population of just 833.

But its size and remoteness are part of what’s been giving North Haven a bit of an edge in the real estate market lately. Property value has shot up in recent years, especially on waterfront properties. We’ve seen a lot of properties up for sale lately that are going for almost double what they would have been asking just a few years ago.

Last year, Westhampton made it all the way to the Final Four after a neck-in-neck victory against Sagaponack in the first round, but more easily took down Amagansett in the second round. Up against Hampton Bays, they lost. North Haven got crushed in the first round by East Hampton. We’re wondering how it’ll play out this year. Polls are only open for 24 hours, so cast your votes!

The Hamptons

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