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4 Hamptons homes with observation decks

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Look out for miles


One of the best things about summer in the Hamptons is looking up at the night sky and actually seeing stars. While that seems extremely simple to many—especially locals—a lot of people who are here in the summer live year-round in places with high levels of light pollution. New York City residents provide a prime example.

The Hamptons provide a retreat. And it would be a shame to not be able to bask in all the beautiful sights on the East End, whether those sights are only visible at night or they can be seen during the daytime hours.

With the rainy season preparing to leaving us behind to make room for open summer skies, an rooftop deck is a feature that many Hamptonites look for in a home.

Undisclosed Address, Sag Harbor


The contemporary Sag Harbor home, built in 2011, is on the market for $9,900,000. At 4,000-square-feet, the home features five bedrooms and five-and-a-half bathrooms on a lot that’s just over a half-acre in size.

The home is on Peconic Bay, so the homeowner will enjoy looking out to the water from the observation deck. For guests that may be a bit wary of heights, the terrace and waterside pool are a good alternative to get comparable views and enjoy the outdoors.

Other features include a finished basement, outdoor shower, wine cellar, pool house, and detached two-car garage.

30 Blank Lane, Water Mill


Designed as an “upside-down house,” this 2,940-square-feet structure hosts the living and dining spaces on the second floor. There’s also a library on the second floor, while the first floor has a double-height foyer and all three bedrooms, along with three out of the four-and-a-half bathrooms.

Homeowners will access the rooftop deck through the eat-in kitchen. The pool is surrounded by hedging for privacy, all on a lot about two acres in size. Asking price is $2,250,000.

590 Montauk Highway, Montauk

This four bedroom, two-and-a-half bathroom home was also built in an “upside-down” design. The home itself is 2,600-square-feet, and it looks like it could use some updates by the listing photos. But hey, remodels can be a fun project. And if the rooftop deck is the thing that the buyer is really looking for, this home has it.

Built on a 0.65 acre lot, the property doesn’t have a pool or tennis. But it edoes have an ocean view, and for many people that’s a serious selling point. All in all, it’s got some potential. Asking price is $1,900,000.

130 Grant Drive


Montauk definitely isn’t known for massive estates the way East Hampton or Southampton might be, and this home is no exception. At 1,500-square-feet on a lot that’s only 0.26 acres, this is the smallest home featured.

Built in 1978, this turnkey Hither Hills beach house has three bedrooms and three full bathrooms. The rooftop deck overlooks the ocean, while outside one will find a koi pond. Asking price is $1,350,000.