Currently on the market for $19.8 million, this contemporary waterfront home in Quogue is giving off some very cool Miami vibes, from its curving architecture to its crisp white and bright blue interiors. The 13,200-square-foot mansion has eight bedrooms and a whopping 16 bathrooms, along with a gym, theater, and billiards room. There are also generous ocean- and bay-facing decks and an oversized Gunite pool with a spa and pool house.

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Listing photos courtesy of The Corcoran Group

When we’re talking about oceanfront property in the Hamptons, we’re usually in the four-million ballpark, not four-hundred-thousand. But this gorgeous home is in the slightly off-the-beaten-path location of East Quogue, and it’s a co-op unit in the Round Dune complex. Built in 1965, these four round buildings provide residents with a heated in-ground pool and 24-hour concierge service, not to mention direct beach access. This one-bedroom unit has incredible views of Shinnecock Bay and an easy, breezy style.

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Photos by Rise Media for Sotheby’s International Realty

As the listing states, “on those perfect clear Hamptons summer days,” you’ll get views of Three Mile Harbor, Gardiners Bay, and even the Long Island Sound to Connecticut from this home perched 80 feet above sea level. The interiors have a contemporary beach feel, with wood-paneled beamed ceilings and large picture windows, and it includes a two-car attached garage, multiple terraces, an 11×40 heated pool, and a pool house.

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Listing photos courtesy of Compass

Gurney’s Montauk Resort is perhaps the most high-end hotel on the East End, and in 2016, they added a swanky new residential section that has 26 waterfront co-ops, all with access to the 1,000-foot-long stretch of private Hamptons beach. This three-bedroom home just hit the market for $5,350,000, and it also comes with private parking, an owners’ beach cabana, and access to all the amenities at Gurney’s Resort. Plus, on the two terraces, there’s a built-in outdoor kitchen and a hot tub.

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Exterior photos by Frank Urso for Daniel Gale Sotheby’s International Realty

Claudio Del Vecchio, CEO and owner of Brooks Brothers, has put his incredible Long Island mansion on the market for $12.5 million, Sotheby’s International Realty tells 6sqft. Built in 1915 as one of the original Gold Coast estates, the home is known as “Cedar Hill.” It sits on eight acres that contain a heated gunite pool, tennis court with lights, putting green, and English-walled gardens. Inside, the 13,000-square-foot home is full of historic details and has over-the-top perks like an indoor pool, dog spa, and wine cellar.

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Listing photos courtesy of Douglas Elliman

Sea Cliff is a charming waterfront community in Nassau County’s Oyster Bay, and because of its location on a bluff, many of its homes have spectacular views of the Long Island Sound. This historic mansion not only has these views, but it’s set on 1.6 acres full of beautiful landscaping and trees. The home itself, which was built in 1913 by prominent architect Ogden Codman Jr., is just as stunning, with coffered wood-paneled walls, built-ins, moldings, and original fireplaces. Known as Westways, the property just hit the market for $2,890,000.

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All photos by Gavin Zeigler for Sotheby’s International Realty

John Steinbeck’s waterfront cottage in Sag Harbor where he penned his final novel, The Winter of Discontent, is on the market for $17.9 million. The Pulitzer Prize-winning author bought the Hamptons home, tucked away on a bluff between two coves, in 1955, as the New York Times first reported. The property sits on nearly two acres and contains a two-bedroom main residence, a gazebo-like structure that Steinbeck used as a writing space, a guest cottage, and a 60-foot private dock.

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Listing photos courtesy of Douglas Elliman

In 1705, this home was built for Nehemiah Whitman, great-grandfather to Walt Whitman. It’s also where the poet’s grandfather, Jesse Whitman, was born. And in 1881, according to Douglas Elliman, Walt Whitman himself visited the property, stopping at its private cemetery where he “composed a lament on the graves of his ancestors.” Since its construction, the Colonial has had only four owners, and after last selling in 1995, it’s now on the market for $750,000. Known as the Whitman-Rome house, it retains tons of original details like pine-floorboards, ceiling beams, wooden doors, and four fireplaces.

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All photos courtesy of Sotheby’s International Realty

A 7,000-square-foot home steps from the Peconic Bay in Sag Harbor is asking $5.699 million. Found down a long private driveway on over an acre of land, the South Fork mansion at 2244 Noyac Road contains five bedrooms, six full and two partial baths, and enough flexible space to make any dream home possible. Set back from the road and surrounded by trees, the property is private and not far from Sag Harbor Village’s historic downtown.

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Listing photos courtesy of The Corcoran Group

Norman Jaffe opened his first architecture practice in Bridgehampton in 1973, soon becoming famous for the many contempory residences he designed in the Hamptons. Throughout his 35-year career, he designed more than 600 projects, many of them notable for their sculptural forms, early inclusion of passive solar design, and glass and wood construction. This home in Old Westbury, which he designed early on in 1977, checks all three of those boxes, and is currently on the market for $3,595,000. It sits on more than two acres, with several decks and patios and a salt water pool, and is nearly 7,000 square feet with six bedrooms, a home movie theater, and even a spa.

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