Modern home with rectangular elevation and large upper-storey glass-walled verandah area

House, Bridgehampton, $79.995mn

Where On Surfside Drive, a three-mile drive from the hamlet of Bridgehampton, and an eight-mile drive from Southampton. New York City is about two hours away by car. 

What An 8,600 sq ft, newly built house with eight bedrooms and eight bathrooms. In addition to the main kitchen there’s a second chef’s kitchen, a glass room-dividing wine cabinet, and a rooftop terrace with bar, putting green and panoramic ocean views.

Why Floor-to-ceiling glass windows make the most of the beachfront location, merging the interior and exterior, while a private boardwalk has direct beach access.

Who Brown Harris Stevens


An irregular blue pool surrounded by gardens with traditionally styled double A-frame home in the background

House, East Hampton, $24.95mn

Where In the village of East Hampton on the south shore of Long Island. Montauk is a 13-mile drive and Sag Harbor is 7.5 miles away. Egypt Beach and Maidstone Golf Club are both within a mile of the property. 

What A newly built but traditionally styled home with eight bedrooms, eight bathrooms, double-height foyer, lift and cinema. Outdoors there is a heated pool, pool cabana, spa and fireplace. 

Why The interiors and landscaped gardens have been created by Hamptons-based designer James Michael Howard. 

Who Douglas Elliman


Two-storey house with wooden shutters on windows, portico front door and dormer windows in the roof

House, Hewlett Harbor, $2.298mn

Where In Hewlett Harbor, a village on the western end of Long Island about 80 miles from The Hamptons. JFK airport is an eight-mile drive and New York City is about an hour by car. 

What A “classic colonial” five-bedroom house built in 1926. Its 5,000 sq ft of living space includes a large formal dining room and living room that opens on to a double-height columned terrace. 

Why The house is set in an acre of gardens, which include a gunite swimming pool, wooden pagoda and koi pond. 

Who Coach Realtors 


Aerial view of modern white and grey compound with pool area and space for pool loungers by the side
© Rise Media

Compound, Montauk, $36.295mn 

Where In Montauk, a village on the eastern end of Long Island. East Hampton is a 20-minute drive, and New York City is about a three-hour drive. 

What A compound comprising two 9,000 sq ft, six-bedroom houses, each with its own outdoor swimming pool, gym, spa, wine cellar and roof terrace. They have also been fitted with solar panels, underfloor heating and walk-in closets.

Why The property is designed by the architects Lissoni & Partners, and comes with fittings by Boffi, Gaggenau, Fantini and Dornbracht. 

Who Douglas Elliman 


Home with large windows on every wall, stone chimney breast, slate roof and pool with spa

House, Sag Harbor, $13.495mn

Where Just above Noyac Bay in the village of North Haven, a peninsula on the eastern end of Long Island. The village of Sag Harbor is about a four-mile drive and Shelter Island can be accessed via a short ferry crossing.

What A 10,000 sq ft house with six en-suite bedrooms, a double-height living room and kitchen, indoor basketball court, gym, steam room and games room. Outside is a swimming pool, waterfall spa, outdoor shower and fireplace. 

Why The property comes with its own dock, mooring rights and membership to North Haven Point gated waterfront association, allowing access to a private beach and three tennis courts. 

Who Compass 

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