Luxury Real Estate Trends in Hamptons: Summer 2022

From stunning amenities and palatial rentals to bayside shopping, the Hamptons real estate scene is livelier than ever. (And more expensive, too — check out the Bridgehampton property below, which is asking $1 million for a three-week lease this summer.)

Here are some of the luxe trends we’re following this season.

Summer rental stunner

Exterior of 155 Surfside Drive.
Few over the top mansions remain for rent in the Hamptons this summer, including the eight-bedroom 155 Surfside Drive, which is asking $1 million August 22 through Labor Day.

Still looking for a mega-à-terre in the east? If you’ve got a million bucks to spare, those big summer 2022 rentals (or at least parts of them) are still on the market. “Rentals in the Hamptons, clearly in the upscale segment, are picking up speed fast. Now many – but not all – of the most spectacular properties have found tenants,” says Corcoran’s Gary DePersia.

Its best available listing is 277 Surfside Drive in Bridgehampton. Perched on 125 feet of azure ocean waves, the home spans over 11,000 square feet of living space with nine bedrooms and 10 bathrooms. Even better, there’s a 3,450-square-foot terrace with a pool, spa, and gazebo. There is also a fitness room, a golf simulator and a media room. It’s asking for $1.25 million for the whole of July or August through Labor Day.

Interior of a bedroom at 277 Surfside Drive.
Nine-bedroom 277 Surfside Drive is asking $1.25 million for the entirety of July.
The Corcoran Group/Gary DePersia

Another hot ticket is on the market at 155 Surfside Drive. This newly listed modern mansion is asking $1 million for August 22 through Labor Day. Boasts for this 10,000-square-foot, eight-bedroom estate include a chef’s kitchen, gunite pool, and rooftop views that will melt your camera’s soul. “While it’s very late in the game to snag a trophy property, the views are spectacular, it’s highly amenitized and it’s one of the last available oceanfront rentals this season,” notes Listing Agent JB Andreassi of Nest Seekers International. a star in “Selling the Hamptons” on Discovery+.

Aerial view of 279 Dune Road.
If you’re doing well, this $1.5 million seven-bedroom Bridgehampton mansion can be yours from Memorial Day to Labor Day.
The Corcoran Group/The Susan Breitenbach Team

Complete your summertime exploration of Bridgehampton at the 11,000 square foot, seven bedroom, ten bathroom 279 Dune Road. Represented by Corcoran’s Susan Breitenbach and Cutter Koster, the jewel offers expansive views of Mecox Bay to the north and the Atlantic Ocean to the south. Grab it for $1.5 million from Memorial Day through Labor Day, $675,000 for July, or $750,000 for August through Labor Day.

Shopping on the Bay

Aerial view of 72, 74, 66, 63 Louse Point Road Plots.
This East Hampton bayfront development has four lots, 250 feet of beachfront and is priced at $20 million.
Douglas Elliman

It’s better in the bay – at least according to agents. “With waterfront prices in the Hamptons up 20% to 30%, we’re seeing a lot of buyers exiting the oceanfront market now and looking for bayside opportunities,” says Douglas Elliman Alexa’s Enzo Morabito. “We’ve seen tremendous growth in Bayfront prices with several record-breaking sales figures already this year.”

His team recently completed the most expensive Bayfront sale in Quogue for $10.9 million and he just completed an East Hampton Waterfront lot consisting of 63, 66, 72 and 74 Louse Point Road for $20 million dollars listed. The four lot property is over 4 acres and has 250 feet of beachfront. While there are several buildings on the site, the main house has nine bedrooms and eight bathrooms. Designed by architect Bill Chaleff, the 6,500-square-foot mansion features an octagonal breakfast room, formal restaurant, tons of bay views, and a gunite pool.

Exterior of 1 Boatman Lane in Southampton.
This Boatmans Lane beauty in Southampton is asking $35 million.
The Corcoran Group

Over on Shinnecock Bay, another coveted hideaway at 1 Boatmans Lane in Southampton is asking $35 million from Corcoran’s Tim Davis. The 5,152-square-foot, traditional colonial-style cottage has six beds and seven baths, plus perks that include a tennis court, pool, and the ultimate bayside necessity — a dock.

In Sagaponack on Sagg Pond, which leads to the Atlantic Ocean, 443 Sagaponack Road is hoping to secure $12.95 million with Corcoran’s cutter Koster and Susan Breitenbach. It features six bedrooms and seven bathrooms spread over 6,500 square feet and a chic design that includes lots of woodwork, cherry hardwood floors, three fireplaces, a paneled library, and a 200-foot private dock. “Living by the bay can also offer more privacy than living in a house overlooking a public beach. [plus] Many bayfront homes are closer to charming village areas,” Breitenbach said. Better yet, the Bayfront has the best sunsets in the Hamptons.

Full Retreats

Exterior of 315 Rose Hill Road.
Water Mill’s 315 Rose Hill Road is listed for $37 million and boasts outstanding amenities, including an infinity pool, private dock, theater, spa, and (yes) a catered bakery.
Enzo Morabito/Douglas Elliman Realty

Remember when a pool and a view were enough? No longer. Buyers who rake in big moolah for their Hamptons homes also have a kitchen-sink approach to amenities that demands everything from pickleball courts to at-home spas. Benjamin Dixon, co-founder of the Mackay Dixon team at Douglas Elliman, has watched this trend increase during the pandemic. “More shoppers want to spend more time at home but still want to be able to enjoy activities without feeling constricted,” he says.

Just look at a listing like 315 Rose Hill Road in Water Mill, which is on the market for $37 million starring Douglas Elliman’s Enzo Morabito. The 19,296-square-foot, eight-bedroom, 11-bathroom megahome weighs a gym, tennis court, theater, library, seven fireplaces, game room, wine cellar, spa, and outdoor kitchen with a fire pit. There’s even a catering prep kitchen and bakery for all those tantrums you’re about to throw.

With your own grand entrance featuring a rotunda and double-sided cast bronze staircase topped with a 19th-century stained-glass skylight, why leave this waterfront oasis unless you’re heading to the infinity pool (of course) or to your private dock in Mecox Bay?

Interior shot of 160 Ox Pasture's indoor pool.
With an outdoor pool and indoor pool with slides, this nearly $70 million ox pasture could be your very own water park.
The Corcoran Group

Another fight for the Ultimate Compound trophy is at 160 Ox Pasture Road in Southampton, listed by Corcoran’s Tim Davis for $69.95 million. The 18,000-square-foot, 12-bed, 15-bath property features outdoor and indoor pools (with waterfalls and a slide), a spa, tennis court, paddle court, two pavilions with full kitchens, and a coach house with attached greenhouse.

For less sticker shock, try 534 Hands Creek Road in East Hampton, where Martha Gundersen and Paul Brennan are asking Douglas Elliman for $9.5 million, or in Sagaponack, 871 Sagaponack Main St., which is asking $12 million.

Exterior of the pooled backyard at 534 Hands Creek Road.
Another pool palace is the nearly $10 million home at 534 Hands Creek Road in East Hampton.
Douglas Elliman Realty

The former — six bedrooms, nine bathrooms, 10,000-square-foot playground — lets you lounge in the luxuries of a poolside pergola, freestanding hot tub, bocce ball court, billiards room, and wine-tasting room, while the latter lists — a 3,700-square-foot beauty with four bedrooms, three Bathrooms – features a squash court, artist studio and an additional barn just waiting to be transformed into whatever your back home heart desires.

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