Hot sales and listings…along with the latest real estate news in the Hamptons.
It’s finally spring! Didn’t it feel like January was about six weeks long this year? Thank goodness for daffodils and tulips and forsythia, I say.
Spring, of course, leads inexorably into another summer season here. According to agents we spoke to, demand is quite strong this year for rentals. A quality medium-priced property, well presented with amenities, is eagerly sought-after, with some tenants already wanting to lock in for summer 2026, too. Publicly listed rentals range from a high of $2.5 million, Memorial Day to Labor Day, on Cobb Lane in Water Mill, with quite a few more $1 million plus rentals than usual.
The Glass House
A true icon of contemporary architecture has returned to the market, offering a rare opportunity for the discerning luxury buyer. The Glass House — an architectural triumph by Jeff Smilow, the visionary structural engineer behind One World Trade Center — is now available for $5.999 million, making its first market appearance since 2021.
Set on nearly two acres and overlooking a pristine 20-acre reserve, this extraordinary residence seamlessly integrates cutting-edge design with nature. Spanning approximately 10,000 square feet, the home is a striking composition of steel, glass, and concrete, offering a sophisticated yet serene retreat. The grand open-concept living, dining, and kitchen area — completely free of structural columns — is encased in soaring floor-to-ceiling glass, blurring the lines between indoor and outdoor living.

Represented by Jenny Landey & Zack Dayton of Sotheby’s International Realty
The property boasts an elaborate kitchen by Scavolini, along with Gaggenau appliances and two huge kitchen islands. A stone patio frames a 27×55’ saltwater pool and hot tub. There’s a lot of doubles in this house, with two separate staircases to the second floor and two primary bedroom suites.
The lower level is huge, with a four-car garage accessed via an underground tunnel. Interested? Own stock in Windex? Contact listing brokers Jenny Landey and Zack Dayton at Sotheby’s International Realty.
Jaffe Barn
A less modern Bridgehampton house built by renowned architect Norman Jaffe has been listed by Beate V. Moore at Sotheby’s International Realty. Jaffe is well known as a midcentury architect; his most famous design is probably Gates of the Grove at the Jewish Center of the Hamptons. He was well known for loving natural stone and wood inside his designs, with over 50 of them remaining out east.
The Bridgehampton barn style property includes 1.5 private acres of land and an architectural landmark in original condition. Asking price is $9 million.

Represented by Beate Moore of Sotheby’s International Realty
Photo: Richard Taverna
Close to the ocean, the property is located on a quiet dead-end street off Jobs Lane. It was built in 1977, for Jack Whitaker, the TV sportscaster who covered the first Super Bowl, Secretariat’s Triple Crown victor, and so on. The next owners renovated the place, adding a two-card garage and another bedroom, making for a total of 5,000 square feet. There are three fireplaces, including one in the kitchen, four bedrooms and four baths. Not enough? Don’t worry, there’s room to expand, as well.
Sagaponack Charm
In the peaceful green farm fields of southern Sagaponack, close to the ocean and not far from Wainscott, a 1775 house is for sale. Original charming features combine with new luxuries to create a knockout of a house, set on one acre of land and facing 83 acres of agricultural reserve. Listing agent is Susan Green of Sotheby’s International Realty.
Designer Brian Worthington renovated the place in the past several years, ensuring the character and craftsmanship of the original building was preserved, while also including modern amenities. It now offers five bedrooms and six and a half bathrooms in a hefty 6,500 square feet.
On the first floor is an original brick fireplace, a spacious eat-in kitchen, a mudroom, a walk-in pantry and a powder room. There is also a junior primary suite on this floor, which includes a private patio.

Represented by Susan Green of Sotheby’s International Realty
Photo: Lena Yaramenko
Upstairs, the primary en-suite includes a sitting room and another private patio. Two more bedrooms can be found up here, as well as a laundry room. Yep, there’s also a finished lower level with a cedar wine cellar, an additional en-suite bedroom, and a gym that can also be used as a sixth bedroom with a full bathroom.
Still need to put your annoying Aunt Susan somewhere? There’s a combined two-car garage and pool house, which includes a full bathroom and a kitchenette. More snacks, Aunt Susan? Oh wait, the wifi is going down. Later!
Two For One
Jeremy Morton, already the owner of Ruschmeyer’s and Rick’s Crabby Cowboy in Montauk and the now-gone Morty’s Oyster Stand in Napeague, has purchased two large pieces of Sag Harbor real estate for $30 million. Hal Zwick and Jeffery Sztorc of Hamptons Commercial Real Estate at Compass represented both buyer and sellers.
The shopping complex, which was once mooted as the future home of Bay Street Theater, will undergo extensive renovations and the addition of a second floor. 2 Main Street, which is currently 4,600 square feet, currently houses K Pasa, Espresso’s, Yummylicious, and the UPS Store. The land is 0.27 an acre.

Represented by Hal Zwick & Jeffery Sztorc of Compass
22 Long Island Avenue includes a 15,000-square-foot, mixed-used building and a large parking lot for 26 cars, all set on 0.67 of a waterfront acre. It had been purchased in 2020 by the Friends of Bay Street for $13 million. The group envisioned a new home for Bay Street Theater but eventually decided to give up on the idea.
Right now, there are 12 units in the building, with some retail as well as offices on the partial second floor. A 7 Eleven had been the largest tenant, with 3,075-square-foot, but the store left after the building was sold to Friends of Bay Street. The most notable current tenant is Cluckman’s, a chicken-oriented restaurant with tasty sandwiches and shakes, owned by veteran restaurateur Michael Gluckman.