$20 Million Hamptons Spread Comes Complete with Next-Generation Property—and the Promise to Create a Real ‘Legacy’

It’s not every day you find a clean, upscale property in the Hamptons—and it’s rare to find a parcel like this for sale next to an existing building that sits just minutes from the beach.

But that’s exactly what’s up for grabs in Bridgehampton, NY, in the form of a $20 million mansion on a 2.5-acre subdivision that’s perfect for the buyer who wants to create a personal piece of history in the great Long Island community.

Located less than a mile from the Atlantic Ocean, 19 and 33 Bridgefield Road is one of Bridgehampton’s most treasured heritage properties, offering a rare combination of luxury, beauty, and long-term potential that makes it an ideal productive investment.

A turnkey vacation home this property is not intended – and is not intended – for a quick fix and flip. But for those who want to make themselves like some of the Hamptons’ most important homeowners, the estate offers a rare opportunity to do so.

“For those looking for a property that can thrive for generations, this property is exceptional,” the listing notes.

Anchoring the property is a gracious, six-bedroom home built in 1985, defined by its double-height great room, where floor-to-ceiling windows overlook the landscaped gardens and open countryside nearby.

Three living rooms, a formal dining room, and an eat-in kitchen add to the classic feel of the property, providing ample space for large families—and their friends—to spend time together.

Although it is located in the Hamptons, the residence is reminiscent of a residence Kennedy A family heirloom Hyannis Port estate-or Bush The family’s Kennebunkport spreads, both of which are recognized as among America’s finest heritage buildings.

While this place may not be in the hands of a political dynasty right now, it is ready to welcome a family of equal fame, or at least one who wishes to make a lasting impact on the neighborhood.

On paper, the Kennedys and the Bushes would be very much at home in the area, with neighboring land preserved on one side and only one residence on the other. As a result, the setting feels unusually private for such a central location.

“This property is close to Ocean Road—which is the road that connects the town to the ocean,” said the listing agent. Angela Boyer-Stumpof Sotheby’s International Realty Hamptons. “Being off this road makes it a very desirable location.”

In addition to its proximity to the best of Bridgehampton, this property also offers compelling indoor and outdoor living spaces.

“What seems to really affect buyers is how the home lives outside and inside the house,” said Boyer-Stump. “It comes with this spacious outdoor space that allows for privacy, entertainment, and flexibility in the future, which is very important today.”

Large windows in the main living area help transform the beautiful grounds surrounding the home into a real work of art, while the sound of the waves in the distance creates a real sense of calm.

The grounds are designed for both entertainment and relaxation. A swimming pool and full-size tennis court round out the outdoor offerings, while open lawns and mature plantings provide ample space for entertaining or quiet retreats.

“The flow between the main living areas and outdoor spaces makes the home feel larger and more connected to its surroundings,” adds Boyer-Stump. “The fact that there are two lots is very appealing to buyers who envision hosting family and friends for generations.”

Architecturally, the residence is thoughtfully placed to make the most of the land, while still allowing two separate parcels to function independently.

“One of the most compelling things about this place is that it’s not just a home, it’s a long-term vision,” Boyer-Stump said.

Although the home itself has not undergone major renovations in recent years, the real power lies in what follows.

“Rather than being restricted to the latest renovations, buyers are offered a blank canvas paired with great world value—a combination that is increasingly lacking in today’s markets.”