A Rare Two-Parcel Estate in Bridgehampton South, Steps from the Ocean

The principal residence is traditional in spirit and generous in scale, delivering approximately six thousand square feet of interior living space arranged with a clear sense of how a family actually inhabits a home. The entry foyer sets the tone immediately: a grand staircase with a classic wooden handrail and white balusters rises toward an upper-level landing lined with built-in bookshelves, while natural light pours through large windows above the front door and a transom above, casting an inviting warmth across the entire arrival sequence.

The main living areas are spacious and light-filled, with floor-to-ceiling windows and glass doors that dissolve the boundary between interior and landscape. A formal dining room, anchored by a crystal chandelier and framed by tall glass doors overlooking the pool terrace, opens gracefully to the adjacent living spaces — a layout that accommodates both intimate family dinners and larger gatherings with equal ease. Three fireplaces distributed throughout the home ensure that the changing seasons are met with warmth and character rather than mere function.

The kitchen is outfitted with light wood cabinetry, a central island with bar seating, stainless steel appliances, and a distinctive white hexagonal tile floor — a room that manages the difficult balance between practicality and visual elegance. A bright, vaulted sunroom with coral-toned walls, a decorative chandelier, and a wall of large windows brings a conservatory quality to the home's quieter moments, offering a luminous retreat whatever the weather outside.

Upstairs, the primary suite is a composed and peaceful space, featuring a four-poster bed, warm wood flooring, generous built-in storage, and a beautifully appointed bath complete with a central soaking tub set into a dark wood-paneled surround with a stone surround, a crystal chandelier, and a large wall mirror — a room that achieves genuine luxury without surrendering comfort. A secondary living room on this level, with vaulted ceilings, exposed wooden beams, a black wood-burning stove, and French doors opening to an outdoor deck, offers the kind of intimate retreat that makes a large home feel layered and personal.

Five additional bedrooms, several with direct access to the outdoors, provide generous accommodations for family and guests. A recently added guest suite with private exterior access offers an additional dimension of privacy and flexibility — an amenity that speaks to how thoughtfully this property has evolved.

Outside, the heated swimming pool is set within a beautifully composed brick patio and pergola arrangement, bordered by a white picket fence and framed by mature landscaping that provides both privacy and a sense of established permanence. A tennis court completes the recreational picture. From the air, the property reads as a true estate: a main residence, a pool, a sports court, and sweeping lawns enclosed by dense, mature tree canopy — a setting that conveys privacy, scale, and a timeless sense of place.

The adjoining parcel is not an afterthought. It is, in many respects, the offering's most forward-looking asset — a rare opportunity to add a substantial additional residence to the grounds, creating a multigenerational estate of a kind that simply cannot be manufactured in Bridgehampton South today. For those who think in legacies rather than seasons, this is where the property's full promise begins to reveal itself.

Bridgehampton occupies a singular position in the geography and the imagination of the Hamptons. Situated at the geographic center of the South Fork, it sits roughly 100 miles east of Manhattan within the Town of Southampton — a hamlet known for its blend of historic character, open farmland, equestrian culture, and proximity to the Atlantic.

The hamlet's origins reach back to the earliest years of Long Island's English settlement. Shortly after the founding of Southampton in 1640, colonists moved east into lands the Shinnecock knew as Sagaponack and Mecox, establishing a community at the head of Sagg Pond. That community was renamed Bridgehampton after the Sagg Bridge, constructed in 1686 by Ezekiel Sandford, which linked the settlements of Mecox and Sagaponack and gave the locality its enduring name. From those agricultural roots — potato fields, dairy farms, and maritime connections — Bridgehampton has evolved steadily into one of the most sought-after estate communities on the East End, a transformation in which potato fields gave way to organic farms, wineries, and horse farms while the hamlet's essential character was carefully preserved.

Today, that character is layered and genuinely distinctive. The arts are woven into daily life here: the Dan Flavin Art Institute on Corwith Avenue, operated by Dia Bridgehampton, permanently displays the work of one of America's most influential Minimalist artists, bringing internationally significant contemporary art to a hamlet that remains deeply rooted in its agricultural and architectural history. The Bridgehampton Museum, anchored by the 1840 Nathaniel Rogers House and the 1820 Beebe Windmill — one of Long Island's best-known surviving smock mills — provides a tangible link to the hamlet's colonial past.

For those drawn to equestrian tradition, Bridgehampton is home to the Hampton Classic Horse Show, the annual Labor Day event that serves as one of the great social and sporting rituals of the Hamptons season. Private golf courses designed by Rees Jones — Atlantic Golf Club and The Bridge — offer their own caliber of recreational life for those who prefer the fairway.

The hamlet's central location is among its most practical virtues. Southampton and East Hampton are each approximately fifteen minutes away, and Sag Harbor is closer still — a positioning that makes Bridgehampton one of the most convenient bases from which to explore the full breadth of the South Fork. South of town, roads wind through mature estate settings before reaching the hamlet's sandy beaches along the Atlantic, including Mecox Beach, a golden-sand stretch nestled between Mecox Bay and the ocean.

Main Street and Montauk Highway offer a concentrated village experience: boutiques, galleries, cafés, the storied Candy Kitchen soda fountain, Bobby Van's Steakhouse, artisanal provisions at Round Swamp Farm, and the Topping Rose House — a beautifully restored 1842 Greek Revival landmark that now operates as the Hamptons' only year-round luxury hotel, home to a Jean-Georges restaurant and a one-acre working farm.

Bridgehampton South, where Bridgefield Road is situated, represents the quieter, more private southerly reach of this already-secluded hamlet — the side of Bridgehampton that faces the ocean, where the density of the village gives way to estate-sized parcels, mature tree canopy, and the particular quality of light and air that defines life close to the Atlantic. It is a setting that has long been understood by those who seek not just a house in the Hamptons, but a place that endures.