luxury seaside houses for sale Southampton, United States

Set on 2.25 acres south of the highway within the exclusive gated community of Fordune, this beautifully renovated Southampton estate offers over 8,000 square feet of thoughtfully designed living space with private access to one of the Hamptons' most coveted ocean beaches. Originally designed by architect Michael Goldman and reimagined in 2023 by renowned designer Mathew Boland, the residence balances timeless architecture with warm, understated interiors. Guided by Boland's philosophy that "nothing is too perfect, and everything is approachable and welcoming," each room has been carefully curated with its own distinct character while contributing to a cohesive sense of home. A gracious foyer opens to beautifully proportioned living and entertaining spaces, including a chef's kitchen with custom cabinetry and premium appliances, formal living and dining rooms, a sunlit family room, a library, and a serene first-floor primary suite with dual dressing rooms and a marble bath. A 72-foot screened porch extends across the rear of the home, overlooking the heated 20' x 50' gunite pool, expansive stone terraces, and park-like grounds that flow seamlessly into the protected reserve beyond, creating an extraordinary sense of depth, privacy, and open space. The second level offers three en-suite guest bedrooms, while an unfinished wing presents an opportunity for additional bedrooms, a studio, or wellness space. The lower level includes a media room, guest and staff accommodations, a massage room, laundry, cedar closet, and generous storage. Inspired by the landscapes of the South of France, the gardens unfold as a series of intimate outdoor rooms with a walled garden, gazebo, and potting shed. With room for tennis and the rare privilege of private ocean access reserved exclusively for Fordune residents, this is a distinguished offering in one of Southampton's most sought-after enclaves.

Set across nearly nine acres with a quarter mile of pristine waterfront, this extraordinary compound unites three contiguous estates, 54, 24, and 20 Jule Pond Drive, into one commanding sanctuary. Fordune Estates is the prestigious enclave in Southampton, originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today, Fordune spans approximately 42 acres and is home to an array of distinguished residences. Sweeping views stretch from Channel Pond to the Atlantic Ocean, creating a horizon line that's as open as it is dramatic, with direct beach access just to the west enhancing the experience. Expansive lawns, sculpted gardens, and natural shoreline define the setting, blending seamlessly to create an environment both powerful and serene. Together, the properties offer more than 15,000 square feet of refined living space across multiple residences, each complemented by pools and pool houses. An all-weather tennis court is located on 24 Jule Pond Drive. Flexible acquisition options include the full compound, the combined 24 and 20 offering, or 54 Jule Pond Drive individually as a singular waterfront residence. The 2.68-acre parcel at 20 Jule Pond Drive allows for a guest pavilion, wellness retreat, or private studio tailored to the next owner's vision. With close proximity to Southampton Village's Main Street-its shopping, dining, and cultural destinations-and minutes from premier golf courses, the setting delivers a coveted blend of privacy and effortless access.

Set across nearly nine acres with a quarter mile of pristine waterfront, this extraordinary compound unites three contiguous estates, 54, 24, and 20 Jule Pond Drive, into one commanding sanctuary. Fordune Estates is the prestigious enclave in Southampton, originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today, Fordune spans approximately 42 acres and is home to an array of distinguished residences. Sweeping views stretch from Channel Pond to the Atlantic Ocean, creating a horizon line that's as open as it is dramatic, with direct beach access just to the west enhancing the experience. Expansive lawns, sculpted gardens, and natural shoreline define the setting, blending seamlessly to create an environment both powerful and serene. Together, the properties offer more than 15,000 square feet of refined living space across multiple residences, each complemented by pools and pool houses. An all-weather tennis court is located on 24 Jule Pond Drive. Flexible acquisition options include the full compound, the combined 24 and 20 offering, or 54 Jule Pond Drive individually as a singular waterfront residence. The 2.68-acre parcel at 20 Jule Pond Drive allows for a guest pavilion, wellness retreat, or private studio tailored to the next owner's vision. With close proximity to Southampton Village's Main Street-its shopping, dining, and cultural destinations-and minutes from premier golf courses, the setting delivers a coveted blend of privacy and effortless access.

The legendary Atterbury Estate in prestigious Southampton, New York, has finally come on the market after decades. This is a once-in-a-generation opportunity to create a legacy estate compound on 30± acres in the hills near the sea. Tucked away in Shinnecock Hills, which is part of the Hamptons summer resort enclave of Long Island's South Fork, the 30-acre estate is comprised of 2 parcels: a 14.68± acre southwest parcel which includes a stately bespoke residence with provenance back to circa 1912 and an historic carriage house as well as a garage, greenhouse, pool, pool house, and tennis court. The 15.18± acre southeast parcel consists of rolling, wooded raw land. Many subdivision possibilities exist for one or both parcels. On entering the impressive gates of this palatial estate, one is intrigued by the winding driveway through the Shangri-la setting until you reach the cobblestone entry through a port cochere unveiling the sensational, fully renovated 12-bed, 10-bath, 12,601± sq ft historic residence set atop the hillside built by the famed turn-of-the-century Grosvenor Atterbury, one of the most influential architects, town planners, and inventors of the first half of the twentieth century whose style has a sophisticated and enduring elegance. The cobble-stoned inner sanctum driveway encircles a Venetian fountain overlooking the expansive park-like grounds designed by Fredrick Olmsted, the father of American Landscape architecture best known for designing the grounds of New York City's Central Park and the U.S. Capitol in Washington, D.C. The-world class professionally maintained landscaping has a wide variety of exquisite specimen trees and plants. Watch spectacular sunsets from the lounge area overlooking the serene rolling hills or take to the jogging trails around the entire perimeter of the 30 acres. A stately stucco façade with graceful lines is a hallmark of the exterior, and the traditional ambience continues beyond the front door. The grand entry is flanked by the sun-drenched formal living room, dining room, and study each warmed by custom limestone and marble fireplaces. Renovated to the highest level of design and craftsmanship, classic details abound throughout the residence, from intricate custom trim and crown molding, handsome walnut hardwood floors with mahogany ribboned trim, Venetian plaster 12" interior walls, to custom insulated glass windows and doors that admit glorious natural light throughout. A spacious eat-in kitchen and butler's pantry have been appointed with top-of-the-line stainless-steel appliances. The adjacent family room flows beautifully out to a breezy al-fresco outdoor dining area with a koi pond. The luxurious primary suite includes a sitting area with glorious water views of shimmering Shinnecock Bay warmed by one of the home's 5 fireplaces and an airy onyx spa bath with Lefroy Brooks fixtures and a sauna. Eleven delightful guest bedrooms, six of which are secluded in a separate guest wing tower connected via a portico with a 3-stop elevator to the look-out terrace, a 10-seat movie theater room with fiber-optic ceiling lighting and a separate 2-bedroom apartment with kitchen. Luxury high-end amenities include geothermal and 6-zone heating and cooling systems, radiant floor heating, central station alarm systems, and an elaborate audio/visual system with built-in iPod wall docking stations. Located just 4 miles± to the Beach, 3.5 miles± to Southampton Village's shopping and fine dining, 28 miles± to the famed world-class Sebonack Golf Club, and 89 miles to Manhattan. Those seeking privacy, exclusivity, and the wide-open spaces of a grand estate with the flexibility to subdivide and develop will find this an extraordinary gold-standard investment opportunity in the Hamptons. Also offered separately as PROPERTY #1 ATTERBURY COMPOUND/409 Montauk Hwy, Southampton 14.68 acres for $17,500,000 and PROPERTY #2 LAND ONLY/369 Montauk Hwy, Southampton 15.18 acres for $7,500,0

The legendary Atterbury Estate in prestigious Southampton, New York, is now offered as a rare opportunity to acquire the historic residence and all existing improvements on 14.68± acres. This once-in-a-generation offering sits in the hills near the sea within Shinnecock Hills, part of the Hamptons' storied summer enclave on Long Island's South Fork. This 14.68± acre southwest parcel includes the stately bespoke residence with provenance back to circa 1912, along with the historic carriage house, garage, greenhouse, pool, pool house, and tennis court. The winding driveway through the Shangri-la setting leads to a cobblestone entry and port cochere unveiling the sensational, fully renovated 12-bed, 10-bath, 12,601± sq ft historic residence built by famed turn-of-the-century architect Grosvenor Atterbury, whose sophisticated style endures more than a century later. The cobblestoned inner-sanctum driveway encircles a Venetian fountain overlooking expansive park-like grounds designed by Frederick Olmsted, the father of American landscape architecture. Professionally maintained landscaping features exquisite specimen trees and plantings. Enjoy spectacular sunsets from the lounge area overlooking serene rolling hills or take to the jogging trails that wind through the estate. A stately stucco façade with graceful lines sets the tone for the traditional ambience within. The grand entry is flanked by sun-drenched formal living and dining rooms and a study, each warmed by custom limestone or marble fireplaces. Renovated to the highest level of design and craftsmanship, the residence showcases intricate custom trim, crown molding, walnut hardwood floors with mahogany ribboned trim, Venetian-plaster 12" interior walls, and custom insulated glass windows and doors that welcome glorious natural light. The spacious eat-in kitchen and butler's pantry feature top-of-the-line stainless-steel appliances. The adjacent family room flows to a breezy al-fresco dining area with a koi pond. The luxurious primary suite includes a sitting area with shimmering water views of Shinnecock Bay, one of the home's five fireplaces, and an airy onyx spa bath with Lefroy Brooks fixtures and a sauna. Eleven additional guest bedrooms include six secluded in a separate guest-wing tower connected via a portico with a 3-stop elevator to the look-out terrace. Additional amenities include a 10-seat movie theater with fiber-optic ceiling lighting and a separate 2-bedroom apartment with kitchen. Luxury features include geothermal and 6-zone heating and cooling systems, radiant floor heating, central-station alarm systems, and an elaborate audio/visual system with built-in iPod wall docking stations. Located just 4 miles± to the beach, 3.5 miles± to Southampton Village's shopping and dining, 2.8 miles± to world-class Sebonack Golf Club, and 89 miles± to Manhattan. Those seeking privacy, exclusivity, and the grandeur of a historic estate will find this an extraordinary investment opportunity. NOW AVAILABLE FOR THE FIRST TIME: Can be purchased as single and separate properties. A separate 15.18± acre land-only parcel is also available, as well as a combined offering encompassing the full 30± acre Atterbury Estate.

Breathtaking Meadow Lane estate offering expansive ocean and bay views across +/- 9.75 acres of lush, landscaped grounds. The property features expansive lawns, an oceanside gunite pool, and an Omni tennis court. A sophisticated blend of modern and Mediterranean-inspired architecture delivers soaring ceilings and grand open spaces throughout. Designed with state-of-the-art, high-end finishes, the residence includes an ultramodern chef's kitchen with quartz countertops and premium stainless steel appliances. Both the living room and family room showcase water views, fireplaces, and wet bars, with a dramatic two-story coffered dining room positioned adjacent. The second-floor primary suite captures sweeping ocean vistas and offers a fireplace and spa-caliber bath. All six bedrooms feature automatic shades and newly renovated contemporary bathrooms. Additional amenities include an elevator and a full catering kitchen. Created for exceptional indoor-outdoor living, the home provides multiple terraces on both levels framing panoramic ocean and bay vistas. A raised boardwalk leads toward the shoreline, offering elevated, breathtaking perspectives of the surrounding waters. Approved plans are in place to capture an additional +/- 1,000 sq. ft. of living space and rework the existing indoor-outdoor floor plan to further modernize and balance the layout. Inquire today to arrange a confidential showing of this world-class property.

On a quiet lane in one of Bridgehampton South's most desirable beach neighborhoods, this Richard Gluckman-designed modern combines impressive architecture with an easy Hamptons way of living. Set on a beautifully landscaped, south-facing acre just a block and a half from the ocean, the house is seriously stylish and equally comfortable. Clad in Alaskan yellow cedar, the home features a translucent channel-glass wall that filters soft light into the interiors. Expansive floor-to-ceiling windows across the rear of the house and thoughtfully placed skylights bring in natural light throughout the day. The main living and dining spaces are open and beautifully proportioned, with white oak floors and a soaring oak ceiling adding warmth to the modern interiors. A Bulthaup kitchen with Gaggenau and Bosch appliances is seamlessly integrated into the living space. Ample room for art is fitting, given Gluckman's reputation as one of the foremost architects of museum and gallery spaces. With four bedrooms and four and a half baths, the house is intimate rather than oversized, with every space considered. Upstairs, the primary suite opens to a series of terraces leading to a rooftop deck with ocean views. An office/den off the primary offers a private place to work or relax. Outside, the heated gunite pool, outdoor shower, covered decks and landscaped grounds feel like a natural extension of the house. 83 Sandpiper Lane has the clarity of a truly architect-designed home without ever feeling precious. Distinctive, relaxed and exceptionally close to the beach, it's a rare offering in a location where the ocean is part of everyday life.

1.6 acres, waterside pool, 3-car garage, guest house, truly special waterfront.

A Once-in-a-Generation Hamptons Bayfront Resort Legacy Estate Looking for the Ultimate Hamptons Bayfront Resort and Waterfront Business? Here it is. Presenting an extraordinarily rare, once-in-a-generation Hamptons Bayfront Resort and legacy estate on a spectacular stretch of pristine sandy Bay Beachfront. This exceptionally rare Hamptons Resort property and business opportunity offers six charming cottages with a total of 12 bedrooms, and 6 baths creating the ultimate private retreat, waterfront compound, or income-producing Bayfront business opportunity. A defining feature of this extraordinary offering is the expansive and exceptionally rare private fully equipped with water and electric two dock marina with dockage for up to 10 Boats, plus an additional 4 Jet Skis docks - an unmatched waterfront amenity rarely found in the Hamptons. Enjoy direct access to the open waters of Shinnecock Bay with effortless boating to the Atlantic Ocean. Set on a breathtaking sandy Bayfront Beach with panoramic water views and unforgettable sunrises, this one-of-a-kind waterfront oasis offers endless opportunities for recreation, relaxation, entertaining and business. Whether envisioned as a luxury family estate, boutique waterfront retreat, or premier resort-style business investment, this is a truly irreplaceable offering in one of the Hamptons' most coveted waterfront locations. Rarely does a Hamptons Bayfront business property of this style and scale, flexibility, and boating capacity ever become available.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. The existing modern beach house is a commanding, nearly 9,000 sq. ft. home built with substance and intention. Walls of glass open the home to the serene ocean landscape, offering first floor views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out at ground level toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination- whether simple enjoying as is, updating the luxurious interior or elevating the existing design to current standards and styles to match its surroundings. Alternate, the home could be completely rebuilt within a generous building envelope. Directly across the private gravel drive, a second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This property offers luxury and opportunity that few oceanfront homes can match anywhere in the Hamptons.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. The existing modern beach house is a commanding, nearly 9,000 sq. ft. home built with substance and intention. Walls of glass open the home to the serene ocean landscape, offering first floor views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out at ground level toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination- whether simple enjoying as is, updating the luxurious interior or elevating the existing design to current standards and styles to match its surroundings. Alternate, the home could be completely rebuilt within a generous building envelope. Directly across the private gravel drive, a second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This property offers luxury and opportunity that few oceanfront homes can match anywhere in the Hamptons.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as it is breathtaking. The main residence is a commanding, nearly 9,000 sq. ft., modern beach house-built with substance and intention. Floor to ceiling walls of glass open the home to the serene ocean landscape, offering uninterrupted views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. A pre-existing, non-conforming lower level is fully built out with staff quarters, wine cellar, gym, game room and more. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination-whether reconfiguring the interior or elevating the existing design to match its surroundings. Directly across the private gravel drive, the second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This is not just a property - it's a true compound - in one of the most coveted oceanfront enclaves in the world.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as it is breathtaking. The main residence is a commanding, nearly 9,000 sq. ft., modern beach house-built with substance and intention. Floor to ceiling walls of glass open the home to the serene ocean landscape, offering uninterrupted views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. A pre-existing, non-conforming lower level is fully built out with staff quarters, wine cellar, gym, game room and more. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination-whether reconfiguring the interior or elevating the existing design to match its surroundings. Directly across the private gravel drive, the second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This is not just a property - it's a true compound - in one of the most coveted oceanfront enclaves in the world.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as it is breathtaking. The main residence is a commanding, nearly 9,000 sq. ft., modern beach house-built with substance and intention. Floor to ceiling walls of glass open the home to the serene ocean landscape, offering uninterrupted views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. A pre-existing, non-conforming lower level is fully built out with staff quarters, wine cellar, gym, game room and more. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination-whether reconfiguring the interior or elevating the existing design to match its surroundings. Directly across the private gravel drive, the second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This is not just a property - it's a true compound - in one of the most coveted oceanfront enclaves in the world.

Rarely does a property like this become available in Sagaponack. Set on half acre on a quiet lane with only a few neighboring residences, this exceptional three-bedroom, three-bathroom contemporary beach house allows its extraordinary setting to take center stage. With direct access to one of the East End's most beautiful stretches of beach, it is designed to embrace its remarkable setting, with stunning ocean vistas from almost every room. The open plan first floor is flooded with light, with sliding doors on two sides open to a wrap around deck perfect for indoor outdoor oceanfront entertaining. Upstairs there are three bedrooms, also with magnificent views, and a covered deck. If you have dreamed of a carefree, low maintenance, barefoot living, listening to the sound of the surf and watching the iridescent Sagaponack light over the sea, look no further!

Introducing Goose Creek - an exceptional 7.45-acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

Introducing Goose Creek - an exceptional 7.45-acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

Introducing Goose Creek - an exceptional 7.45 acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

Nestled between the Atlantic Ocean and Georgica Pond lies a storied property synonymous with Hamptons history. The 8.22-acre two parcel compound has changed hands just three times despite being one of the first properties developed in the Georgica Dunes, with each owner treating the estate as a sacred trust - honoring its remarkable legacy while elevating its elegance. The offering comes with the last vacant buildable oceanfront parcel in the Village. Among the landscaped grounds, you'll discover over 500 feet of ocean frontage, unobstructed views, the last working boathouse on the pond, a red clay tennis court, a nearly 9000-square-foot main residence, and room for additional habitable structures. With award-winning design, bespoke craftsmanship, and a provenance that reads like a chapter of American cultural history, this is an unmatched residence ready to greet its next generation of proud stewards. Completed in 1894 by Laura Brevoort Sedgwick James, the residence is thought to be one of the oldest on the Georgica Dunes. In 1935, Juan Trippe, founder of Pan American World Airways, acquired the home and expanded the compound. In 1981, the property was sold to fashion designer Calvin Klein and his wife, Kelly Rector Klein, who launched a meticulous transformation of the home under renowned French architect Thierry Despont. The residence is a classic Shingle Style abode featuring gambrel roofs and over 5,000 square feet of decks, patios, and gardens for seamless indoor-outdoor living. Inside, the showplace expertly pairs glamorous contemporary design with original elements for a timeless aesthetic spanning more than a century of elegant living. Soaring beamed and coffered ceilings rise above original wide-plank pine, new oak, imported French stone, custom millwork and eight fireplaces. A gracious foyer with a two-story metal fireplace makes a dramatic first impression, while the formal dining room sets the stage for lavish entertaining. Linger in the charming tearoom, or gather in a living room topped by a glass catwalk or enjoy all-season enjoyment of the surrounding landscape in the attached screened-in porch. Entertaining is effortless with a main kitchen, prep kitchen and staff kitchen equipped with La Cornue, Viking and Sub-Zero appliances. A chic bar/lounge keeps refreshments within easy reach. Across the deck, the iconic tower is a retreat within a retreat featuring a curved staircase, a dome, a family room with its own wet bar, and a private bedroom suite above. The home's upper level includes a palatial owner's suite featuring a fireplace, two bathrooms with walk-in closets, and access to a large deck. Three secondary suites enjoy water vistas, while a study and wraparound decks complete the top floor. The thoughtfully appointed lower level - complete with a sixth bedroom suite, staff quarters, mudroom, laundry and sauna - ensures the estate runs effortlessly. Extensively updated for modern living, the residence boasts new hurricane-rated windows and doors, geothermal systems, a generator, fully integrated security and smart home automation. Thanks to its unrivaled location, the sanctuary commands virtually unimpeded, 360-degree views from dawn to dusk. Enjoy sunrise strolls on the beach, take a sunset paddle on the pond, and perfect your backhand on the clay tennis court featuring a viewing terrace. Garden paths amble past irrigated landscaping, native plantings and fountains, while the outdoor shower rinses sandy toes and paws. An automated entry, locked garden gates, a four-car garage, and ample parking complete the property. Alongside the tennis court, you'll find the ideal setting for a two-bedroom guest cottage and pool/spa addition. On the adjacent 1.89-acre parcel, architectural plans envision a three-story residence with a garage.

Set on 0.47+- acres in the heart of Sag Harbor Village, this inviting four-bedroom, three-bath residence offers privacy, comfort, and an exceptional location near the village's renowned beaches, marina, shops, restaurants, and entertainment. A mature stone wall and approximately eight-foot trees create a private, screened setting, while a private community beach provides an added amenity for enjoying the coveted waterfront lifestyle. The main living level features an open-concept living room with a wood-burning fireplace, a spacious kitchen designed for relaxed gathering and entertaining, and a well-appointed primary suite with private bath. An in-home office and full bath complete this level. The lower level offers three additional bedrooms, a full bath, and a comfortable family room, providing excellent space for guests or extended stays. Outdoors, a wraparound terrace and open patio create inviting settings for al fresco dining, lounging, and entertaining. Ideally positioned near Havens Beach and the Sag Harbor Marina, with Main Street's vibrant village life just moments away, this private retreat captures the quintessential Sag Harbor lifestyle. Listing ID: 935193

Freshly updated and effortlessly stylish, this Sag Harbor retreat includes coveted private beach access. Sunlight pours through the home, creating a bright, airy atmosphere that feels as inviting in the off-season as it does at the height of summer. The interior offers five well-proportioned bedrooms and 3.5 beautifully finished marble baths, along with a seamless open-concept layout. A modern kitchen flows into the dining and living spaces, ideal for both relaxed everyday living and entertaining. Outdoors, a heated gunite pool with spa anchors the backyard, offering a perfect setting for warm-weather enjoyment. Upstairs, the primary suite features a generous private balcony overlooking the grounds, providing a quiet escape. Just minutes from both Sag Harbor Village and East Hampton, this property strikes the perfect balance between convenience and tranquility.

Set along the quiet shoreline of Pipers Cove Bay in Shelter Island Heights, this west-facing waterfront retreat is tucked at the end of a private drive and has been thoughtfully reimagined by Heiberg Cummings, whose signature approach to layered design transforms the home into something both sophisticated and deeply connected to its surroundings. Every room on both levels is oriented toward the water, creating a constant dialogue between the interiors and the landscape beyond. Natural textures, a restrained palette, and carefully considered details allow the landscape to remain the focal point. The house unfolds around the view with a central wood-burning fireplace anchoring the open living room, kitchen and dining space. Glass doors open onto a series of waterfront decks, blurring the line between indoors and out and offering a front-row seat to the island's spectacular western sunsets. The primary suite occupies the main level, complete with an en-suite bath and private waterfront terrace. Downstairs, two bedrooms and a full bath are complemented by a generous waterfront den and library, creating an inviting second living space with uninterrupted views across the cove. On the opposite side of the den, a shaded terrace offers another quiet place to read, relax, or escape the afternoon sun. Outside, the property reveals itself one destination at a time. Multiple outdoor living spaces, perfect for hosting summer dinners on the terrace overlooking the water, or sunset cocktails in the private beach garden with two fire pits and a lantern lit dining area. Fully equipped beach bar , integrated outdoor sound system disappears into the landscape. Mooring rights for a vessel up to 40 feet make it easy to explore the surrounding waters before returning home for sunset. Private, thoughtfully designed, and deeply connected to the water, this is a home that captures the quieter side of the East End, where mornings begin on the beach, afternoons are spent on the water, and each day ends with the sun setting over Pipers Cove Bay. Residents also enjoy access to the Shelter Island Heights community tennis courts, while the Ferry, Marie Eiffel Market, Leon 1909, and the Heights' shops and waterfront are all just a short distance away, placing some of the island's favorite destinations within close proximity.