luxury house with sea view for sale Sagaponack, United States

Set on nearly two acres south of the highway, this exceptional Wainscott estate is a study in scale, proportion and understated elegance. Spanning around 12,000 square feet, the residence is both impressive and inviting, with beautifully composed interiors, generous proportions and an easy flow throughout. The home features eight bedrooms, ten full and three half baths, gracious formal and informal living areas, a library, media room, gym and four fireplaces. Outside, expansive terraces and covered porches overlook a 50-foot heated gunite pool and spa, pool house and sunken Har-Tru tennis court, creating a private setting designed for both relaxing and entertaining. A rare Hamptons offering combining exceptional quality, impressive scale and a coveted Wainscott location.

Welcome to 21 & 407 Fairfield Pond Lane. Wind down your private road to your oceanfront compound, shared with only three other oceanfront homes. This unique offering affords a new buyer the opportunity to be on the most exclusive stretch in Sagaponack, with the potential for a multigenerational compound with sweeping views of the ocean and pond. The oceanfront parcel, with 200' of direct ocean frontage, features a 9,000+/- square foot residence with floor-to-ceiling glass, expansive ocean views, and terraces overlooking the pool, spa, and natural landscape extending to the dunes. A grandfathered beachfront pavilion and private stairs provide direct access to the Atlantic Ocean. The lower level, which could not be replicated under current building regulations, includes staff quarters, a wine cellar, gym, and game room. An existing nonconforming rock revetment provides coastal protection. The second parcel features an existing golf course and deeded ocean access, with the potential for a full program including a residence, pool, pool house, and sport court. This is truly a once-in-a-lifetime opportunity for a discerning buyer with a growing family who values privacy and location. When we think of trophy real estate assets, this checks all the boxes. Properties like this are increasingly difficult to find and represent a solid investment today and for generations to come.

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

Welcome to an extraordinary new construction contemporary home in the highly sought-after Bridgehampton, NY. This stunning property is perfectly designed for those seeking the ultimate oceanfront living experience. With 125' of ocean frontage and sprawling over 1.5 acres on Surfside Drive, this property offers an unparalleled level of luxury and sophistication. The 8,600 SF+/- residence features 8 bedrooms, 8 full and 1 half bathrooms, a heated gunite pool and spa, and breathtaking ocean views. The modern eat-in kitchen is a chef's dream, equipped with top-of-the-line appliances, custom soft-close cabinetry, a large center island, dining area, and a glass-enclosed wine closet. The first level primary en-suite bedroom, with a walk-in closet, offers direct access to the outdoor patio, perfect for enjoying the fresh ocean air. This contemporary masterpiece is perfect for those who appreciate the finer things in life. Whether you're looking for a full-time residence or a luxurious vacation home, this property has it all. With its sleek and stylish design and magnificent ocean views, this home is sure to impress even the most discerning of buyers. Don't miss out on the opportunity to own a piece of paradise in one of the most prestigious neighborhoods in the Hamptons. Contact us today to schedule a private viewing.

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.

Set on a private peninsula on Mecox Bay, this stunning 12.2 +/- acre estate is now available for purchase. With 28,000 +/- square feet of living space across three levels, the magnificent residence boasts 11 bedrooms, 14 full bathrooms, and 5 powder rooms. Upon entry, a grand foyer with dual staircases introduces the main level and showcases a flood of natural light through floor to ceiling windows. The well equipped eat-in kitchen highlights stainless steel appliances and marble countertops with a generous stew pantry, and is accompanied by a formal dining room with seating for ten. Outfitted for all season dining, the exterior family room affords additional seating. The formal living area is joined by a private study and a separate den with a fireplace and wet bar. Access to the attached 3-car garage, staff bedroom, and three powder rooms complete this floor. The secondary level offers a spacious primary suite along with six guest bedrooms, four of which are ensuite. The guest wing is joined by two seating areas, an office, and an upstairs laundry room, while multiple terraces present sweeping views across the expansive estate and towards Mecox Bay. Fit for entertaining, the lower level presents an abundance of amenities including a 14-seat movie theatre, 2-lane bowling alley with a viewing area for 12 people, half court basketball, professional gym, 350 bottle wine cellar, and a game room with billiards, 750 gallon shark tank, wet bar, arcade, and ping pong table. The downstairs also provides three bedrooms, two bathrooms and a staff area with kitchenette, living room, and dining room. Accommodating all aspects of relaxation, the residence is equipped with a massage room, spa with sauna and steam room and an indoor swimming pool. With no detail or amenity spared, the exterior hosts numerous entertainment elements including a courtyard with a fire pit and concealed outdoor television, multiple lounging areas, heated pool with a spa and waterfall, half basketball court, and an outdoor dining area with large grill and pizza oven. Surrounded by a moat, the pergola and separate pool house affords a kitchenette and full bathroom. With a picturesque setting and a backdrop of bay views, this resort-like estate is truly a unique south of the highway opportunity.

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.

Tucked along one of the most coveted streets in the Amagansett Dunes, this charming shingle-style beach cottage offers a rare combination of location, history, and timeless East End character. Extra-wide and paved, Surf Drive was once the route to the historic Beach Hampton Surf Club, adding a wonderful sense of place to this treasured setting. Lovingly owned and maintained by the same family for more than 50 years, the property is being offered for sale for the first time. Its established rental history further enhances its appeal, whether envisioned as a summer escape, investment property, or both. The single-level home offers an easy, relaxed floor plan designed for effortless summer living. A comfortable living room with fireplace opens to a dining area that flows naturally into the kitchen, while three bedrooms provide space for family and guests. An additional bonus room offers flexibility as a den, home office, or quiet retreat. Outside, nearly 500 square feet of expansive decking extends the living space and creates an inviting setting for outdoor dining, entertaining, or simply settling in for a long summer afternoon. A convenient storage shed keeps beach chairs, bicycles, boards, and other summer essentials close at hand. Just minutes from the shops, restaurants, farm stands, and legendary Stephen Talkhouse in Amagansett, and only a few miles from Montauk, this is a rare chance to own a piece of the Dunes with a story of its own. With its exceptional location, single-level living, proximity to the ocean, and proven rental history, this beloved family cottage offers the opportunity to carry its legacy forward while creating your own East End memories.

Located in North Amagansett's coveted Devon Colony, 16 Devonshire Lane presents a rare opportunity to create your dream Hamptons retreat. Built in 1984, this property is ready for a thoughtful renovation or a brand-new vision. Set on 1.24± acres, the site offers the potential to build approximately 5,200± square feet. The existing home features 4 bedrooms and 2.5 baths, along with a finished basement and a lower-level garage. Filled with natural light, the home enjoys large windows throughout, creating a bright and inviting atmosphere. Outdoors, a spacious deck surrounds a 20' x 40' built-in pool with full-day sun exposure, an ideal setting for relaxing or entertaining. Perfectly positioned for convenience and lifestyle, the property is less than a mile to the Devon Yacht Club and beaches, with easy access to Amagansett and East Hampton villages, and ocean and bay beaches throughout the area. Nearby Jitney and train service make travel to and from the city effortless. This is a unique chance to reimagine a well-located property in one of Amagansett's most desirable neighborhoods. Please note: The home is currently furnished. Photos have been digitally edited to remove furniture.

Set in the prestigious Estate Section of Southampton Village on world-renowned Meadow Lane, this expansive 5.6±-acre waterfront property offers an extraordinary opportunity in one of the most coveted locations in the Hamptons. With over 700± feet of direct frontage on Halsey Neck Pond and sweeping ocean views, this iconic estate-known as Swans Crossing-captures the rare combination of privacy, scale, and breathtaking natural beauty. Perfectly positioned between the Atlantic Ocean and a thriving waterfront ecosystem, the property offers a front-row seat to spectacular wildlife, along with unforgettable sunrises and sunsets that illuminate the landscape in every season. A long gated driveway leads to serene, meticulously maintained grounds anchored by a contemporary 7,000± square-foot residence just moments from the ocean's edge. The main home features five bedrooms and six bathrooms, offering generous living and entertaining spaces designed to maximize the surrounding water views. The estate's amenities are exceptional, including a tennis court with pavilion, a pool with spa, and a fully equipped pool house complete with a full kitchen, bathroom, and two private changing rooms with showers-creating an ideal setting for effortless summer living and large-scale entertaining. Additional structures include two detached two-car garages, one of which features full staff quarters and climate-controlled storage, providing flexibility for year-round living and estate management. For those seeking to create a new legacy property along Meadow Lane, the estate comes with fully approved permits to build a magnificent 10,000± square-foot home, offering a rare turnkey development opportunity in one of the most prestigious enclaves in the Hamptons. Combining unparalleled location, dramatic pond and ocean vistas, and extraordinary estate amenities, this is a once-in-a-lifetime chance to own a landmark property on Meadow Lane-Southampton Village luxury at its highest expression.

Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the Island's most coveted stretches of waterfront -190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Maturenlandscaping on all sides for privacy. The expansive side lawn is often mistaken for a separate lot and offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow.nA chance to own a piece of Shelter Island's story.

Some properties are simply irreplaceable. This is one of them. Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront - 190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. Two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn - often mistaken for a separate lot - offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

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.

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

Experience the ultimate Hamptons waterfront lifestyle at 147 & 148 Cold Spring Point Road, a rare offering in Southampton's coveted Cold Spring Point Beach community. Set on a serene peninsula with breathtaking bay and harbor views, this exceptional property delivers both privacy and panoramic beauty. Originally built in 2004 and fully renovated in 2017, this 3,841± square foot beach house sits on a generous .58 acres and features 4 spacious bedrooms, 3 full baths, and 1 half bath. Thoughtfully designed for both comfort and entertaining, the home offers a sun-filled great room, dining area, and a generous living space with fireplace. Enjoy seamless indoor-outdoor living with a large deck, outdoor shower, and stunning water views from multiple vantage points. With direct bay frontage, a private dock, and tranquil beachfront access from both the front and backyard, this is a true boater's retreat. As part of the Cold Spring Point community, residents enjoy access to tennis courts and proximity to world-class golf courses, including Sebonack, National, and Shinnecock Hills, as well as beaches, boating, and all that Southampton has to offer. A rare opportunity to own a premier waterfront retreat in one of the Hamptons' most desirable locations.

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.

This 2024 constructed 5,800-square-foot modern waterfront residence, built by Fountainhead Construction Inc., offers 250 feet of sandy beach and extraordinary panoramic water views. 180 degrees of sweeping water views from Crab Creek to North Haven Point and across Great Peconic Bay, with 250 feet of sandy beach along the shoreline. Walls of glass in the kitchen, dining area, living room, and select bedrooms frame the remarkable water views and glowing sunsets, creating a seamless connection between indoors and out. Step onto the waterfront patio or terrace to experience the setting even more fully. The sleek five-bedroom home includes six full baths and two half baths, with sophisticated finishes and amenities throughout, including 10-foot doors, a kitchen with custom Italian cabinetry and natural stone countertops, a fireplace, media room, and heated waterside pool. Set on 2.12 secluded acres, this exceptional property offers a rare opportunity for refined waterfront living

One-of-a-kind property, impossible to ever get this location again! Located on its own private tract in Nappeague, this 2.5 +/- acre New Construction, Modern Oceanfront, is the best deal on the market. This estate overlooks 120' of pristine beach frontage, with a private wooden walkway and staircase to the ocean, waterfront pool with a swim current and jacuzzi, and a retractable cover, perfect for year-round use. This Bodenchak Design & Build original promises a blend of sophistication and unparalleled craftsmanship. This home features floor-to-ceiling glass windows in nearly every room, with an open concept layout, for a modern lifestyle. The second floor has high vaulted ceilings with custom wood work, cove lighting, a grand open layout with breathtaking slab work, Cuiffo cabinetry, stone fireplace with custom cove lights, outdoor built-in BBQ, and several highly designed custom touches. The Primary Bedroom is unlike any other with breathtaking ocean views, high vaulted wood ceilings with cove lighting, private deck with hot tub & outdoor shower, luxurious primary bath with stone slab sinks, and steam shower. There are also four other spacious bedrooms all with ensuite baths, one being a first floor primary with all the bells and whistles. There is a 1st floor family room overlooking the pool area with a fully stocked wet bar, icemaker, refrigerator, dishwasher, etc. This home is also a high tech house with Radio Ra, Lutron Lighting, Sonos, Wifi, security cameras and system, pool lights, wired for black out shades and more, all controlled on a house ipad. The home is also very energy efficient with 9 kilowatts of solar, and a European window package. Located in the perfect location, this home is very private and offers an estate-like feel, while being close to both Montauk and Amagansett town, for dinners and night life. Don't miss this opportunity to make this special home yours.

Experience a rare combination of privacy, architecture, open water, and resort-like amenities at 66 Gardiners Bay Drive, an exceptional waterfront offering on Shelter Island. Set against sweeping views of Gardiners Bay, the property features a private beach, expansive lawns and gardens, and a spectacular gunite pool positioned directly along the water. The main residence was designed by renowned architect Andrew Geller, whose distinctive modernist vision is reflected in the home's thoughtful relationship to its extraordinary setting. The five-bedroom residence features five en-suite bathrooms, an open living and kitchen floor plan, and walls of windows that bring in abundant natural light while capturing panoramic Bay views. Both the main residence and guest house underwent a comprehensive renovation in 2022, with every aspect carefully considered. The renovation encompassed the kitchen, all bathrooms, major systems, and numerous other elements of both properties. Nothing was overlooked, with an emphasis throughout on quality, craftsmanship, and the finest materials and fixtures. Outdoor living is at the heart of the property. A generous deck, fully equipped outdoor kitchen, waterside lounge, and gunite pool create an exceptional setting for entertaining or simply enjoying the beauty of the Bay. The property also benefits from a grandfathered irrigation system, helping maintain lush green lawns and established gardens throughout the summer-an especially valuable amenity for a waterfront property of this scale. A beautifully renovated two-bedroom, three-bath guest house provides exceptional accommodations for family and guests, while maintaining privacy from the main residence and enjoying its own stunning water views. A full, newly refinished basement in the main house adds further living and recreational space. What makes 66 Gardiners Bay Drive particularly compelling is the remarkable breadth of what is offered in one property: privacy, expansive lawns and gardens, a private beach, sweeping open-water views, a waterside pool, sophisticated outdoor entertaining spaces, a renowned architectural pedigree, a beautifully renovated guest house, and a comprehensive renovation already completed. Rarely at this price point can one find so much on the water. The combination of setting, amenities, privacy, architectural significance, and turnkey condition makes 66 Gardiners Bay Drive a truly unique and compelling Shelter Island offering.

Mid-Century Modern Coastal Gem Inspired by Frank Lloyd Wright Nestled in an exclusive beachside enclave with private access through a serene park setting, this architect-designed mid-century modern residence is a true work of art. Created by a renowned architect as his personal sanctuary, the home draws on the timeless philosophy of Frank Lloyd Wright—seamlessly blending nature, form, and function. The spacious primary suite offers a peaceful retreat, complemented by three oversized guest bedrooms and two additional baths. Light-filled living and dining areas provide the perfect setting for elegant entertaining, while a cozy den with a wood-burning stove offers warmth and charm on winter nights. The well-appointed kitchen features a full-size refrigerator, separate freezer, breakfast nook, and extensive cabinetry—ideal for everyday living and hosting with ease. Custom built-ins throughout the home add both character and convenience. A detached two-car garage with a dedicated office space presents an ideal work-from-home setup or creative studio. Step outside to beautifully landscaped grounds, inviting patios, a storage shed, and room for a pool—creating the perfect private oasis with enchanting water views. Residents enjoy access to a distinguished homeowner’s association with private beach entry, kayak racks, and optional boat mooring (with town permit), offering an exceptional coastal lifestyle. This is a rare opportunity to own a masterfully designed home where architectural significance meets effortless luxury.

A once-in-a-generation opportunity awaits on the storied "Gold Coast" of the Hamptons: a 3.6-acre waterfront estate perched high atop a bluff with 260 feet of private beach frontage and panoramic views across Great Peconic Bay, Robins Island, and the North Fork. This extraordinary property occupies the historic site of the original 1896 bluff-side cottage known as Mostly Hall, a beloved Hamptons landmark. Today, the land has been meticulously prepared for a new legacy, offering a rare shovel-ready opportunity to build a custom residence designed by renowned Hamptons architect Brian Brady, celebrated for his refined, timeless approach to coastal luxury. With all permits secured and materials already on-site, the vision for this modern waterfront estate is ready to come to life immediately. The proposed 5,700-square-foot home blends classic Hamptons architecture with contemporary sophistication, designed to maximize natural light, waterfront living, and sweeping views from every level. The lower level is thoughtfully planned to include a private guest suite, recreation room, home gym, walk-in cedar closet, full bath, laundry, and abundant storage-creating a perfect balance of function and comfort. The main floor presents an elegant flow for both everyday living and grand entertaining, featuring a chef's kitchen with butler's pantry, breakfast room, formal dining room, a spacious living room with a dramatic fireplace, a screened porch, a garden room, a mudroom, a full bath, and the option of a first-floor primary suite. Elevator access connects all three floors, ensuring ease and accessibility throughout the home. Upstairs, the primary suite becomes a sanctuary with breathtaking bay views, joined by three additional en-suite bedrooms and a sitting room with a private balcony, creating an elevated vantage point above the coastline. Designed for the ultimate Hamptons waterfront lifestyle, the property includes a brand-new bulkhead with stairs leading directly to the private beach, and pending dock approval allows for future boat docking and direct water access. Outdoor living is at the heart of the estate's design, with expansive wraparound decks, a pool with spa, and a 450-square-foot pool house creating an exceptional setting for coastal entertaining. A two-car garage and an adjacent one-acre parcel-ideal for a guest house and tennis court-complete this unparalleled offering. Seamlessly merging history with modern luxury, and positioned along one of the most coveted stretches of waterfront in the Hamptons, this estate represents a rare chance to build your own Southampton-area waterfront legacy with architectural plans fully approved and construction ready to begin.

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.

Perched high in the treetops of Hither Woods, this secluded modern retreat offers a rare sense of privacy and tranquility, surrounded by the natural beauty of the landscape. Designed as an upside-down house to maximize light, views, and connection to nature, the home feels like a private sanctuary floating above the trees but so close to the ocean. Inside, the two-bedroom, two-bathroom residence seamlessly blends modern architecture with eclectic interior design, creating a warm yet sophisticated atmosphere. Thoughtfully curated spaces, abundant natural light, and elevated living areas make the home equally suited for quiet weekends or stylish entertaining. Outside, the property is a true oasis, spanning over an acre with multiple decks and balconies, an outdoor shower, and an expansive sense of space and serenity. There is also room for expansion, including the possibility of adding a pool. Perfectly situated less than a half-mile from Gurney's Montauk Resort and Seawater Spa, enjoy world-class dining, rejuvenating spa experiences, and breathtaking ocean views just minutes from your doorstep. Nearby Hither Hills State Park offers a more relaxed escape, with pristine beaches, nature trails, and endless opportunities to enjoy Montauk's natural beauty. A unique Montauk hideaway where contemporary design meets coastal woodland serenity.

Discover a unique opportunity to create your perfect sanctuary. Nestled in a prime location with breathtaking ocean views, this 2791sq ft property offers the ideal canvas for renovating and making your dream home a reality. The home is a 3-bedroom, 2.5 bath,3 fireplaces, pool, 2-car garage, and finished lower level on .91 of an acre. Whether you're seeking a tranquil retreat or a stylish coastal masterpiece, this home offers the potential to become exactly what you've envisioned. Your private escape for relaxing by the pool or hosting. Dive into elegance with this stunning property, perfectly located just footsteps from the ocean and the iconic Gurney's Resort & Spa.