luxury houses with pool for sale Sag Harbor, United States

The Cotswolds meets the Hamptons in this extraordinary property, gracefully set on a secluded acre in the coveted Hamptons Farm Estates section of Bridgehampton. Rich in character and timeless elegance, this exceptional home seamlessly blends old-world craftsmanship with refined Hamptons luxury. The beautifully appointed four-bedroom, three-full and one-half bath residence is designed for effortless living and sophisticated entertaining. At its center is a spectacular chef's kitchen featuring new premium appliances, including a Wolf six-burner range with griddle, double wall ovens, two dishwashers, a large farmhouse sink, an additional prep sink, and a wine refrigerator. A stunning marble center island is complemented by elegant soapstone perimeter countertops, creating a kitchen that is as beautiful as it is functional. Throughout the main level, rich reclaimed wood flooring from Gibraltar lends warmth, history, and an unmistakable sense of authenticity. The inviting living room is anchored by a beautiful wood-burning fireplace and crowned by a magnificent coffered ceiling, creating a warm yet sophisticated gathering place throughout the seasons. Just beyond, a charming sunroom offers a tranquil space to read, relax, or simply take in the beauty of the surrounding gardens. The elegant dining room is equally impressive, featuring custom-designed windows that frame picturesque views of the grounds and a beautifully detailed 12 ft. tray ceiling. Bathed in natural light, it opens through sliding glass doors to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. A classic wraparound front porch welcomes guests, while the exquisite screened porch and expansive stone patio provide idyllic settings for entertaining or quiet moments overlooking the pool and lush, mature landscaping. The serene primary suite is a true retreat, complete with its own gas fireplace and a luxurious spa-inspired bath featuring a soaking tub, elegant stone walk-in shower, and radiant heated floors. One of the guest bedrooms opens onto a spacious private deck overlooking the beautifully landscaped grounds-a spectacular place to enjoy morning coffee or unwind while watching breathtaking Hamptons sunsets. The finished lower level offers additional living and recreation space, while a beautifully private detached guest cottage with its own sleeping quarters, kitchen, and full bath provides luxurious accommodations for family and friends. Completing the property are a detached two-car garage, a charming potting cottage thoughtfully converted into additional entertaining space, a spacious circular driveway with generous parking, and an extraordinary sense of privacy rarely found in such a central location. Perfectly positioned in the heart of Bridgehampton the home is just moments from world-renowned equestrian facilities, the charming villages of Bridgehampton and Sag Harbor, pristine ocean beaches, acclaimed restaurants, vineyards, and upscale boutiques, offering the very best of Hamptons living. More than a house, this is a home-one that has been thoughtfully curated, beautifully lived in, and designed to bring people together. Every room reflects warmth, craftsmanship, and a sense of belonging, while every outdoor space invites relaxation and connection. Rarely does a property possess such genuine soul. Timeless and elegant this is a place where memories are made and traditions begin. Listing ID: 927137

Presenting a masterfully designed estate where pedigree and natural beauty converge. Published in Architectural Digest, with interiors by Heidi Caillier, this impeccably fashioned 5,300+ square foot home is set at the end of a white pebble driveway amid beautifully manicured grounds by Marders. A covered porch opens to a gracious foyer, introducing interiors that balance sophistication with exceptional craftsmanship. An additional adjoining lot with a letter of buildability can support a substantial home, pool, tennis, and garage, completing this four-acre compound ideally situated between East Hampton and Sag Harbor Villages and just moments from beautiful ocean beaches. The main level features a spacious living room with two French doors, a marble-mantel wood-burning fireplace, and an effortless sense of light and scale. The eat-in chef's kitchen by deVOL includes SubZero and Wolf appliances, a generous center island with seating, and a walk-in butler's pantry with two wine cellars. Kitchen wall tiles by BDDW, painted with offbeat flora-and-fauna vignettes reminiscent of Delft pottery, bring an artful note to the space. Throughout the home, a series of unexpected design moments catch the eye, including a pantry painted head-to-toe in carmine red. The dining room, with arched doorways, hand-painted walls and ceilings, and an abundance of windows and French doors, creates a striking setting. The library is wrapped in floor-to-ceiling bookshelves and provides a sophisticated, yet cozy retreat. The first-floor primary suite features French doors opening to a private patio, beamed ceilings, built-in closets, a glass-enclosed office, and an elegant bath with a pedestal tub and marble shower. Additional highlights on this level include a stone-tiled mudroom connecting to the two-car garage, a custom laundry room, and a full bath with custom tiles by Tabarka Studio and a marble sink from Drummonds. A spindle staircase leads to the second floor, which offers a second primary suite with beamed tray ceilings, six windows, and an en suite bath with an alcove soaking tub and custom vanity. Three additional en suite guest rooms and a landing area with built-in seating complete this level. The 2,200 sq. ft. lower level continues the home's sense of luxury with a large media room, dining area lined with bookshelves, kitchenette with stone counters, and a second laundry room. A sixth bedroom, seventh bathroom, gym, custom built-in seating, and a linear wet bar complete the space. The landscape, designed by Charlie Marder, surrounds the property in natural beauty with hundreds of trees, including 30-foot Lebanese cedars, Asian pines, and gingkos. A heated gunite pool and spa are bordered by crepe myrtles, boxwoods, wisteria, and stone fruit trees. The patio offers multiple areas for entertaining, while a hidden path leads to an outdoor shower and a separate outbuilding housing a large sauna.

Presenting a masterfully designed estate where pedigree and natural beauty converge. Published in Architectural Digest, with interiors by Heidi Caillier, this impeccably fashioned 5,300+ square foot home is set at the end of a white pebble driveway amid beautifully manicured grounds by Marders. A covered porch opens to a gracious foyer, introducing interiors that balance sophistication with exceptional craftsmanship. The main level features a spacious living room with two French doors, a marble-mantel wood-burning fireplace, and an effortless sense of light and scale. The eat-in chef's kitchen by deVOL includes SubZero and Wolf appliances, a generous center island with seating, and a walk-in butler's pantry with two wine cellars. Kitchen wall tiles by BDDW, painted with offbeat flora-and-fauna vignettes reminiscent of Delft pottery, bring an artful note to the space. Throughout the home, a series of unexpected design moments catch the eye, including a pantry painted head-to-toe in carmine red. The dining room, with arched doorways, hand-painted walls and ceilings, and an abundance of windows and French doors, creates a striking setting. The library is wrapped in floor-to-ceiling bookshelves and provides a sophisticated, yet cozy retreat. The first-floor primary suite features French doors opening to a private patio, beamed ceilings, built-in closets, a glass-enclosed office, and an elegant bath with a pedestal tub and marble shower. Additional highlights on this level include a stone-tiled mudroom connecting to the two-car garage, a custom laundry room, and a full bath with custom tiles by Tabarka Studio and a marble sink from Drummonds. A spindle staircase leads to the second floor, which offers a second primary suite with beamed tray ceilings, six windows, and an en suite bath with an alcove soaking tub and custom vanity. Three additional en suite guest rooms and a landing area with built-in seating complete this level. The 2,200 sq. ft. lower level continues the home's sense of luxury with a large media room, dining area lined with bookshelves, kitchenette with stone counters, and a second laundry room. A sixth bedroom, seventh bathroom, gym, custom built-in seating, and a linear wet bar complete the space. The landscape, designed by Charlie Marder, surrounds the property in natural beauty with hundreds of trees, including 30-foot Lebanese cedars, Asian pines, and gingkos. A heated gunite pool and spa are bordered by crepe myrtles, boxwoods, wisteria, and stone fruit trees. The patio offers multiple areas for entertaining, while a hidden path leads to an outdoor shower and a separate outbuilding housing a large sauna.

Phil Kouffman, one of The Hamptons' most revered builders is poised to break ground on these two striking homes, both well situated equidistance to Sag Harbor or East Hampton village. There is room for Pickle Ball on both properties. (#15 could have Tennis if a buyer prefers.) These homes are not just destined to be wonderful small estates, but at pre-construction pricing they are currently great values

22 Settlement Court, EH, recently completed and published, the house is featured in the newly released book INSIDE THE HAMPTONS. This custom contemporary on an ultra-private hilltop acre+ surrounded by reserve, moments to bay beach, with sunsets over Northwest Harbor. Flooded with light, featuring high ceilings and walls of windows overlooking gardens, a shaded dining deck, and a heated gunite saltwater pool. Enormous living room with a fireplace, white oak floors throughout, an open chef's kitchen with professional appliances and leathered quartz countertops, a den/library with a fireplace, a powder room, and a large ground-floor master wing plus guest suite-3357 sq. ft. of finished space. There is 2,557 sq ft on the lower level with 10-ft ceilings, including a guest suite with a walk-out garden and spa bath. The house can be greatly expanded. Luxury amenities include 3-zone central air, solar panels on the roof, a backup generator, a garage, and a raised vegetable garden. Just listed, first offering of this exceptional, serene oasis. Designer's own published custom contemporary on an ultra-private hilltop acre+ surrounded by reserve, moments to a deeded bay beach with sunsets over Northwest Harbor. Flooded with light, featuring high ceilings and walls of windows overlooking gardens, a shaded dining deck, and a heated gunite saltwater pool. Enormous living room with fireplace, white oak floors throughout, open chef's kitchen with professional appliances and leathered quartz countertops, den/library with fireplace, powder room, large ground-floor master wing plus guest suite. Full 2500 sq ft lower-level with 10 ft ceilings, including a guest suite with walk-out garden and spa bath. Luxury amenities include 3-zone central air, solar panels on the roof, back-up generator and a garage. First offering of this exceptional, serene oasis.

Phil Kouffman, one of The Hamptons' most revered builders is poised to break ground on these two striking homes, both well situated equidistance to Sag Harbor or East Hampton village. There is room for Pickle Ball on both properties. (#15 could have Tennis if a buyer prefers.) These homes are not just destined to be wonderful small estates, but at pre-construction pricing they are currently great values

Tucked on just over an acre in the heart of Sagaponack, this recently updated and effortlessly charming single-level home offers quintessential Hamptons living. Thoughtfully designed for comfort and ease, the residence features three spacious bedrooms and two full baths, including a vaulted-ceiling primary suite that serves as a private retreat. The open-concept kitchen seamlessly connects to a sunlit living room with a fireplace, creating a warm and inviting space for gathering. A breezy sunroom adds an additional layer of charm-perfect for morning coffee or relaxed afternoons. Outdoors, a private backyard oasis awaits, highlighted by a brand-new heated gunite pool, expansive patio, electric awning, outdoor shower and generous lawn space-ideal for entertaining or quiet enjoyment. A one-car garage and ample parking provide flexibility, with potential to expand or reimagine the space, including the possibility of an additional ensuite. Ideally positioned just minutes from Sag Harbor Village, East Hampton, and Bridgehampton, and only moments to the ocean at Sagg Main Beach, this home delivers both convenience and coastal appeal. Enjoy close proximity to Wlffer Estate Vineyard and the area's renowned equestrian facilities, all within the sought-after Sag Harbor School District. Remarkably low taxes are $6,852.48

Tucked away on 3.02+/- Acres on the fringe of East Hampton Village in a secluded, nature-filled setting, this enchanting Adirondack-style retreat offers rare privacy, warmth, and opportunity. Rich in character and timeless charm, this home features 3 bedrooms, 3 full baths. The dramatic living room showcases double-height ceilings, a wood-burning fireplace, and multiple glass windows that invite the outdoors in. Occupying the entire second floor, the spacious primary suite provides a peaceful and private sanctuary. The finished 1000+/-sq.ft lower level has a living/media room with sliding door to outside and a bath. Surrounded by lush natural beauty, the expansive 775 sq.ft wrap around deck evokes the feeling of a private treehouse retreat, an idyllic setting for entertaining, outdoor dining, or quiet moments immersed in nature. A heated pool further enhances the property's ambiance, creating the ultimate escape just minutes from the Village and ocean beaches. Whether preserving and enhancing its existing rustic elegance or creating a brand-new dream home, this property presents an exceptional opportunity in one of East Hampton's most desirable locations. Room to expand . Moments from acclaimed restaurants, boutique shopping, and pristine beaches, 129 Bull Path is a magical offering with extraordinary potential.AI generated architectural rendering shown for shown for illustrative purposes only. Depicted improvements, structures, features, and designs are conceptual, are not included in the offering and may not be feasible or approved.

In Water Mill, where pastoral landscapes and understated elegance define the setting, 1366 Scuttle Hole Road offers a refined expression of Hamptons living-private, beautifully composed, and designed for the way summers on the East End are meant to unfold. A classic gambrel silhouette and cedar-shingled façade establish the residence's timeless architectural character. Originally built in 2012 and comprehensively renovated in 2017, the home balances traditional Hamptons vernacular with a sophisticated, contemporary sensibility. Sunlight moves effortlessly through gracious interiors conceived for both intimate living and elegant entertaining, while a natural connection to the surrounding grounds brings the outdoors into nearly every aspect of the home. Approximately 4,600 square feet of above-grade living space is complemented by an expansive finished lower level, creating a residence of exceptional scale without sacrificing warmth or intimacy. Generously proportioned bedrooms provide private retreats for family and guests, while multiple living and entertaining spaces allow the house to transition seamlessly from quiet weekends to a full summer residence. Beyond the interiors, the property reveals itself as a private resort. Manicured lawns and mature landscaping create a secluded setting around the heated swimming pool, with generous outdoor spaces designed for long lunches, sunset cocktails and effortless summer entertaining. Most notably, the estate has just been elevated by the completion of a brand-new tennis and pickleball court, introducing an exceptional recreational amenity and completing the property's transformation into a true Hamptons compound. Days here have their own rhythm: morning coffee overlooking the grounds, afternoons alternating between the pool and the court, and evenings entertaining beneath the open sky. The location offers an equally compelling balance. Bridgehampton, Southampton, Sag Harbor and Water Mill are all within easy reach, placing celebrated restaurants, boutiques, farm stands, equestrian destinations and the Atlantic Ocean just minutes away-while at home, the property remains decidedly private. 1366 Scuttle Hole Road is more than a Hamptons residence. It is a beautifully realized private retreat-timeless in architecture, effortless in atmosphere, and newly complete with tennis and pickleball for an exceptional expression of summer living in Water Mill.

This is a one of a kind fully reimagined, architectural masterpiece on Shelter Island, NY, boasting a flawless 2022 full-gut contemporary renovation by a serial tastemaker with an elite portfolio spanning NYC, California, and Hawaii. Located in the coveted Shorewood area, this premier estate offers a lifestyle of pure perfection and absolute privacy. Passing through the gated driveway, you instantly realize you are about to have an elevated experience. Indoor-outdoor living reveals breathtaking views at every turn, where the vast southwestern sky offers beautiful sunsets and truly magical light. Multiple designated spots allow you to dine alfresco while taking in the landscape. The interior spaces flow onto enchanted gardens, lawns, a private sandy beach, and a spectacular waterside pool, crowned by a roof deck with jaw-dropping panoramic views-leaving one to ask, why would you ever leave? Yet, when you do, a dinner excursion to Sag Harbor is entirely effortless, whether you choose to take a quick drive to the South Ferry or launch a boat trip straight off your own private dock.

This one checks all the boxes. This immaculately maintained, move-in-ready home was designed to support a four seasons lifestyle, yet open expansively during the indoor/outdoor seasons that have come to define life in The Hamptons. The great room is lined with flawless white Ship lap paneling tastefully executed to move the light coming from all three sides. The wood-burning fireplace anchors both the room and the home itself. The kitchen is literally and figuratively the center of life in this charming Hamptons home. The second floor has an expansive and resolutely private primary, with two additional spacious bedrooms, each large enough to support work, study, or play. The fourth bedroom is ensuite and sits quietly apart on the first floor. Tucked away, just off the kitchen is a modest study that could be a playroom, media room, or perfect home office. When the weather breaks, open the doors to the large mahogany deck with outdoor kitchen, designed and built to support the kind of entertaining that makes the Hamptons the Hamptons. The back yard doesn't just live large, it is resolutely private as well. Hamptons insiders know that Wainscott is literally in the center of it all. Less than ten minutes to the villages of East Hampton, Bridgehampton or Sag Harbor. Five minutes to coveted Beach Lane Beach, and the equally beloved Beach Lane Farm Stand. Both families that have owned this home have raved about the tranquility and security of living on a tree lined cul-de-sac, perhaps one of the most beautiful in all of Wainscott.

Introducing a breathtaking East Hampton contemporary sanctuary tucked away at 147 Old Northwest Road. A blend of Modernist stature and Post Modern flourish, this 7-bedroom published architectural gem sprawls across 7178 square feet on a lush 7-acre gated estate, providing unmatched seclusion and serenity. Adjacent to a 46-acre forever green reserve, this sophisticated oasis redefines opulent living, offering a glimpse into the future of luxury by updating a classic Hamptons design that will never go out of style. Upon entering, natural light floods the living spaces through oversized windows and skylights, illuminating the manicured landscaping outside. The foyer leads to a living room with soaring ceilings, a dramatic domed skylight, and an oversized fireplace, creating an intimate ambiance for gatherings. The main level also features a spacious kitchen, formal dining room, solarium, cozy media room, and an opulent master suite with a fireplace, sauna, and private outdoor decks. The second floor boasts two en-suite guest bedrooms connected by a 40' long walkway, while the finished lower level offers a well-appointed library/office, separate gym, and a game room plus three additional guest bedrooms, each with their own exterior entrance. Outdoors, a stunning Modernist pool pavilion, 50' X 20' gunite pool, jacuzzi, all-weather tennis court, and luxe outdoor kitchen set the stage for lavish entertainment amongst mature plantings and specimen trees. A two-car garage and storage space complete this bucolic retreat. Room for pickleball. Nestled in seclusion yet minutes from the coveted villages of East Hampton and Sag Harbor, this residence embodies an alluring blend of modernist sophistication and tranquil natural beauty, the ultimate in luxurious contemporary Hamptons living.

Experience serene Hamptons living in this turnkey contemporary retreat, ideally set on a quiet lane just behind Wainscott Village. Sun-filled and thoughtfully designed, the residence offers approximately 2,500 square feet of stylish living space on 0.52 acres, blending modern architecture with a relaxed coastal living and seamless indoor-outdoor flow. At the heart of the home, a dramatic living room showcases soaring 20-foot ceilings, expansive window walls, and skylights that bathe the space with southern light. Warm 7.5 DuChateau Sirocco hardwood floors and a sleek fireplace anchor the open layout, which flows naturally into the kitchen and outdoor entertaining areas-perfect for both everyday living and hosting with ease. The main level also features two generously sized bedrooms, a recently renovated windowed bathroom, and abundant storage. The upper level is dedicated to a serene primary suite, offering bright exposures, two large closets, and a spa-like renovated en-suite bath complete with a soaking tub, jacuzzi, and separate shower. A fully finished lower level provides additional flexibility for guests, recreation, or storage, and includes a full bathroom, steam shower, and a laundry room. Outdoors, enjoy resort-style amenities with a 20' x 40' heated pool and expansive deck designed for summer lounging, alfresco dining, and entertaining. Private and tranquil, yet moments from ocean beaches, vineyards, golf, and renowned dining, the home offers easy access to Sag Harbor, Bridgehampton, and East Hampton Village. A refined yet relaxed Wainscott escape-perfect for year-round living or an idyllic Hamptons getaway.

Architecturally distinctive and deeply connected to its coastal setting, 126 South Midway Road is a private compound that captures the spirit of Shelter Island's artistic legacy. A private sanctuary comprising a four-bedroom main residence, a dedicated large art studio, and an independent two-bedroom casita, the property is thoughtfully arranged to maximize natural light, privacy, and sweeping water views. The architecture recalls relaxed modernism of iconic beach houses, an approach rooted in simplicity, creativity, and a fluid relationship with the landscape. Clean lines, a sleek pool and an intuitive indoor-outdoor flow create spaces that feel both intentional and effortlessly livable, ideal for a design-minded coastal lifestyle. The separate studio enhances the compound's creative sensibility, offering a quiet, light-filled environment for work or reflection, while the two-bedroom casita provides comfortable, private accommodations for guests or extended stays. Together, the structures form a cohesive yet flexible retreat, equally suited to intimate living and hosting. Comprised of 3,400 sq. feet living space across 3 levels in the main house plus additional storage, an expansive art studio of 1,400 sq. ft and 2-bedroom Casita living 1,140 sq feet with multiple decks and outdoor entertaining spaces this incredible compound is moments from Wades Beach. The property offers a rare combination of architectural character and proximity to one of Shelter Island's most celebrated shorelines. Longtime Shelter Island residents David Rankin OAM and Lily Brett OAM, both internationally recognized for their contributions to the visual arts and literature, have stewarded the home with a deep appreciation for creativity and place. (OAM denotes the Order of Australia Medal, a national honor recognizing distinguished contribution.) A compelling offering for those drawn to thoughtful design, privacy, and coastal modernism, 126 South Midway Road is a singular Shelter Island retreat.

There are homes that simply occupy the Hamptons, and there are homes that helped define them. Hidden behind mature trees and approached by a long, breathtaking drive, this remarkable residence, known as the Rogers/Kahle Carriage House, remains almost entirely concealed from Church Lane, revealing itself only upon arrival. Set on 2.64 acres of extraordinary park-like grounds, the estate offers a rare sense of privacy just moments from Bridgehampton Village and the Atlantic Ocean. Originally built in 1880 as the carriage house to one of Bridgehampton's grand Gilded Age estates, the structure served the country home of the Rogers family and later the Kahles, prominent Manhattan industrialists who were among the area's early summer residents. As Bridgehampton emerged as one of America's most coveted seaside retreats, the estate became part of its storied summer colony. Though the original mansion was ultimately lost, the Rogers/Kahle Carriage House remained. Meticulously restored and thoughtfully reimagined, the original structure now lives as an extraordinary five-bedroom, five-and-one-half-bath residence where timeless character and contemporary comfort exist in perfect balance. Filled with natural light and inspired by the warmth and elegance of a European country home, gracious living spaces flow effortlessly to beautifully landscaped gardens, a Gunite pool, and a charming pool house, creating a setting equally suited for quiet mornings and unforgettable entertaining. Some homes tell a story. This one has been writing it for nearly 150 years. Bridgehampton, NY Details Upon Request

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.