luxury houses with pool for sale Bridgehampton, 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

Tucked away on a serene cul-de-sac just minutes from Sag Harbor Village, this inviting 3-bedroom, 2-bath home offers an ideal combination of privacy, convenience, and relaxed Hamptons living. Set on approximately 0.67 (+/-) acre, the property is within easy reach of bay and ocean beaches, restaurants, boutique shopping, and the many cultural attractions that make Sag Harbor one of the East End's most sought-after destinations. Inside, a bright and airy open-concept living space seamlessly connects the living room, dining area, and kitchen, creating an easy flow for both everyday living and entertaining. A fireplace anchors the living area, while the upstairs primary suite provides a private retreat removed from the two additional bedrooms and full bath on the main level. A finished lower level provides additional flexible living space, ideal for a media room, home office, gym, or recreation area. The home's private backyard is designed for effortless outdoor living, with a heated pool surrounded by mature landscaping and a spacious patio for dining and entertaining. Recently updated pool equipment adds to the ease of ownership, while an outdoor shower provides a welcome finish to days spent at the beach or by the pool. With its secluded setting, generous grounds, and close proximity to Sag Harbor Village, the property offers a relaxed and highly livable retreat in the heart of the Hamptons.

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.

Recently constructed by renowned builder Farrell, this beautifully designed Sag Harbor home offers the perfect balance of luxury, comfort, and convenience just moments from the village, nearby marinas, and the ocean beaches of Bridgehampton. Thoughtfully designed across three finished levels, the residence features 7 bedrooms and 6.5 exceptional baths with sophisticated, current finishes and beautifully curated design throughout. The first-floor primary suite is a private retreat complete with its own office and direct access to the backyard patio and pool area. Upstairs, four ensuite guest bedrooms share access to a private terrace, while a conveniently located laundry room adds everyday ease. The heart of the home is the expansive open living space where a wood-burning fireplace anchors the great room, flowing seamlessly into the dining area and gourmet eat-in kitchen outfitted with top-of-the-line appliances and premium finishes. Oversized glass doors open beautifully to the resort-style backyard, creating an effortless connection between indoor and outdoor living. Designed for entertaining and relaxation alike, the outdoor space features a heated gunite pool, outdoor shower, grilling station, and multiple patios for dining and lounging. The finished lower level offers exceptional additional living space including a gym, media lounge, and recreation/game area, along with two additional bedrooms and a full bath. A staircase leading directly from the pool area to the lower level provides convenient access to the indoor gym after a swim or workout. Additional highlights include a mud room, 2-car garage, central vacuum system, and abundant storage throughout. Crafted with the quality, craftsmanship, and attention to detail synonymous with a Farrell-built home, this turnkey property is ideally positioned near the restaurants, boutiques, waterfront, and marinas of Sag Harbor Village while only minutes to the renowned ocean beaches of Bridgehampton. Sophisticated, stylish, and move-in ready, this is Hamptons living at its finest.

Set on 0.70 acres and bordered by more than 38 acres of protected reserve, this exceptional estate offers approximately 4,500 square feet of thoughtfully designed luxury living in a private, park-like setting. The residence features five generously sized bedrooms, including two with attached bonus rooms ideal for a home office, study area, reading retreat, media room, or computer station. There are six-and-a-half beautifully appointed baths, an oversized bonus room or private office with a separate exterior entrance, a library, formal dining room, and an expansive gourmet kitchen with dual center islands that opens seamlessly into the great room. Designed with entertaining in mind, the home also includes a wet bar, butler's pantry, and an exceptional collection of premium amenities throughout. Outdoor living is equally impressive, featuring a spacious covered porch for alfresco dining overlooking the heated gunite pool and beautifully landscaped grounds. Additional highlights include a three-car garage and superior craftsmanship throughout. Originally built as the builder's own residence, this home reflects meticulous attention to detail, exceptional construction quality, and high-end finishes at every turn. A rare offering that could not be replicated at this price point today.

Minutes from the bustle and charm of Sag Harbor Village, set on an exceedingly private and gated acre-plus flag lot with mature hedges, this immaculate 7 bedroom, 6500 square foot traditional checks all the boxes of a quintessential Hamptons summer home with a heated, gunite pool and spa, exceptional outdoor spaces, lined with hydrangeas, built-in BBQ grill kitchen, and an expansive finished lower level. Through the automated gate, a tree-lined approach leads to the handsome, white, shingled traditional with an attached 2-car garage. Adorned with shiplap, the bright, full height foyer creates a dramatic first impression. With lovely indoor and outdoor flow, the open concept floor plan offers a gourmet eat-in kitchen with an adjacent living room with fireplace and sitting area, with two sets of French door leading to the covered porch overlooking the pool area and rear grounds. A formal dining room with passthrough wet bar and wine storage serves the kitchen. A guest bedroom suite, pool full bath, foyer powder bath, expansive mud room, laundry room, and two-car garage completes the main level. Upstairs has a generous primary suite with luxurious bath including a freestanding tub and floating dual vanity. Three spacious en suite guest bedrooms supplement. The finished lower level features a gym, recreation area, and two bedrooms. Unique opportunity to own a turnkey home of excellent quality on a private acre-plus flag lot with a heated, gunite pool and spa and outdoor spaces fit for summer in the Hamptons.

A rare offering in the heart of Sag Harbor Village, this impeccably restored circa-1890 Victorian masterfully blends timeless architecture with refined modern living. Every detail has been thoughtfully curated to create a home of exceptional character and comfort. A gracious 508-square-foot wraparound porch welcomes you inside, where sun-drenched interiors flow effortlessly from one inviting space to the next. The chef's kitchen anchors the home and opens seamlessly to the formal dining room, elegant sitting room, and spacious living room, creating an ideal setting for both intimate gatherings and sophisticated entertaining. Rich finishes, bespoke millwork, and carefully selected furnishings elevate every room. The serene primary suite features a private balcony overlooking the beautifully landscaped backyard. Three additional guest bedrooms include a distinctive third-floor suite with soaring vaulted ceilings, offering a charming and secluded retreat. The thoughtfully designed lower level enhances everyday living with a dedicated laundry room, a custom wine cellar, and additional flexible space for storage. Designed for effortless Hamptons living, the lush backyard is centered around a 10' x 16' heated gunite pool and complemented by a pool house with a full bath, secondary washer/dryer and outdoor shower, creating an idyllic setting for guests and poolside entertaining. Ideally located just minutes from the boutiques, acclaimed restaurants, marinas, and cultural charm of the historic Sag Harbor Village, this is a rare opportunity to own a turnkey village residence that seamlessly combines historic elegance with modern luxury! Above Grade (AG): 2,877 SF Below Grade (BG): 726 SF Wraparound Porch: 508 SF Total AG + BG: 3,603 SF

Set beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer's bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home's effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef's dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

Set on just over an acre in the heart of Sagaponack, this recently updated single-level residence offers relaxed Hamptons living in one of the East End's most coveted locations. The home features three generous bedrooms and two full baths, including a private primary suite with a dramatic vaulted ceiling. At the center of the home, an open kitchen flows seamlessly into a sun-filled living room with a fireplace, creating an inviting setting for everyday living and entertaining. A charming sunroom provides additional space for morning coffee, casual dining, or quiet afternoons overlooking the grounds. Outside, the property unfolds into a private backyard retreat featuring a brand-new heated gunite pool, expansive patio, electric awning, outdoor shower, and broad lawn with ample room for recreation and entertaining. A one-car garage and generous parking add convenience and flexibility. The property also offers the potential to expand or reconfigure the existing space, including the opportunity to create an additional en-suite bedroom, subject to applicable approvals. Ideally situated minutes from Sag Harbor Village, East Hampton, and Bridgehampton-and within easy reach of Sagg Main Beach-the home provides exceptional access to the best of the Hamptons. Wlffer Estate Vineyard and the area's renowned equestrian facilities are also nearby. Located within the highly regarded Sag Harbor School District, the property is made even more appealing by remarkably low annual taxes of $6,852.48.

Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer. Listing ID: 934259

Just completed and set on 1.63 acres in the heart of Bridgehampton, this brand-new estate at 225 Norris Lane delivers the ultimate Hamptons lifestyle—where modern luxury, scale, and resort-level amenities converge across 10,000 square feet of meticulously crafted living space.A long, private approach opens to a classic yet refined exterior, wrapped in cedar shingles and framed by manicured grounds. Inside, soaring ceilings and walls of glass flood the home with natural light, creating an effortless flow between formal entertaining spaces and relaxed everyday living. Wide-plank oak floors, custom millwork, and curated designer finishes set the tone throughout.The chef’s kitchen is a true showpiece—anchored by a substantial center island, marble slab backsplash, custom cabinetry, and top-tier appliances—seamlessly opening to the great room and outdoor entertaining areas. Oversized sliding glass doors lead to a covered patio and expansive backyard, blurring the line between indoor and outdoor living.Designed for both comfort and privacy, the home offers 8 bedrooms, 8 full bathrooms, and 2 half baths. A junior primary suite on the first floor provides ideal guest accommodations, complete with a soaking tub and spa-like bath. Upstairs, the main primary suite is a private sanctuary featuring a fireplace, luxurious bath with soaking tub, and serene views over the grounds—creating a true retreat within the home.The lower level is fully outfitted for recreation and wellness, including a state-of-the-art gym and a dedicated movie theater, offering year-round enjoyment.Outdoors, the property transforms into a private resort. A 20x50 heated gunite pool with integrated spa is complemented by a full pool house with kitchen, making summer entertaining effortless. An outdoor kitchen and dining area elevate al fresco gatherings, while a full-size tennis court adds to the estate’s impressive amenity package.With scale, style, and every modern convenience thoughtfully integrated, 225 Norris Lane is a turnkey new construction offering in one of Bridgehampton’s most coveted locations—an exceptional opportunity to own a newly completed estate designed for both grand entertaining and refined coastal living.

Introducing a one-of-a-kind opportunity to own a legacy estate south of the highway in Bridgehampton’s farm country—120 Halsey Lane. This newly constructed, fully custom 14,267-square-foot residence is set on 2.5 lush acres and promises the pinnacle of Hamptons living. Newly Completed and Move in Ready, this architectural masterpiece offers 9 bedrooms, 11 full bathrooms, and 3 half baths, designed to seamlessly blend modern luxury with timeless shingle-style elegance.Step inside to soaring spaces and grand proportions—an awe-inspiring 26’ tall great room sets the tone for the rest of the home. Every inch of the layout has been thoughtfully curated: two true primary suites, one conveniently located on the main level and the other as a second-floor sanctuary complete with a private deck. From the oversized 3-car garage to the two elegant staircases and private elevator, no detail is overlooked. The lower level is an entertainer’s dream featuring an 11’ ceiling height, a golf simulator, full gym, sauna, steam room, and multiple bar and lounge areas. The main level continues the experience with massive covered patios perfect for indoor-outdoor living and seamless entertaining.Every room on the second floor is graced with 9’ ceilings and stunning 12’ cathedral vaulted designs, flooding each space with natural light and volume. The home’s exterior matches the magnificence within, with beautifully manicured grounds, a 600-square-foot pool house, a resort-style swimming pool with spa, and a private tennis court—your own secluded Hamptons compound.This is more than just a home; it’s a lifestyle—an extraordinary retreat built for generational enjoyment in one of the East End’s most coveted locations. 120 Halsey Lane offers the rare combination of scale, style, and substance, with completion perfectly timed for summer 2026.

Set on a beautifully landscaped property in one of Water Mill’s most desirable locations, this “just renovated” residence offers a seamless blend of Hamptons architecture and modern luxury. Designed for effortless year-round living, the residence features gracious gathering spaces, a beautifully appointed chef’s kitchen and luxurious bedroom suites that provide comfort and privacy. Expansive windows and glass doors invite natural light while creating connection to the surrounding grounds. Mature landscaping frames a private retreat with ample space for relaxation, recreation and entertaining. Every element has been carefully curated to deliver a turnkey Hamptons lifestyle in a coveted Water Mill setting. Ideally located moments from ocean beaches, world-class golf, renowned farm stands, equestrian facilities and the villages of Southampton, Bridgehampton and Sag Harbor, 1999 Deerfield Road presents a rare opportunity to enjoy a fully renovated home in the heart of the Hamptons.

On a lane off Ocean Road near the iconic Beebe windmill, less than a half mile to Almond, Topping Rose House and the charms of Bridgehampton Main Street, this lovingly maintained south of the highway 4-bedroom Cape-style home rests on a lushly landscaped third of an acre overlooking a verdant 3-acre meadow. Framed by a pair of Linden trees and adorned with charming shuttered windows and a trio of dormers dotting the cedar shingle roof, the home opens with a red door centered on the front facade. The full height entry foyer with a Chippendale style staircase is flanked by an en suite bedroom, set up as a library, and the generous, paneled living room with a wood-burning fireplace with a handsome wood mantle. The inviting sun room, ringed with windows, also profits from a wood-burning fireplace. The open kitchen and formal dining have French doors to the rear grounds with a brick patio for al fresco dining. The upstairs has an airy landing leading to three bedrooms. The primary bedroom has an updated bathroom with a sumptuous steam shower and spacious terrace overlooking the rear grounds and meadow beyond. With famed ocean beaches and exceptional farm stands a short ride away, a unique opportunity to own in south of the highway Bridgehampton.

In a class by itself, New to Market, exquisite Malibu Style Modern Contemporary perfectly suited on a meticulously well-kept shy 2-acre parcel with Pool and Tennis offering the Ultimate in Hamptons Resort Style Summer living. Magnificently positioned and perched high above is where you'll find this exceptional Hamptons 4 level Modern bathing in full privacy and greenery with its commanding views of the full-sized North/South Tennis and its oversized 50x18 heated Saltwater Gunite Pool. Here summer never ends with its pool and jacuzzi wrapped in white marble and sprawling green lawns which take center stage all summer long. Boasting 6725 ft of luxurious open and modern resort style living spaces on 4 levels which feature soaring ceiling heights, an abundance of natural light and its expansive sliding glass doors which magically blend the indoor and outdoor spaces effortlessly creating the ultimate Hamptons entertaining space. Guests of all ages will enjoy the well-appointed 4 Guest ensuite beds found on 2 private levels plus the additional private Owners Suite which occupies the entire 3rd floor, complete with Resort Style Spa bath and breathtaking views. For the discerning Chef, a fully outfitted Chefs Kitchen with its professional high-end stainless-steel appliances and large center island sit ready and waiting to deliver the ultimate dining experience while enjoying marvelous Tennis and Poolside views. A whole range of amenities are available on level 1that enliven this unequaled Hamptons Summer Getaway, and include a Cinema room, Fitness center, and sprawling lounge and well-furnished wet bar. While serenity enwraps this captivating Hamptons retreat, it lies in superbly convenient proximity to world renowned Sag Harbor, Bridgehampton and Southampton shopping districts and its beloved Ocean Beaches.

Newly built cedar-shake estate on approximately 2.37 acres overlooking Fresh Pond and Sag Harbor Bay. in coveted North Haven. Offering 8,030± SF of living space, this traditional-style residence blends classic Hamptons architecture with modern scale, just minutes from Sag Harbor Village, marinas, beaches, and dining. The home features 7 bedrooms, 7 full and 2 half bathrooms, with wide-plank white oak floors, tray ceilings, and a wood-burning fireplace anchoring the main living spaces. Walls of sliding glass doors create seamless indoor-outdoor flow and enhance natural light throughout. An eat-in chef's kitchen with premium appliances serves as the heart of the home, complemented by a first-floor office/den. Multiple living and dining areas provide flexibility for everyday living and entertaining. Upstairs includes a beverage center, spacious bedroom suites, and two rear balconies with pond and bay outlooks. The layout is designed for comfort, scale, and easy living. Outdoor amenities include a 20' x 50' heated pool with bluestone patio, covered dining and lounge areas, and a fireplace-centered outdoor living room for year-round enjoyment. A rare highlight is the opportunity to add a 2,500± SF guest house, offering exceptional flexibility for future expansion. A refined North Haven offering with water views, privacy, and timeless design close to Sag Harbor Village.

Newly built modern estate on approximately 3.65 acres overlooking Fresh Pond and Sag Harbor Bay. Located in coveted North Haven, less than one mile from Sag Harbor Village, this 8,960± SF residence offers privacy, scale, and proximity to beaches, marinas, and dining. The home features 8 bedrooms and 8.5 bathrooms, with expansive glass walls, a double-height foyer, and open-concept living areas designed to maximize natural light and water views. The chef's kitchen includes Sub-Zero and Wolf appliances, marble countertops, an oversized island, and a full butler's pantry. Indoor-outdoor living is emphasized with multiple covered porches, terraces, and retractable glass doors. The main level includes a junior primary suite with spa-like bath and sitting room, along with additional living, dining, and service spaces. The upper level offers a water-view primary suite with dual walk-in closets and a luxury bath, plus five ensuite guest bedrooms and a secondary lounge with wet bar and terrace access. Outdoor amenities include a 20' x 50' heated gunite infinity-edge saltwater pool with spa, limestone patios, mahogany terraces, and a 320± SF pool house with kitchenette and firepit. The property also allows space for a future pickleball or padel court. A refined North Haven offering combining modern design, privacy, and convenient access to Sag Harbor Village.

Tucked away on a quiet cul-de-sac in North Sea, this designer-owned home offers beautifully curated interiors, abundant natural light, and a relaxed Hamptons lifestyle just minutes from Southampton and Sag Harbor Villages. Vaulted beamed ceilings create a sense of volume throughout the home's single-level layout, while the living room, anchored by a wood-burning fireplace, flows seamlessly into the dining area and renovated kitchen. French doors open to an expansive deck overlooking the property, creating a natural extension of the living space for outdoor dining and entertaining. Thoughtful design choices and a clean, timeless aesthetic make the home feel both welcoming and effortlessly stylish. A separate den provides flexible space for a library, media room, or home office. Set on a quiet cul-de-sac in North Sea, the property enjoys one of the Hamptons' most convenient locations-moments from Peconic Bay beaches and marinas, with easy access to both Southampton and Sag Harbor Villages. Known for its relaxed atmosphere, natural beauty, and year-round appeal, North Sea offers a distinctly different Hamptons experience: less crowded, more private, and connected to the water and outdoors that draw so many people to the East End. Turn-key, inviting, and well-located - 40 Highlands Drive is a home designed to be enjoyed from day one.

Located in a serene neighborhood at the end of a quiet cul-de-sac, this 3000+/- sq. ft. residence offers the perfect blend of privacy, comfort, and opportunity. Set on 1.3 beautifully landscaped acres, the property features mature trees, manicured lawns, and vibrant garden beds that frame a luxurious 50' x 20' heated gunite pool and spa, surrounded by classic flagstone. The home's first floor provides multiple common living areas, with a formal dining room, living room, large den, and open-concept kitchen that flows seamlessly into the inviting family room with a fireplace, along with a laundry room and full bath. Situated upstairs are a large primary ensuite bedroom, a hallway full bath, and three spacious bedrooms. The covered front porch offers a quiet spot to relax. The expansive rear porch, with a fixed awning running the length of the house, provides the perfect shady spot to gaze at the grounds and gorgeous pool, or dine and entertain. Whether you choose to renovate, expand or build anew, this exceptional property presents a rare opportunity to create your dream Hamptons retreat. The Water Mill location offers a tranquil lifestyle with the convenience of nearby farm stands accessible by bike, and ocean beaches just to the south. The communities of Southampton Village, Bridgehampton and Sag Harbor - with its marinas and bay beaches - are all within easy reach. A true sanctuary with endless potential.

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.

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.

Ideally situated on a quiet cul-de-sac in Wainscott, just minutes from both East Hampton and Sag Harbor Villages, 55 Red Fox Lane presents an exciting opportunity to enjoy one of the Hamptons most desirable locations. Set on 0.69+/- acre, the traditional residence offers four bedrooms, four and one-half baths, a finished lower level, and a generous 18' x 36' swimming pool. The flexible floor plan includes an eat-in kitchen with stainless steel appliances, dining area, living room with fireplace, and sliding glass doors providing an easy connection to the outdoors. A first-floor primary suite offers convenient one-level living, while the second floor includes an additional ensuite bedroom along with two guest bedrooms and a spacious shared bath. The finished lower level, complete with a full bath, provides additional space and possibilities. Outside, mature landscaping and established pines create privacy around the pool and grounds. With an excellent location and a substantial existing footprint, 55 Red Fox Lane offers a compelling opportunity! Listing ID: 935122