luxury houses with pool for sale Southold, United States

THIS TURNKEY HAS IT ALL Uniquely perched above a magical 1.30+/- acres this 3,000 sf+/- newly renovated waterfront contemporary sits on the revered and sheltered Menantic Creek. 300 feet of water frontage with a private deep-water dock with the capacity for 4 boats that allows for easy access to West Neck Harbor and the Peconic Bay beyond, all within close proximity to the coveted Island Boatyard, rightfully secures this home as a boater's paradise. Extensive decks, a Japanese style rock-terrace, abundant lush gardens, a newly built gunite pool surrounded by white marble, a hot-tub, outdoor shower and sauna are all easily accessible from the home, designed for ultimate indoor-outdoor living. The interior has soaring ceilings and is flooded by natural light from the bank of waterfront windows and sliding glass doors. The kitchen features quartz countertops and stainless steel appliances and adjoins an all year glassed-in pavilion that overlooks the spectacular Menantic Creek vista. All bathrooms have been meticulously renovated, the primary with Carrara marble. There are two bedrooms on the first floor, including a large first floor primary suite with stunning water views and direct access to decking and all that the property affords. There is an additional first floor bedroom with an ensuite bathroom. The second floor consists of another primary suite offering phenomenal panoramic water views plus an additional bedroom and a private office overlooking the every changing landscape, an expansive lawn and the luxurious pool. The finished lower level has a full bath that adds an additional 800+/- square feet of living space. A two car garage and separate garden shed, and the possibility of expansion rounds out this offering . A stellar location near world class restaurants and shopping, a quick drive to the south ferry to North Haven/Sag Harbor, golf, tennis and so much more. 11 Dickerson Drive is the very best of year-round living on Shelter Island.

Perched atop a 20-foot-high bluff overlooking Shelter Island Sound in the prestigious North Haven Shores community, this expansive property spans over an acre, offering stunning northwest-facing views of the open water and glorious sunsets. With over 180 feet of sturdy bulkhead revetment, it boasts a private deep water dock. The charming single-story residence, adorned in traditional Hampton's shingle siding, is tucked away ensuring privacy. Its covered deck wraps around three sides, providing a perfect vantage point for enjoying the waterfront vista and outdoor entertainment is centered around the new heated, in-ground Gunite pool and accompanied by a convenient changing room with a shower. Inside, the home exudes warmth and elegance. The entry parlor leads to a spacious great room with a fireplace, seamlessly connected to a sunlit room that opens onto the covered deck. The primary suite, complete with a walk-in closet, offers direct access to the rear deck, while a separate guest suite provides comfort and privacy. The well-appointed kitchen features stone counters, stainless steel appliances, and a Viking range. An adjoining service area connects to the garage and leads to a hallway housing additional amenities, including a powder room, an office/work area, and a sleeping loft. Completing the picture is a partial basement with laundry and storage facilities, and generator. Access to the North Haven Shores community bay beach adds to the allure of this exceptional property, offering endless opportunities for waterfront enjoyment.

This stunningly renovated modern with water views, architectural lines, and gorgeous landscaping is a fantastic value. With potential for 6-7 bedrooms above ground (with expanded septic), this is a unique opportunity to live by the water in Sag Harbor. Drive past Noyack bay to a gated entrance as you approach your private sanctuary. Set on a lush acre with mature landscape, the property features a gunite pool, basketball, and ample lawn for entertaining. The first-floor has a dramatic loft feel. The front porch opens to a vaulted great room, with a wall of glass with captivating views out to Noyack bay. A modern kitchen with all new appliances opens on three sides to living, dining, and breakfast areas. The versatile eat-in kitchen offers seating at the luxurious waterfall island, plus a 6-person breakfast nook with floor-to-ceiling windows. Kitchen features a double-sided wood burning fireplace connecting to the living room. The kitchen also opens to the dining area that overlooks the backyard. Large picture windows and a wall of sliding glass doors opens to a BBQ/lounge area for easy indoor/outdoor living. The first floor also offers a pool bathroom, mudroom and attached garage. The floorplan offers plenty of space for large gatherings and guest quarters for sleeping. Six bedrooms have their own dedicated bathrooms, 5 of which are ensuite, including the luxurious primary. Adjacent to the primary is an office or potential 7th bedroom. The gracious primary has beautiful water views and a spa-bathroom that is an absolute showstopper! Several guest bedrooms have water views or balconies that overlook the grounds. Each bedroom and dedicated bathroom was renovated. Polished brass details, cable railings, and new light fixtures complete the crisp modern interiors. It's rare to find a house this size, in Sag Harbor, with Water Views, that is turnkey and ready to move-in. This house features all new mechanicals and systems -- including HVAC, duct work, energy efficient boiler, instant hot water heater, and washer/dryer. This home is also centrally located in Noyac, on the border of Sag Harbor and Southampton, which is part of the Sag Harbor School District. The area is quiet and private, and just a couple minutes to Bridge and Noyac Golf Clubs, Long Beach and local marinas. It's centered 10 minutes between Southampton, Bridgehampton, and Sag Harbor Villages.

This stylish, sun filled, completely refurbished 60s beach bungalow is located a stone's throw from Circle Beach. Meticulously restored from soup to nuts, including a 14x28 heated gunite pool and upgraded septic. No need to deal with local permitting or contractors. Located a few blocks from beach and 3.5 miles to downtown Sag Harbor. With a surfer inspired decor there are three bedrooms and one bathroom. Rounded out with a chef's kitchen and a tastefully designed back yard oasis you may never to want to leave except maybe stroll to Circle beach at the end of each day to experience the best sunset in the Hamptons. This home has all the bells and whistles and is no 5,000 square foot Hampton's McMansion but a pristine, chic seaside bungalow in a trendy up and coming beach neighborhood with tons of built in cabinetry and closets. The perfect starter home in the sought after Pine Neck community. Sag Harbor Schools

Situated on a tranquil private path, this sophisticated six-bedroom home offers luxurious living spaces and serves as a haven for outdoor enthusiasts. Surrounded by pristine woodland and located across from Trout Pond with its scenic hiking trails and excellent fishing spots, this residence is ideally positioned between Sag Harbor Village, Bridgehampton, and Southampton. A world-class marina is just a stone's throw away. Two renowned golf courses and a National Wildlife Preserve is less than a mile away. Spanning 7,000 square feet across three levels, the home provides ample space for both family living and entertaining. The open-plan gourmet kitchen flows into spacious living areas adorned with coffered ceilings and a cozy wood-burning fireplace. A formal dining room sits adjacent to the kitchen. The second floor consists of a primary suite and four ensuite guest rooms, along with convenient dual washer and dryer setups. The finished lower level features a music/media room and a sixth ensuite bedroom, as well as a seventh bedroom outfitted with six bunk beds. Outside, a lush and meticulously landscaped garden envelops the expansive gunite pool and spa, complemented by blue stone terraces. A bocce court and outdoor fire pit add to the backyard's entertainment options. This property presents an exceptional opportunity for year-round residency or enjoying an extended Hampton season. Don't miss out on this remarkable offering for those seeking refined living in a natural paradise.

A tour de force of luxury design by boutique builder David Rimland of Rimland Construction and Hunt Architecture, this custom 5 bedroom, 4910 square foot North Haven home with a heated gunite pool, exceptional outdoor spaces, and a finished lower level with gym and sauna is offered for sale pre-construction and slated for completion in 2023. Walls of reclaimed granite and glass will pair with yellow cedar shingle to create a stunning exterior finish. Interior finishes will incorporate oak, Tadelakt plaster, polished concrete, and reclaimed granite walls bridge the indoor and outdoor spaces. Located on a half acre near the bay in North Haven, privacy landscaping ensconces the stunning outdoor spaces that will include a covered porch with outdoor fireplace, an adjacent screened porch, and and outdoor grill kitchen to supplement the heated, gunite pool. Private terraces off the luxurious primary bedroom suite and guest suite overlook the rear grounds. Once the farmstead home of Julian Hawthorne, son of Nathaniel Hawthorne, North Haven was dubbed, the jewel of the South Fork, and was a retreat for literary and theatrical figures. Set for completion in 2023, a rare opportunity to own new construction of supreme quality minutes away from Short Beach, Long Beach and Sag Harbor Village.

Discover the perfect retreat for those seeking a staircase-free lifestyle. Nestled on a tranquil 2.11+/- acre lot, this sprawling 5,306+/- sq. ft. contemporary home redefines comfort with 5 bedrooms, 7 full baths, a finished lower level, a distinctive pool, a charming pool house, and Har-Tru tennis courts. Set back from the road and surrounded by lush nature for ultimate privacy, this elegant residence embodies the essence of Hamptons living. Follow a gated entrance through a Belgian stone driveway and you'll find a haven of relaxation and leisure. The property underwent A meticulous renovation in 2018, showcases timeless hardwood flooring and recessed lighting throughout. Step through the welcoming covered front porch into sun-drenched living spaces that invite the outdoors in. The inviting living room centers around a wood-burning fireplace with a stone hearth. Adjacent to the dining room, the gourmet eat-in kitchen is a culinary enthusiast's dream, featuring sleek high-gloss cabinets, top-tier appliances, and exquisite countertops. Seamless indoor-outdoor living is effortlessly achieved through a series of ceiling-to-floor sliding glass doors that lead to the expansive rear patio. The well-appointed first-floor primary suite boasts a soaring ceiling, walk-in closets, and opulent separate baths. Completing the first floor, you'll find an attached 2-car garage, a convenient laundry room, a powder room, and 3 guest bedrooms, one of which is ensuite and another with private patio access. There is a finished lower level that can also be accessed through bilco doors adding an additional 2,380+/- sq. ft. of space including 2 more bedrooms, and 2 bathrooms. The backyard is a haven for outdoor entertainment, featuring a captivating L-shaped pool and spa within a fully fenced enclosure. A generous wrap-around porch provides ample space for sunbathing and al fresco dining. Don't miss the striking 351+/- sq. ft. glass-walled pool house, boasting lofty 12' ceilings, a bathroom, and an outdoor shower. The pool house flows effortlessly through to the tennis court and is a perfect spot for watching the US Open in between matches. All of this is situated in a serene neighborhood, just moments away from world-class golfing and the beautiful bay beaches. This is a one-story living opportunity that seamlessly combines luxury, privacy, and convenience in the heart of Sag Harbor.

Discover charm in New Suffolk with two inter-connected residences. Nestled on the property is a charming year-round cottage see MLS listing 3525611 Enjoy the serenity year-round, whether by the fireplace in the winter or in your gunite pool with cascading waterfalls and a fully equipped outdoor kitchen- perfect for al fresco dining and entertaining. Both residences are fully permitted as legal Southold Town rentals. Together these two houses offer the perfect balance of space and privacy for you and your loved ones.

Nestled within a mere 5-minute drive from Sag Harbor Village and Sag Harbor's popular Long Beach known for its shallow warm waters, this remarkable house offers the perfect blend of convenience and tranquility. This 3 bedroom and 3 bathroom residence is thoughtfully designed to provide ample space and comfort. The first floor features a modern kitchen with an eat-in area adjacent to an open living room/dining room area. Also on the main floor is an en-suite primary bedroom, ensuring convenience and accessibility. On the second floor, you will find an additional two bedrooms with a dedicated workspace and one full bathroom. The basement, although unfinished, presents an opportunity for customization and personalization to suit your needs. The french doors lead you to the expansive backyard which is adorned with beautiful trees, and a heated vinyl pool creating a serene oasis. Additionally, a 1-car garage, currently utilized as an art studio, offers endless possibilities for creative endeavors. Immerse yourself in the charm of Sag Harbor Village, renowned for its vibrant community, and picturesque scenery. This coveted location provides an unparalleled lifestyle, from upscale boutiques to delectable dining options. Don't miss out on this exclusive opportunity to own a piece of Sag Harbor's allure.

Move right in to this newly renovated 4 bedroom, 3.5 bath traditional home. Perfectly private on a quiet street in Southampton, and also perfectly located to Southampton Village with easy access to Sag Harbor & Bridgehampton. The home has tall ceilings and a comfortable open floor plan that flows nicely from space to space. The basement has been finished in to a fabulous recreation room with bath and there is a separate first floor laundry room. The outdoor spaces are equally as inviting with blue stone patios, BBQ, fire pit and heated gunite pool with spa. Not only does this home offer the perfect year round living, it also has an impressive rental history. Exclusively available for sale, $2,595,000.

Located down a private drive at the end of a serene cul-de-sac, 16 Watermill Heights awaits offering majestic sunset views over the Peconic Bay. Perfectly situated on a sprawling 6.57 acre parcel to optimize sunshine and privacy at one of the highest elevations in Water Mill. This offering presents a rare opportunity with endless possibilities to spruce up or renovate a special home. With 5 en-suite bedrooms (including a first floor guest suite), double height ceilings, abundant natural light and an oversized pool with a 75' lap lane. Room for tennis and minutes from ocean and bay beaches this property is primed to become your ultimate retreat.

Newly constructed and renovated to perfection, this tasteful residence is new to the market. Designed by Anthony Vermondois, this home features 4 bedrooms, 3.5 baths, is superbly located on a quiet street and borders acres of vacant land, just north of Southampton Village. Built to an excellent standard and incorporating an extensive renovation of the original cottage, this newly built 2,850+/- sq ft. home on approximately 0.6 acres offers the best of new construction combined with timeless Southampton style. The bright and airy interior features an open floor plan showcasing a spacious great room with a large wood-burning fireplace, stunning millwork and walls of oversized windows and French doors opening to the cedar deck, outdoor wood-burning fireplace, pergola and pool. Designed for comfortable and gracious modern living, the great room is adjacent to the sparkling new kitchen with Bertazonni principal appliances (refrigerator, range, dishwasher) and a large dining area. Also on the main floor is a private primary suite with luxurious ensuite bath and substantial walk-in closet. In addition, there is a second generous ensuite guest room on the first floor. Upstairs, there are two comfortable bedrooms, a large bath and a built-in office area with a desk and extensive cabinetry. The finished lower level offers ideal recreation space. Lovely finishes and custom details can be found throughout this home which also has a generator. The outdoors features substantial decking and patios, an outdoor wood-burning fireplace, a pergola for shade, heated Gunite pool, luscious gardens with mature trees, an outdoor shower, storage shed, sprawling manicured lawns and a fully hedged and tree-lined perimeter. Tucked away for privacy, this exceptional offering is an ideal location, wonderful for boaters, and is close to bay beaches, marinas, and preserved natural land. Just minutes away from Southampton Village and exquisite ocean beaches, this new opportunity is truly special.

Located at the end of a cul de sac on a quiet street in Bridgehampton sits this newly renovated, from top-to-bottom, beach home. Easy one level living includes 5 bedrooms, 2.5 baths and open kitchen and living area with vaulted ceilings. Situated on over half an acre with a heated gunite pool, the property is adjacent to a land preserve and backing $4million+ homes. Landscaping with privacy trees, blue stone patios and driveway will be completed soon. Minutes to Bridgehampton Main street, Ocean Beaches and Sag Harbor Village. Offered exclusively for sale, $1,995,000.

Originally an 1850s barn transported from Vermont to its current location in Water Mill, the structure has been lovingly and skillfully converted into a charming farmhouse-style country house. As you approach the home through a wooded drive, hydrangeas and native plantings welcome you. Once inside, glass walls fill the open living spaces with abundant sunlight, seamlessly blending the Hamptons sun throughout. The cathedral ceilings showcase authentic beams from the original barn, creating an atmosphere that invites you to connect with nature. Enjoy relaxing in the living room around the wood burning fireplace or entertain in the dining room with views looking out to the 20' x 40' heated pool surrounded by brick patio. An open kitchen is complete with stainless steel appliances. The kitchen area opens to a deck for sunny breakfasts or dinner after a swim. The first-floor primary suite offers an office space, bath with double sinks, soaking tub and separate shower. Also on the ground floor is the first of three guest bedrooms and another bath. An open stairway leads you to the second floor offering two additional guest bedrooms with authentic wainscotting and a shared bath. Enjoy just as you see it with comfortable beachy furnishings available seperately - all ready to move right in, or set up for a summer tenant. This tranquil Water Mill home offers peaceful privacy set amongst landscaping and mature trees, while its central location offers easy access to villages, beaches, shopping, transportation and entertainment. It is in close proximity to the largest aggregation of open space in the Hamptons, with miles of trails for hiking and riding and surrounded by farm land, horse farms and polo fields. Embrace the allure of Hamptons living in this lovingly cared for property.

This charming single level ranch is bright, clean and full of style, sitting on .7 acres backing to a reserve for privacy. The living, dining and kitchen areas all have high vaulted ceilings with sky lights. The screen porch overlooks the new large 18x40 gunite pool and beautiful backyard. Great indoor and outdoor spaces for entertaining in the summer time including a large blue stone patio. The interior features three bedrooms and two baths, an unfinished lower level with a high ceiling which could be finished. With a conforming lot which allows 20% building coverage, there is plenty of room to expand or enjoy as is! Close to all, wineries, beautiful Sagaponack ocean beaches, Bridgehampton and Sag Harbor.

Envision Spring 2024 at a gated entrance graciously leading you to your dream estate setting on 1.2 ± acres surrounded by a flourishing fruit orchard! This generous building envelope at 275 Narrow Lane is your chic and modern dream estate includes a 6,500 ± sq.ft. main home (5,000 ± sq.ft. above ground and 1,500 ± below) plus a pool house and permits for tennis. A sophisticated design which highlights Hamptons' sunlight pouring into every room. A two-story foyer welcomes you to the open floor plan with soaring ceilings and rustic exposed beams in the great room with 12' ceilings on all three floors. The first floor will feature a large dining area, glass doors in the great room, bringing the outside in, a show stopping chef's kitchen with top of the line appliances, custom light-oak seamless cabinetry, marble counters with a waterfall island and custom doors leading to covered porches overlooking the property. Additionally, the first floor will showcase one of two possible primary suites along with a gracious den with a double-sided fireplace, a mudroom with laundry, gym/office and full bath rounding off the first floor. The second floor boasts another primary suite with a large terrace overlooking the entire yard plus four additional ensuite bedrooms. The lower level offers plans to finish or to customize for the buyer. An ample space for two additional ensuite bedrooms, a recreational space and/or a playroom and a walk out egress to the pool area. The exterior offers serious curb appeal, with a modern farmhouse feel, ample terraces, covered patios overlooking the perfect pears and apples with built-in heaters designed for indoor/outdoor living, heated Gunite pool and spa, permits for tennis or sport court, a pool house planned with entertainment areas and an outdoor kitchen to complete a resort-like feel. You may never want to leave your own personal resort. Relax in your private oasis just a couple of minutes to the ocean under one mile away, main street, shops and restaurants just seconds away.

Set on a private shy acre, at the end of a quiet cul-de-sac abutting town land, this +/-7,500sf estate-like home was exquisitely crafted in a convenient location and peaceful setting. Enter from a portico into the soaring double-height entry foyer, where welcoming and impressive living spaces are immediately apparent. There is a seamless flow among the gourmet eat-in kitchen, adjacent butler's pantry with a sink and beverage refrigerator, formal dining with a concealed wine room, and the living room with gas fireplace. The expansive kitchen is fully equipped with Sub-Zero refrigerator, Wolf stove, Miele coffee station, twin dishwashers, and pot filler. A stylish home office, en-suite bedroom, powder room, accessorized laundry room, and walk-in pantry complete the first floor. Upstairs, the gracious primary suite has an adjoining sitting room and luxurious marble bathroom with frameless glass shower, soaking tub, dual sinks, and custom walk-in closet. Three spacious en-suite bedrooms, a sophisticated media room, another full bathroom, and second laundry are on the second floor. The recently finished lower level is refined, comfortable, and has it all. The sixth en-suite bedroom, entertainment room with gas fireplace, luxe wet bar, stunning gym and sauna, another bathroom with steam shower, playroom, and a cedar closet. Enveloped in greenery, the tastefully landscaped backyard affords the ultimate privacy. A heated gunite pool with spa and waterfall, bluestone patio, and generous covered porch with outdoor kitchen complete this exceptional property. Additional features: attached heated two-car garage, A/V system(s) throughout, backup generator, radiant heated floors, energy efficient geo-thermal heating and air conditioning.

This 15,206+/- Sq. Ft. New Construction (plus an additional 3000+/- feet of covered porches and outdoor structures) is a One-of-a-Kind. The 4.1 acre, full-lawn, trophy property has a flat site plan that offers unlimited potential. Stables, Art Studios, Barns, or Collector Car Showcase are all options on the spectacularly sized property. Uniquely, the property offers 360 degree views of Vineyards and Farms--over 100 acres of additional property vistas in all. The estate is oriented South and West for ideal light and sunsets. And the house is set back 750' from the nearest street, for the ultimate privacy. There is nothing like it in the Hamptons. Set among some of Bridgehampton's largest open farms and Polo Fields, the house is conveniently moments to Bridgehampton Village and ocean beaches in one direction and Sag Harbor Village and its Marinas in the other. The Hamptons Development Group, with its experienced design team, is carefully crafting a masterpiece that is modern, yet respectful of Bridgehampton's transitional architecture and farm influences. Built to the most discriminating tastes, this 9 bedroom/13 bath offers gorgeous architectural appeal, on a property that could never be found again. Almost every room has unique gorgeous vistas. The design team has taken advantage of the large-scale nature of the property with first floor room heights of 16' in the kitchen and 21' in the great room. Massive European window walls give the home a modern feel, and bring the outdoors inside. The second floor offers four balconies that take advantage of gorgeous open farm vistas in every direction and breathtaking sunset views. This is a multi-generational estate opportunity that rarely, if ever, comes along. And there is still time to work alongside an experienced custom build/design team to complete the home and property of your dreams. Or enhance the plot plan with additional structures if desired, while construction is still taking place.