luxury house 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.

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

Completed in 2023, this new construction custom masterpiece by Farrell and company is located just moments from Sag Harbor Village and offers sweeping views of the 11th hole of Noyac golf course. Sited on totally private and quiet 2.35 acres, and offering water access through the Noyac Hills Estate Association, this over 8,000 sq ft., 8 bedrooms, 7 bathrooms, property provides the ideal retreat for modern living. The main level hosts a welcoming entry foyer, an open kitchen with top-tier stainless steel appliances, along with ceramic and hardwood flooring that radiate sophistication, a spacious living room, dining area, family room, and a first-floor primary bedroom. The second floor primary bedroom includes an en suite bathroom and a roomy walk-in closet. Additional amenities encompass a media room, bonus room, great room, and a gym. Outdoors, the frame construction and wood siding give the property a timeless appeal. An attached 2-car garage, sunken tennis court, and heated gunite pool with a separate spa, offers a private haven for relaxation and entertainment.

Imagine waking up to the serene sounds of gentle waves and the breathtaking beauty of the sunrise over the bay. Welcome to 38 Bay Avenue in Sag Harbor, NY—a rare gem set on 2.29 acres of pristine land with 450 feet of bay frontage. This property is not just a plot of land; it's a canvas for creating your dream coastal retreat.Designed by the renowned architect Ryan T Kesner, the approved plans for this estate envision a luxurious 5-bedroom, 7-bathroom home sprawling over 5,266 square feet of meticulously designed interior living space, complemented by over 10,000 square feet of stunning exterior space. Imagine entertaining guests in the expansive living area on the first floor, which boasts 2,976 square feet of open-plan living space with soaring 10-foot ceilings, flowing seamlessly onto 1,641 square feet of decks and porches. Picture warm summer days by the 705-square-foot pool, perfectly situated for both relaxation and recreation.The second floor continues the theme of spacious elegance with 2,290 square feet of living space and an additional 953 square feet of outdoor decks, providing ample room for family and guests to enjoy the panoramic bay views. And for those who seek a truly unparalleled perspective, the 360-degree roof deck offers 2,555 square feet of outdoor living space, where the vistas of Sag Harbor are yours to enjoy from sunrise to sunset.But the allure doesn't stop there. The basement level, while not included in the primary living space calculations, adds an impressive 3,500+ square feet of additional space. This includes a 636-square-foot two-car garage, a 270-square-foot lower lobby and elevator room, a 184-square-foot outdoor lobby, and a 588-square-foot bayside recreational area. With three storage areas totaling over 2,300 square feet, you'll have all the room you need for kayaks, paddleboards, and other outdoor equipment. Plus, a 455-square-foot bayside patio area invites you to create unforgettable memories by the water's edge.Every detail of this home has been carefully considered to meet AE 6 flood zone building codes, ensuring not only luxury but also safety and durability. 38 Bay Avenue is more than a property; it’s an opportunity to craft a lifestyle of elegance, tranquility, and connection to nature. Come, build your dream on the bay, and let the story of this exquisite home unfold with your unique vision.

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.

Sited on Little Ram Island, a stunning Shelter Island peninsula, this magnificent home was designed to take full advantage of the light and jaw dropping water views. The current owners after an extensive hunt uncovered an ideal location to build. The property has coveted water frontage, a boater's dream dock and mooring. The home offers both intimate and dramatic public spaces as well as bedrooms that are grouped in pairs at the extremities of the house for maximum privacy. At 8500 square feet (inclusive of a finished lower level) this house is not a stage set, but a calm backdrop for an array of activities for all to enjoy. Imagined by architect, James Merrell, this home is situated on the banks of Coecles Harbor in one of Shelter Island's most desirable estate areas. 2+ private waterfront acres offer an infinity pool and spa, expansive lawns all in a natural setting designed by landscape architect Chris LaGuardia.

New construction coming to Bay Point by Konner Development! The proposed 4 bedroom, 4.5 bathroom home will include a gourmet chef's kitchen, a heated inground gunite pool, and a deepwater dock. With beautiful views of Sag Harbor Village downtown harbor, as well as the uptown cove, you do not want to miss out on this incredible opportunity!

Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by tranquil Islands End public golf course, the popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. This neighborhood beach/park offers paddleboard and kayak stations along the marina, this home is perfect for embracing the North Fork's outdoor lifestyle. As a state-of-the-art smart home, it provides remote access for lighting, heating, and air conditioning, music indoors and outdoors, and televisions strategically placed on the second floor, in the main living areas, and in a private TV room in the basement. The expansive floor plan offers not one, but two luxurious owner's suites, one on the main level and another on the second floor, complemented by two additional bedrooms with private bathrooms. With a sleek, modern aesthetic, the home is thoughtfully designed for indoor-outdoor living. Outside, an elegant pool with a waterfall and evening lighting package becomes the centerpiece of the outdoor experience, complete with an option for an outdoor kitchen. Stunning dining area, and a lounge with a fireplace-perfect for entertaining or relaxing in style. This property brings the quality of its design and build to the forefront across all three levels, offering a flawless blend of comfort, functionality, and contemporary elegance. Indulge in this rare opportunity to own a slice of resort-like paradise on the North Fork.

Newly complete in the historic district, this reimagined 6-bedroom, 5 bath home is a rare find. Renovated and expanded by the developer, this historic cottage now boasts a footprint with over 3,800 +/- sq.ft of living space. A breezeway connects the cottage to a new house, offering 2000 +/- of new construction. Set on a substantial .35-acre lot, the backyard features a new gunite pool, pool shed, and patio that is perfect for outdoor dining and entertaining. Inside offers tremendous versatility. Each wing has 3 Bedrooms, their own kitchen, dining and living areas. The addition has an open floorplan and crisp white interiors. A double-height great room opens to the kitchen and dining area that overlook the backyard and patio. Upstairs there is an ensuite primary and balcony overlooking the backyard, as well as 2 guest bedrooms with an adjoining bathroom. Laundry is conveniently located on each floor. The location offers a fantastic lifestyle, 0.7 Miles to Main Street, with a couple dozen high-end restaurants and bars, boutique shops, and renowned Bay Street Theater and Sag Harbor Cinema. The homes upgraded amenities include Central A/C and Central Vac.

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.

This exciting four-seasons contemporary sits on five secluded acres, with room for tennis, exactly midway between East Hampton and Sag Harbor off Route 114 (Where it seems everyone wants to be.) The twenty-foot-ceilinged Great Room is the light-filled centerpiece of a home and property that has been packed with every imaginable amenity ....... a virtual cornucopia of Hamptons Lifestyle. The open kitchen (with 8-burner Viking Range, 2 wine fridges, (plus, plus, plus!) assures that even the most focused chef has everything they need, yet are still in the center of it all, with direct line-of-sight to the hearth and big screen. The 500 square-foot primary suite is resolutely private as the only bedroom on the second floor. (The luxurious radiant-floored bath, private sitting-room/study, fireplace, and room for two distinct sitting areas conspire to redefine luxury, while providing needed respite.) The lower level has been developed with a media center, and dramatic wine wall, with room for exercise equipment, pool table and more. The outside is divided into Two Distinct Areas: The first is an unparalleled bluestone courtyard featuring a 20' x 50' gunite pool with automatic cover, a massive stone outdoor kitchen, a bocci court, and a personal herb/vegetable garden. The second comprises of a rolling lawn leading down to a cinematic circular outdoor salon with beckoning fire pit. Bridging the two distinct adventures is a dramatic entertaining center with an arbored outdoor dining room, and a conversation center with fire pit. All this leads into the house thru the perfectly located and ridiculously-comfy screened porch. A first floor junior primary, two other guest rooms and small study complete this movie-set story. Merchants Path is less than three miles to the Wharf in Sag Harbor or Main Street East Hampton, right off Route 114. 122 Merchants Path has it all. Exclusively ours!

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.

Nestled in the coveted North Sea hamlet, 6 Randall Road is a beautifully maintained cedar shake cottage surrounded by lush, mature landscaping. This private retreat offers 3 bedrooms, 2.5 baths, and an open-concept design that seamlessly blends indoor and outdoor living. The spacious primary ensuite and two guest rooms are generously sized, with sliding glass doors from the living and dining areas leading to manicured gardens and serene grounds. The outdoor space is exceptional, featuring a heated saltwater pool, ample patio seating, an outdoor dining area, and a secluded outdoor shower overlooking a natural preserve. This property offers the perfect combination of luxury, comfort, and privacy-a rare opportunity to own a piece of paradise in North Sea.

Ideal location, large and beautiful home on an expansive property, offering privacy, an oversized pool, and tennis. This new exclusive has it all! Located on a quiet cul-de-sac, just 3 miles from Sag Harbor Village and 3.7 miles to East Hampton Village, lies this beautiful 4-bedroom, 5-bathroom home. Featuring an open floor plan, the home flows seamlessly from the natural light filled living room with 24' vaulted ceiling and gas fireplace overlooking the expansive back yard, to the eat in kitchen, dining area, separate media room with glass framed pocket doors, enabling privacy and separate space when desired, a full bathroom and an enclosed porch with dining and entertaining space. The first floor also hosts a large Junior Primary ensuite with shower and jacuzzi tub and its own private enclosed porch. The second floor offers two large ensuite guest bedrooms, the Primary ensuite bedroom with a large deck overlooking the property, an office/5th bedroom, and a separate bonus room. The lower level includes an additional 1,200± sqft. of finished living space and 450± sq.ft. of storage. The two main level enclosed porches total 420± sqft.of additional enjoyment bringing the total interior square footage over 3 levels to 6,070 ± sqft. which excludes the attached 2-car garage. Central to all, this home offers community tennis shared by 11 other homes, and lies 700 yards to the Northwest Woods hiking and biking trail, 4.7 miles to the ocean and EH Main Beach, 2 miles to the Sag Harbor Golf Course, 2.6 miles to Havens Bay Beach, and 3 miles to marinas, boat launches, and yacht clubs. This exceptional property offers you the convenience and benefit of living in close proximity to every activity, shopping, dining, and entertainment venue the Hamptons has to offer, while still affording you the privacy 1.5± acres grants. And as if that wasn't enough, the winter sunsets from the Primary Bedroom deck are extraordinary! Priced to market and a must see! Floor plans available upon request.

Experience the beauty of Hayground Cove on this remarkable one-of-a-kind 2.4 Acre waterfront property, just minutes away from Mecox beach and conveniently located between Water Mill and Bridgehampton Village. Positioned at the end of a cul-de-sac is this 5,039 SF, 4 bedroom, 3 1/2 bathroom modern farmhouse designed and inspired by renowned Architect James D'Auria and built by Wright & Co. Prepare to be amazed by all the light as you walk into the foyer and naturally drift into the captivating living room, boasting a 25-foot ceiling at its peak, floor to ceiling windows, and a gas fireplace that sets the perfect ambiance. At the core of this home, you'll find a magnificent Chef's Kitchen that is fully equipped with top-of-the-line appliances, caesarstone countertops, and a seamless open connection to the dining area, enhanced by a cozy wood-burning fireplace. Through the French doors, you'll find a serene covered porch, providing the perfect setting for both relaxation and Al Fresco dining. A sunlit hallway leads you to a generously sized office/den area with impressive 15-foot ceilings and beautifully carved doors hailing from the 1600s all the way from India. The second floor welcomes you with an en-suite primary with a gas fireplace, private deck with an outdoor shower that presents panoramic water views, double walk-in closets and a spacious primary bathroom equipped with dual sinks, a soaking tub, and a separate shower. Furthermore, the second floor consists of 2 guest rooms, 2 full bathrooms, and a TV den that was originally designed as a 4th bedroom to which the owners decided against personally, though it can easily be converted with a connecting bathroom. Other noteworthy interior features include a one-car garage, a generator, a geothermal system, a Sonos audio system, and a security system for your peace of mind. Outside, the meticulously landscaped grounds showcase mature trees, perennial flower beds, and a breathtaking rose garden. Adjacent to the main residence, a fully fenced 16x40 heated gunite pool awaits, complete with an automatic cover, while a shaded lawn area with a charming trellis provides a serene retreat for dining or simply relaxing. Follow the path adorned with native vegetation to discover a boardwalk and a private dock overlooking Hayground Cove, creating a tranquil oasis by the water's edge. And finally, included in this extraordinary property is a 14-foot Boston Whaler, ensuring enjoyable adventures on the water and directly to the beach.

Introducing the only new construction with tennis under $19M from Southampton Village to Sagaponack South. The site is idyllic-at the end of a quiet cul-de-sac, one house from Kellis Pond, across from reserve. One lane south, bike past 20+/- farm acres, and on to one of 3 ocean beaches. Or drive past Babinski Farm Stand and manicured equestrian stables to nearby Bridgehampton or Water Mill Village, for total convenience. The modern new construction offers 4 levels of living. There are 3 levels of interior space, totaling 10,850+/- sq. ft. In addition, the home boasts a 1,400+/- sq. ft. roof deck, with reserve across the street, field views beyond, and pond views to the East. An elevator services all 4 levels. The 20-room home features every amenity-9 bedrooms, an office, gym, game room, theater, heated garage and two structure pool/guest house (one with office, one with lounge). Underlying this architectural beauty is a steel and glass structure that features Pietra Cardosa slab walls (running inside and outside the home), South American Mahogany and refined stucco accents. The voluminous interior benefits from high ceilings on every level. Floor-to-ceiling metal windows were custom designed from Europe. On the first floor, indoor/outdoor living is enhanced by 10' high sliding glass door systems that open to 3 terraces--each designed as an outdoor room. One space features a covered, heated porch with barbecue and motorized screens. The second space features an outdoor living room anchored by a gas firepit. A third space features an all-season hot tub, with motorized cover. The home is designed to accommodate varied lifestyles. It features two true primary suites. There is a large 1st floor primary with an office and showcase bath with slab concrete-like floors and walls. A huge second floor suite features 3 enormous closets, a show-stopper bathroom with 10' slabs, and dual terraces with views to the pond and back yard, and outdoor shower. There are 6 additional ensuite bedrooms. Plus a one of two potential walk-out gyms features sliding glass doors, and can serve as a legal 9th bedroom for those needing extra sleeping quarters. Lastly, a pool house was thoughtfully conceived for varied lifestyles...It offers two buildings, connected by a covered porch/pergola which can serve as an outdoor living room. One structure features a living room with designer kitchenette. The second features an indoor/outdoor office, with closet, full bath, and basement below for winter storage. On the technology side, the house stands out as something only a custom owner would endeavor. The home features $150,000 whole house Homework system for lighting, solar shades and music. It also features 20K solar system. There is theater-quality insulation throughout, Quiet Rock between bedroom/bath walls, 16 zone heating/cooling. Other technologies include Universal WIFI, 8 camera surveillance, a generator, and a 45-speaker music system. It would be impossible to recreate an offering with all these amenities and construction caliber, on a quiet south-of-highway cul-de-sac.

Located on 1.4+/- acres of park-like grounds, this three bedroom, two bath residence, owned and meticulously maintained by an award-winning architect and his wife for the past twenty years, offers a serene setting to relax and entertain. The focal point of the home is its spectacular great room with a 20' ceiling, wood burning fireplace, dining space and chef's kitchen. Three sliding glass doors lead from the great room to an expansive 2,500+/- sq. ft. deck featuring a heated pool, BBQ area, dining table, and multiple seating areas. Completing the first floor are a bedroom with direct access to the pool area, a bedroom currently set up as a den, and a full bath. The second-floor primary bedroom is a private retreat, offering a spacious bath with double sinks, walk-in shower and soaking tub, a generous walk-in closet, and a 500+/- sq. ft. private deck with views of the expansive lawn and a spiral staircase down to the pool deck. With a carport for one car and easy access to East Hampton Village shops and ocean beaches, this home offers the best of Hamptons living.

Perched on a hill at the end of a cul de sac, this celebrity's own classic East Hampton retreat has abundant peace and beauty. With five bedrooms, multiple indoor and outdoor gathering spaces in which to enjoy the seasons, two wood-burning fireplaces, a Gunite pool, beautiful mature landscaping, and a two-car garage, this house has everything you need to enjoy sunsplashed or cozy happy times in the Hamptons.

Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a to be built opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!