luxury houses for sale Shelter Island, United States (page 4)

This two-acre property offers a location close to East Hampton & Sag Harbor Villages. This 4-bed, 3.5-bath haven welcomes you with a grand foyer, soaring ceilings, and three fireplaces. On the main floor, two living rooms, each with its own fireplace, and large windows seamlessly transitioning to the deck and pool area, this home creates an idyllic retreat for relaxation and gatherings. The second floor, devoted to an entire primary suite, office area, walk-in closet, fireplace, large sun-filled bathroom and balcony overlooking the pool. Exceptional hot air systems ensure comfort in every season. The lower level, with two private entrances, offers a rare opportunity for a personalized home/office/pool cabana and additional livable space; very few properties are set up for such enhancements. This unique feature allows buyers to detail the bathrooms and kitchen to their taste.

Every once in a while, a serious builder decides to build a house to thrill. 12 Rolling Wood is one of those rare builds. Two full acres, 8,200+/- sq. ft. of living space including fabulous lower level, Seven Bedrooms, Ten and a half bathrooms provide the framework on which this story is told. From the moment you enter the two-story foyer which leads seamlessly to the expansive great room and open kitchen, you will sense that this house is an unfolding drama. The screened porch has a massive stone fireplace with a roughhewn mantel flanked by built-in seasoned-wood storage bins...Thrilling. The Primary suite is actually a suite (The private sitting room with wet bar/coffee kitchen provides both warmth and intimacy, or seclusion for working in resolute privacy. The radiant heated bathroom is magazine worthy. Add in two walk-in closets and this suite is downright thrilling.) The Pool House doubles as a Dining Pavilion, with a world-class outdoor kitchen which is situated more like a cockpit, from which you'll pilot your summer entertaining...in thrilling style. The lower level has two ensuite bedrooms, a gym, and media room. And for the car enthusiast, the garage may be the best part of all. An oversized light-filled three-bay space with a radiant heated epoxy floor will serve more as an automotive salon...thrilling to say the least. Located at the end of a secluded cul-de-sac, minutes from East Hampton Village, and ten minutes from Sag Harbor, this thrilling brand-new home is ready for immediate occupancy. Offered exclusively by us.

Mint condition Cape includes a large back deck with outdoor fireplace. Owner's suite on second floor includes den/home office. Located in quiet area of Yennecott Park just one block from creek access for kayaking/paddle boarding.

An immaculately well-maintained private home sits on a shy a half-acre in Springs. Once you enter through the gated driveway your completely fenced in with extensive landscaping. Features multi seating areas to enjoy the freshwater pond with rambling water, fire pit or among the hydrangea overlooking the yard. Crafted rock walls capture flower beds and boast the special tree specimen. Inside the home offers private quarters with two bedrooms upstairs with a shared bathroom as well as a flex space. The main floor offers a bedroom, an office/den and full bathroom off the main living spaces. Dining and kitchen flow together with a large living room with lots of natural light. The primary is upstairs with ensuite bathroom. There is also a working finished garage with cabinets, sink and heat. A must-see property!

Step behind the hedges. Founders Landing, Southold. Private park-like .63 acre. Custom Arts & Crafts influenced home. Bay beaches, marina, restaurants, shopping & transportation all just a stone's throw away. Exquisitely landscaped. Gracious front porch. Large foyer with a one-of-a-kind staircase with crafted newel posts. Vaulted ceilings, large windows w/ transoms and an openness that invites nature inside. Imposing brick wood-burning fireplace. Custom kitchen, dining room w/ tray ceiling. French doors lead to sunroom w/ west, south & north exposures. 1st fl master suite.. Beautiful fenced backyard w/ brick patio & specimen plantings. Plenty of room for the pool of your dreams. Whole house generator. Meticulously maintained and move-in ready. Adjacent .64 acre property also available. Call for details. Your family compound might just be in sight.

Beautifully renovated Contemporary Farmhouse in Founders Beach with bay beach rights. Featuring 4 bedrooms, 3 baths, 36x16 heated salt water gunite pool, CAC, wood burning Malm fireplace and Wolf stove, 1-car detached garage, mature landscaping with specimen trees, flowering scrubs & conifers. A short walk to beautiful sandy Bay beach and all Southold Village amenities.

On a peaceful cul-de-sac very close to East Hampton Village, and with space for a crowd, this house has so much more than meets the eye. A new nitrogen septic system to be installed by Seller will legalize all 8 bedrooms, making it one of the best values around (Board of Health approval granted, work starts late April, updated certificate of occupancy forthcoming). Grand in scale, immaculately clean, and up-to-date inside, the property features a large lot, beautiful pool and inviting entertaining space outside. Inside, find light-filled spaces, a stylishly renovated kitchen, renovated bathrooms (all with radiant floor heat), five en-suite bedrooms and a very large first-floor primary en-suite bedroom with sitting area, walk-in closet and lofted ceilings. In addition, multiple bonus rooms include a TV room with wet bar, two first-floor powder rooms, and laundry room. Host guests with ease in the expansive lower level with a media/playroom, full bathroom, private entrance, two finished bedrooms, and abundant storage. No finer value - must be seen to be believed.

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.

Striking Ten-Room, Five-Bedroom, Four-Bath Post-Modern Gem nestled astride a verdant Nature Reserve on 1.5 acre property featuring an In-Ground Vinyl-Lined Swimming Pool just steps away from a Gunite Hot Tub, Gardens, Paths, and Inviting Nooks. The Main floor features a Sunny Cathedral-Ceiling Living Room, a Separate Dining Room, Bar, and Eat-In-Kitchen, as well as Primary and Secondary Bedrooms and Two Full Baths. Upstairs, a Showcase Balcony, Three Bedrooms and Two Full Baths. The basement houses Two Fully Finished Playrooms and Copious Storage Space. All this on one-and-a-half acres of beautifully designed and landscaped property adjoining the previously mentioned nature reserve. The house enjoys a Generously-Sized Driveway/Parking Area, as well as a Convenient Cul-de-Sac Turnaround.

This spectacular turn key and mint property is situated on a quiet street in the historic Springs section of East Hampton and close to the village. Designed and recently renovated inside and out in 2023, this chic, sophisticated six bedroom, five bath transitional is the quintessential beach house with endless amenities. Enter into a light-filled living room with a double height ceiling and wood-burning fireplace that flows into the beautifully appointed kitchen and dining area. A primary Junior bedroom and a full bath complete the first floor. Upstairs features a luxurious master bedroom with a spa like full bath and two additional bedrooms and bathrooms. The finished lower level is home to a comfortable and cozy media room, a gym and sauna and two additional rooms/dens and full bathroom. Out into the beautifully landscaped, completely private and parklike back yard, find the perfect space for entertaining. Dine on the expansive patio, swim in the 20x40 brand new heated saltwater pool or lounge under the cabana overlooking the pool. Plans submitted for an attached two car garage with a 7th bedroom and bathroom on the second floor. Minutes to East Hampton Village, waterfront restaurants, bay beaches and marinas, this very special property is an absolute must see.

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle.Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience.With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities.Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings.The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline.This property presents a rare opportunity to experience the best of North Fork beach living. Whether you're seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don't miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven.

Meticulously restored and maintained 19th C Italianate style residence, beautifully set on elevated 1.25-acre lot. Built around 1850 by Silas Horton and occupied by his descendants until the 1960's. original wrap around porch, floor to ceiling windows, ornate Cupula, marble fireplace mantles, original wide floorboards, in-tact period moldings, trims, banisters, and doors. Large, updated kitchen and baths, wood burning fireplace, large walk-up attic. Rarely does a house of this vintage and quality become available.

As you pass through the entrance gates, you immediately sense the tranquil ambiance of this European-style villa. Surrounded by gorgeous and thoughtful landscaping, curated and nurtured for decades, the stucco Mediterranean architecture of the residence conveys calm and serenity. Renovated in 2019, the Kirby Grimes design home, with 4 bedrooms and 4 bathrooms, is set on a .92 acre parcel and provides sweeping sunset vistas. The centerpiece of the home is its open-plan kitchen and dining area, which share a dual-sided fireplace with the spacious living room on the other side of a graceful archway. The kitchen, featuring stainless steel appliances and beautifully designed cabinets, sets the stage for memorable gatherings and culinary celebrations. The first floor is completed with a family room/office, full bathroom, and oversized, 2-car garage. The central staircase leads to the upper level, where the primary bedroom suite offers panoramic views of an adjacent 18.5 acre agricultural reserve and its array of majestic specimen trees, shrubs and flowers. The primary suite includes a luxurious bath and shower, a freestanding soaking tub, and 2 walk-in closets. Two other generous bedrooms are accompanied by a hallway full bath. The second-floor laundry room adds to the overall ease of the household. A secondary staircase leads to a versatile upper level featuring a comfortable bedroom and sitting room, full bath, and separate office space that can serve as a swing bedroom as needed. The unfinished lower level is dry and comfortable. The outdoor space is truly magical and varied. The 50'x16' heated gunite pool, outdoor shower, and pool house are surrounded by stone patios and various seating areas that capture spectacular sunset views and offer settings for al fresco dining. The expansive lawn area, enclosed by beautiful hedges, includes a tree strung hammock and a private vegetable garden, all combining to create a stunningly picturesque setting in which to entertain and to relax. Amenities close by are world-class ocean beaches along with the shops and restaurants of East Hampton 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.

355 Cedar Drive, Southold, NY 11971

Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort. With ample bedrooms, there's plenty of room for everyone to spread out and unwind. Additionally, an extra living space awaits, perfect for a home office or artist studio, allowing you to pursue your passions right from the comfort of home. The proximity to the Long Island Sound means you're just moments away from enjoying the beach life. Alternatively, if you prefer to stay closer to home, the in-ground pool offers a refreshing oasis right in your backyard, providing the best of both worlds. Don't miss out on the opportunity to make this exceptional property your own. Schedule a tour today and experience the beauty and tranquility of North Fork living for yourself!

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.

Rarely does a cottage like this come on the market. Famed Louse Point location. From the moment you see the cottage you can see the water view from the back deck. Exquisite water views are available from three sides of the cottage. This cottage has high ceilings and is flooded with light. Sit and watch the water sparkle in the day or see the moon rise out of the water in the night. It doesn't get any sweeter than this cottage.

This newly updated and pristine home in East Hampton is move in ready. Beautiful three bedroom, two and a half bath saltbox offers a low maintenance zen garden retreat on a lovely cul-de-sac. Gorgeous modern kitchen, new baths, open floor plan, and fabulous private back deck overlooking a free form pool with waterfall. Centrally located between East Hampton Village, Waincott, and Sag harbor, as well as ocean beaches, camps and tennis clubs. This home on .53 of an acre can be expanded upon.

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.