luxury property with pool for sale Shelter Island, United States

Welcome to *Dancing Oaks*, an extraordinary French Mediterranean estate tucked behind gates on approximately 4 acres in the exclusive Grace Estate of East Hampton. This elegant residence offers a rare blend of timeless European-inspired architecture and modern amenities, all set within one of the most protected and ecologically significant enclaves on Long Island. A winding, formal driveway sets a refined tone on approach, leading to a stately double-door entrance. Step inside to a dramatic two-story foyer with a sweeping staircase and a direct sightline to expansive slate terraces, adorned with balustrade railings. The main level showcases grand entertaining spaces including a formal living room that opens to the terrace, a sophisticated dining room, a media/family room, and a screened garden porch ideal for three-season enjoyment. The first-floor primary suite is a private retreat, complete with a sitting room featuring a gas fireplace, a generous walk-in closet, and direct access to a private terrace. The spa-inspired bathroom includes a jacuzzi tub, a glass-enclosed double shower with six heads and multiple spray features, offering a true at-home spa experience. The chef's kitchen is built for both function and style-equipped with granite countertops, a large center island, wine cooler, dual sinks, hot water dispenser, two dishwashers, top-of-the-line appliances, and an adjacent pantry with additional refrigerator, laundry, and storage. Upstairs, you'll find four ensuite bedrooms with beautifully appointed marble baths and a spacious family room with fireplace overlooking the grand foyer. A separate guest wing includes a three-bedroom suite, ideal for visitors or extended stays. The fully finished lower level offers lifestyle versatility, with space for a screening room, gym, wine cellar, expansive storage, and a family sitting area. Outdoors, the amenities are equally impressive: a Har-Tru tennis court, a heated gunite pool with integrated spa designed to resemble a natural pond (complete with spouting crane fountain and dual stone waterfall), and two guest cottages with kitchenettes, laundry, and outdoor showers-perfect for summer entertaining or private guest quarters. The landscape is a living masterpiece with towering rhododendrons, forsythias, lilacs, hydrangeas, crepe myrtles, and more-all curated to ensure continuous blooms from spring through fall. Over three acres are dedicated to native plants, sustaining local birdlife and wildlife and reinforcing the estate's eco-conscious footprint. **The Grace Estate** is a 623-acre sanctuary of protected forest, beach, and wetlands. Its preservation is one of East Hampton's greatest conservation success stories, ensuring permanent tranquility and privacy for its residents. As part of this premier enclave, owners enjoy access to a resident-only trail leading to a quiet bay beach with picture-perfect sunsets. With 8 bedrooms and 9 bathrooms in the main home, plus 2 additional poolside cottages, *Dancing Oaks* offers the perfect balance of luxury, comfort, and natural beauty in one of the Hamptons' most coveted settings. Discover refined living with deep roots in conservation and serenity-just moments from the best of East Hampton.

Orient – Set high above the Long Island Sound in the storied enclave known as The Hill, this rare offering captures the essence of classic Orient living. Authentic, timeless, and grand in scale, the home showcases architectural details including five fireplaces, elegant 16-over-1 windows, and a front entry framed by original sidelights. The 1.3-acre grounds unfold across rolling terrain with mature landscaping, stonework, and meandering garden paths. A sparkling swimming pool sits tucked into the landscape, creating a private retreat. Inside, generous rooms and a waterside screened porch invite gatherings large and small, all set against the backdrop of unforgettable sunsets. The home offers space, character, and endless potential. Cherished by the same family for 65 years, it now awaits its next steward. Properties of this caliber and in this location are exceedingly rare. It doesn’t get more quintessentially North Fork than this. A truly special Orient opportunity.

Welcome to 6 Sawmill Lane, a luxurious modern traditional home just outside of East Hampton Village. This stunning 6,800 sq ft, 6-bedroom, 6.5-bathroom residence blends contemporary design with timeless elegance, featuring Maibec cedar wall shingles and Alaskan yellow cedar roof shingles. Step inside to a grand entryway with double African Mahogany doors and a natural bluestone walkway. The formal living room boasts a 20-foot ceiling, vast glass doors, and a breathtaking Carrera Consentino Dekton stone fireplace. The informal living room and loft also offer expansive views and seamless indoor-outdoor living. The gourmet kitchen is equipped with high-end Jennair Noir appliances, a spacious Cosentino Dekton island, and custom cabinetry. An adjoining wet bar with a beverage fridge and ice maker is perfect for entertaining. The smart home system, controlled via Lutron, integrates lights, temperature, and Sonos sound systems throughout the home. All six bedrooms offer luxury and privacy, with en-suite bathrooms featuring Porcelanosa Xtone tiles and Brizo fixtures. The first-floor primary suite includes a private terrace, while each of the four second-floor bedrooms has balcony access. Enjoy leisure and entertainment with a state-of-the-art media room, a climate-controlled wine cellar, and a flexible gym or office space. The outdoor kitchen, complete with a sink, grill, refrigerator, and a 55-inch TV, complements the 40x20 saltwater gunite pool and 7x7 spa. This home also features a solar-paneled roof, a 400 Amp electric panel. A spacious two-car garage with an electric charging station caters to modern transportation needs. Experience unmatched luxury and sophistication at 6 Sawmill Lane, your East Hampton sanctuary.

Tucked away on a quiet lane just moments from East Hampton Village and pristine ocean beaches, 12 Garbis Lane is a brand-new modern estate that defines Hamptons luxury living. Set on 1.15 beautifully landscaped acres, this +7,000-square-foot residence offers seven bedrooms, five full and two half baths, and an effortless blend of sophistication, comfort, and resort-style amenities. The grand entry opens to sun-drenched, open-concept living spaces with soaring ceilings, wide-plank oak floors, and floor-to-ceiling glass doors that frame the stunning outdoor setting. A sleek chef's kitchen with top-tier appliances and a custom oversized island anchors the home, seamlessly connecting to elegant dining and entertaining areas. The first-floor junior primary suite is a serene retreat with a spa-like bath, while six additional bedrooms provide generous accommodations for family and guests. Designed for wellness and recreation, the home features a state-of-the-art gym, sauna, theater, and temperature-controlled wine cellar. Outside, a 20x46 heated gunite pool and spa take center stage, complemented by a chic pool house, pickleball court, and expansive white marble patio ideal for lounging and dining al fresco. A three-car garage with an EV charger, smart home technology, and premium finishes throughout complete this exceptional offering. Combining modern architecture, thoughtful craftsmanship, and a premier village fringe location, 12 Garbis Lane delivers the ultimate East Hampton lifestyle-private, polished, and moments from everything that makes the Hamptons extraordinary.

Welcome to 3 Jody's Path, a modern ranch-style home situated on nearly 2 acres in the coveted Northwest Woods of East Hampton. This completely renovated residence offers 1,852 square feet of sophisticated living space, featuring three bedrooms (potentially four) and two bathrooms. The home is designed to capture an abundance of natural light, highlighted by new seven-inch white oak hardwood floors and vaulted ceilings. The open-concept living area includes a spacious living room with a wood-burning fireplace, a dining area, and a gourmet kitchen equipped with Thermador appliances. The primary bedroom is a luxurious retreat, featuring a wood-burning fireplace, en-suite bathroom, dual closets including a walk-in, cathedral ceilings, and access to a private deck area. Additional interior amenities include a den or office that could potentially serve as a fourth bedroom, subject to permitting and septic review. The home is wired for a sound system of your choice and includes a new security system. Multiple skylights and four sets of sliding glass doors enhance the indoor-outdoor flow, leading to expansive deck areas and a beautiful free-form heated pool surrounded by a bluestone patio. The exterior of the property is equally impressive, with cypress board siding and an expansive mahogany deck, perfect for outdoor entertaining. The backyard is a private oasis, enclosed with fencing and lush landscaping. The cul-de-sac location ensures tranquility and privacy, while the spacious grounds offer room for expansion or the possibly to add a recreational space such as a pickleball court. This turnkey Hamptons home is a rare find, offering both modern luxury and the potential for further customization.

Located in one of the most exclusive waterfront enclaves in the Hampton's, this modern home sits on 1.7 bay front acres and hosts incredible bay and ocean views! Across the street to the ocean, the location and sunset views don't get any better! Includes great detailing, all amenities, and clean modern spaces, pool, and dock! The ultimate modern beach house.

Pristinely maintained and thoughtfully manicured, this quality custom-built traditional residence in East Hampton Village South of the Highway offers timeless elegance with every modern convenience. Designed and constructed by renowned builder Michael Davis, renovated in 2009, and impeccably maintained including new roof and new pool. This classic spans approximately 6,400 square feet across two levels and is tailored for your Hamptons lifestyle. Upon entering, one is immediately welcomed into the gracious living room with a stately fireplace, flowing seamlessly into an intimate formal dining room ideal for entertaining. The heart of the home is the large eat-in cook's kitchen, complete with an adjoining den and fireplace, overlooking shy 2 acres of open, landscaped lawns that are beautifully hedged for privacy. Outdoors, the setting is a private resort-like oasis. Nestled among flowering gardens, the oversized custom gunite pool invites leisure, complemented by a charming pool house with outdoor shower and an all weather tennis court-perfect for summer enjoyment. A stone patio enhances the outdoor living experience, ideal for hosting gatherings or quiet relaxation. The first-floor primary suite is a true sanctuary, featuring its own fireplace, spa-like bath with oversized stall shower and soaking tub, and French doors leading directly to the patio and gardens. The main level also includes a generous library suite with custom wood built-ins, easily serving as a seventh guest room, staff quarters, a full laundry room, powder room, and an additional full bath with exterior patio access. Upstairs, accessible by both a beautifully crafted staircase and a convenient elevator, are multiple guest suites-six bedrooms in total and seven-and-a-half baths-along with a comfortable bonus TV room for casual relaxation. Additional amenities include a two-car garage and a partially finished basement offering further potential. This exceptional home, offered for the first time, represents a rare opportunity to own a distinguished East Hampton Village estate, meticulously crafted for enduring style and comfort.

Kayak and paddle board to the ocean on Sagg Pond. Enjoy this beautiful 2 acre waterfront setting in Sagaponack featuring 300 feet of frontage and Sagg Pond via the 200' private dock. This exceptionally renovated 6,100 Sq. ft. six bedroom, six and one-half bathroom home offers a traditional façade with modern interior features. Large bay windows provide expansive water views of Sagg Pond. Exquisite details throughout this luxurious two story home include extensive millwork, Brazilian cherry hardwood floors, three fireplaces, a superbly appointed paneled library, and an expansive first floor jr. master bedroom. The fully equipped chef's kitchen is complete with marble countertops and top of the line Wolf and SubZero appliances. On the second level, you'll find the luxurious master retreat which features a custom fireplace, a balcony, and an expansive modern bath with double sinks, an air-spa tub, glass enclosed shower, and marble floors. Four additional immaculate guest suites and a laundry room complete this level. Soak in the water views on a sunny mid afternoon from the comfort of your covered porch in the back of the house, or cool off in the heated gunite pool and spa while listening to the soothing sounds of the manmade koi pond and waterfall. Tranquility and natural beauty await the discerning purchaser of this waterfront masterpiece, located just a short distance to ocean beaches and Bridgehampton's Main Street.

Tucked into 2.8 wooded acres in Amagansett North, 62 Canvasback offers privacy, scale, and a home designed equally for entertaining and quiet weekends. Designed by architect Andrew Pollock and built by fourth-generation builder Ronald Webb, this newly constructed residence draws from the traditional Hamptons vernacular-cedar shingles, white trim, and long eaves-reinterpreted through more modern rooflines and proportions, resulting in a fresh transitional design. Spanning approximately 8,300 square feet of total buildable area, the home features eight bedrooms, all located above grade-an increasingly hard-to-find offering. Inside, the main level is organized around a 22-by-50-foot great room with 9-foot French doors opening to the south lawn and pool deck. Adjacent to the great room, a chef's kitchen in custom white oak is equipped with Wolf and Sub-Zero appliances and a 10-foot bifold window that opens directly to the pool deck. Outside, over 5,000 square feet of multi-level Red Balau decking extends across the rear of the property, with more than 4,000 square feet centered around the pool. The pool and spa are separately heated. A cedar-shingled pool house includes a full bathroom, changing room, outdoor shower, sauna, built-in bar, and a large covered overhang for shaded dining and lounging. The lower level extends the living space with a 22-by-50-foot recreation room, nearly 9-foot ceilings, a wet bar, dedicated media area, gym, and three above-grade bedrooms, all with direct access to the outdoors. Upstairs, the 1,500 square foot primary suite features 14-foot cathedral ceilings, two custom white oak walk-in closets with integrated LED lighting, and a separate office or nursery. A covered balcony overlooks the property from within the tree canopy. The primary bath is centered around a freestanding soaking tub, flanked by two walk-in showers, and a custom 7-foot white oak vanity with oversized 48-inch medicine cabinets. .Polished nickel finishes are carried throughout. A rare combination of craftsmanship, architectural sophistication, and lifestyle design-all set within one of the Hamptons' best-kept secrets, Amagansett North.

Discover this elegant Water Mill summer retreat, perfectly situated in the heart of the Hamptons. Surrounded by meticulously landscaped grounds, the residence offers sunlit interiors, refined yet comfortable living spaces, and a thoughtfully designed layout that seamlessly accommodates both everyday living and entertaining. Outdoors, a private pool is framed by lush greenery, creating a tranquil escape ideal for summer relaxation and gatherings. The home's effortless indoor-outdoor flow enhances the experience, whether hosting guests or enjoying quiet moments. Just minutes from pristine beaches, charming village shops, and acclaimed dining, this property offers the quintessential Hamptons lifestyle in a private, stylish setting.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as it is breathtaking. The main residence is a commanding, nearly 9,000 sq. ft., modern beach house-built with substance and intention. Floor to ceiling walls of glass open the home to the serene ocean landscape, offering uninterrupted views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. A pre-existing, non-conforming lower level is fully built out with staff quarters, wine cellar, gym, game room and more. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination-whether reconfiguring the interior or elevating the existing design to match its surroundings. Directly across the private gravel drive, the second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This is not just a property - it's a true compound - in one of the most coveted oceanfront enclaves in the world.

Welcome to an extraordinary new construction contemporary home in the highly sought-after Bridgehampton, NY. This stunning property is perfectly designed for those seeking the ultimate oceanfront living experience. With 125' of ocean frontage and sprawling over 1.5 acres on Surfside Drive, this property offers an unparalleled level of luxury and sophistication. The 8,600 SF+/- residence features 8 bedrooms, 8 full and 1 half bathrooms, a heated gunite pool and spa, and breathtaking ocean views. The modern eat-in kitchen is a chef's dream, equipped with top-of-the-line appliances, custom soft-close cabinetry, a large center island, dining area, and a glass-enclosed wine closet. The first level primary en-suite bedroom, with a walk-in closet, offers direct access to the outdoor patio, perfect for enjoying the fresh ocean air. This contemporary masterpiece is perfect for those who appreciate the finer things in life. Whether you're looking for a full-time residence or a luxurious vacation home, this property has it all. With its sleek and stylish design and magnificent ocean views, this home is sure to impress even the most discerning of buyers. Don't miss out on the opportunity to own a piece of paradise in one of the most prestigious neighborhoods in the Hamptons. Contact us today to schedule a private viewing.

A rare opportunity to secure a premier new-construction estate in Southampton, this 7,800 sq. ft. residence is designed for elevated Hamptons living. Featuring 7 bedrooms, 9 bathrooms, and impeccably curated interiors, the home offers grand entertaining spaces alongside refined private retreats. Enjoy a seamless indoor-outdoor lifestyle with a resort-style pool, expansive terraces, and beautifully landscaped grounds. Thoughtfully designed amenities include a state-of-the-art gym and private office, ideal for wellness and work from home. Completion anticipated in 2026 - secure this exceptional property now and shape select finishes to suit your vision. A future Hamptons classic in the making.

Experience breathtaking panoramic waterfront views from this timeless Hamptons shingle-style home, perfect for the discerning buyer who recognizes the advantages of acquiring a turn-key property in nearly flawless condition. With most rooms bathed in light and spilling out to the 46 foot wide waterside terrace, the 10,000 square foot floorplan offers rooms for entertaining and enjoying family and friends during all four seasons. Six bedrooms in the main house including a primary suite of over 1,200 square feet. Interior features include, waterside dining room with hydraulic walls of glass, two large rooms for entertaining, several fireplaces, a fantastic indoor and separate outdoor kitchen, two private offices, billiards room, temperature controlled wine room, gym with adjoining bath. Private balconies and decks, secret gardens and terraces soak in sun and the sea air for your quiet enjoyment. Exterior features on this fully landscaped parcel include 220 feet of bulkheaded frontage with dock, a water side pool with adjacent sunken spa, outdoor shower, firepit. Separate one bedroom guest house (two) 2-car garages all hidden from public view behind security gates and established landscaping.

A compelling realignment of pricing. This estate with coveted ocean access within the village is positioned within the highly sought-after enclave of FAIRLEA, and located just south of Southampton's world-famous Gin Lane. Only a handful of homes are fortunate enough to enjoy this location, which shares a deeded path to the Atlantic Ocean. The wraparound porch overlooks the expansive yard and well-positioned pool while taking in sunny afternoons and ocean breezes. The cabana with an outdoor shower by the rear foyer certainly comes in handy after your day at the private ocean beach. Situated within Alfred Nelson's Fair Lea compound, one of six original cottages, this home offers the rare opportunity to own a piece of Southampton's storied past. Centrally located between beach clubs and tennis clubs, Main Street and Jobs Lane are also just a short distance away.

Ideally positioned upon a secluded acre within the historic estate section of Southampton Village at 254 Captains Neck Lane, this elegant country house stands as an opportunity amongst the Hamptons' most exclusive offerings. Embodying the timeless coastal sophistication that defines the region, the features begin with a sun-drenched, heated Gunite pool and all-weather tennis court, creating an idyllic pastime enclave. The six-bedroom, five-bathroom wood shingled gambrel-style residence, offering approximately 5,000 square feet of interior living space, has been host to several families during its lifetime, with each one telling the same story: memories and the best of times having been experienced here. A gracious 23 x 30 tray ceilinged living room anchored by a wood-burning fireplace features French doors which open to the terrace and garden, a richly appointed library, and a formal dining room that provides the elegant backdrop for large gatherings and grand soirées. A rarity in many homes, a first-floor primary suite with an adjoining 17 x 15 library/office that serves as a private sanctuary, as well as access to the outdoors. A conveniently located staff bedroom lies adjacent to the well-stocked chef's kitchen, where the finest culinary experiences can be created. The second floor spans over 2000 square feet and offers three beautifully proportioned guest bedrooms and a nearly 1000 sprawling flex space waiting for the next owner's imagination, presenting endless possibilities. This property has convenient access to miles of quiet lanes for strolling (or any other activity) and is located within a short distance to the Atlantic Ocean and Main Street. Upscale boutique shopping, fine dining, and art galleries make for the best of enjoying the ideal seaside lifestyle. This is more than a home, however, and most importantly, a distinguished legacy property that captures the very essence of exceptional Hamptons living.

Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy family room ideal for intimate gatherings. The upper level is anchored by a generous primary suite, complete with a private home office and expansive closets accented with stylish barn doors. The lifestyle continues outdoors in a private, fenced-in backyard oasis featuring a pool, a cabana and lush green space. The town center, schools, library and beaches are just a walk from this gorgeous home offering a pleasant walkable lifestyle. At 24 Cottage Place, you can enjoy the soul of the past with every modern creature comfort at your fingertips. Disclaimer: Field card states 3 bedrooms but there are 4 bedrooms in this home.

Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by mature gardens and specimen trees, a tennis court and sparkling pool surrounded by naturalistic plantings. Each room of this incredible residence has its own personality, both formal and informal, incorporating soaring ceilings and filled with natural light. Across the generous lower motor court, the unique and charming Boathouse serves as separate guest quarters, complete with a fully updated kitchen, Great Room and upper level bedroom and bath. The third residence C1900, designated as 3 Neck Road and appropriately called the Gate House, is a two bedroom home, sited on its own .96 acre parcel of land with separate access, perfect as additional guest or caretaker quarters. There is also the potential for a separate building lot set away from the Main house. All structures merge seamlessly on the expansive 14.6 acre property that fronts directly on the Lieutenant River...and incredibly all this in the heart of Old Lyme Village. Simply irresistible!