luxury houses with terrace for sale Shelter Island, United States

Nestled in the charming neighborhood of East Hampton, 6 Terry Road exudes timeless elegance and modern comfort. This beautiful property boasts a well-manicured garden and a welcoming facade that instantly captures your attention. As you step inside, the spacious living areas are bathed in natural light, creating a warm and inviting ambiance. The chef's kitchen features top-of-the-line appliances and sleek countertops, perfect for culinary enthusiasts. Upstairs, you'll find the serene bedrooms offering a peaceful retreat. The backyard oasis is an entertainer's dream, with a sparkling pool, a cozy patio, and lush landscaping providing an ideal setting for gatherings with family and friends. With its prime location and exquisite features, 6 Terry Road is a haven of luxury and relaxation.

Perched along the pristine shoreline of Sag Harbor Bay, this newly constructed waterfront estate offers one of the most extraordinary settings in the Hamptons. Situated on 1.7 private acres surrounded by a protected tidal estuary, the property delivers uninterrupted panoramic water views, exceptional privacy, and a seamless connection to nature.nnSpanning over 6,000+/- square feet across three finished levels with elevator access throughout, the residence features six beautifully appointed bedroom suites designed to maximize light, space, and the breathtaking surroundings. The main level primary suite is a true retreat, complete with floor to ceiling glass walls and a private covered terrace showcasing spectacular sunrise-to-sunset vistas with no neighboring homes in sight. Three additional guest suites are also located on this level.nnThe upper level reveals the homes most dramatic living spaces, where soaring open concept interiors are framed by expansive walls of glass and oversized sliding doors that create a seamless indoor outdoor lifestyle experience. The living room, dining area, and gourmet chefs kitchen all overlook the stunning bayfront scenery. Thoughtfully curated finishes include exquisite Italian stonework selected to complement the natural landscape, anchored by a statement Officine Gullo range.nnDesigned for both relaxation and entertaining, the outdoor living spaces feature expansive terraces, an elevated pool, sun drenched lounging areas, and covered waterfront dining. The garden level offers two additional family suites, a media and recreation lounge, and a waterfront fitness studio complete with a six-person barrel sauna and cold plunge.nnBeautifully landscaped grounds lead to a private walkway and bayfront beach, where a secluded picnic area creates the perfect setting for peaceful waterfront afternoons. Rarely does a property combine architectural sophistication, resort level amenities, and such an unparalleled natural setting in one offering. A truly exceptional Hamptons waterfront estate.

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.

Welcome to 285 Sandy Beach Road, this newly constructed modern style home is ideally located just outside historic Greenport Village and just steps from a beautiful sandy beach at Norman E. Klipp Marine Park. Upon entry, the foyers 20'+ soaring ceilings create an immediate sense of light and volume, seamlessly flowing into the open great room anchored by a gas-burning fireplace. The home offers a crisp, airy aesthetic throughout and is thoughtfully designed for both everyday living and entertaining. The main level features a first-floor en-suite bedroom, a chef-style kitchen with a large center island, and a generous living anchored by an inviting gas fireplace and dining area ideal for gatherings. The second floor includes two well-appointed guest bedrooms connected by a Jack-and-Jill bath, along with a private primary suite featuring a raised deck with peek-a-boo water views and a spa-inspired en-suite bath with soaking tub, walk-in shower, and double vanity. Additionally, the property offers ample room for a pool, presenting the opportunity to further elevate this home into a true resort-style North Fork retreat.

Recently transformed with a stylish new renovation, this turn-key contemporary retreat is set on 1.6± exceptionally private acres backing directly onto a breathtaking 56-acre town reserve. Surrounded by protected natural beauty and located near one of the area's most pristine bay beach communities, the property offers an increasingly rare combination of modern luxury, tranquility, and seamless access to the Hamptons lifestyle. Hidden behind lush landscaping and enveloped by reserve land, the setting feels remarkably secluded and serene. Just moments from Sammy's Beach and Cedar Point, the home is ideally positioned to enjoy kayaking, paddle boarding, sunset walks, and easy access to both Sag Harbor and East Hampton Village. Inside, more than 4,000± square feet of beautifully reimagined interiors are designed for effortless indoor-outdoor living. Natural light pours through oversized windows and skylights, illuminating soaring ceilings, refined finishes, and an airy open layout. At the center of the home is a stunning chef's kitchen anchored by a dramatic 9-foot waterfall island, premium stainless steel appliances, and seamless flow into the dining and living areas. Multiple sliders open to expansive mahogany decking, creating an effortless connection to the outdoors, while a towering fieldstone wood-burning fireplace adds warmth and character to the main living space. The thoughtful floor plan on one story with finished lower level includes the primary suite occupying its own private wing behind a sliding barn door and featuring a spa-like bath with heated floors, freestanding soaking tub, oversized shower, and a spacious dressing room. The finished lower level enhances the home's turn-key appeal with a large guest suite, spa bath, sauna, dedicated laundry room, pantry with additional refrigerator, and separate entrance-perfect for extended stays or flexible entertaining. Outside, the property unfolds like a private resort in total privacy. A 20x40 pool is surrounded by mahogany decking, complete with hot tub, multiple lounge areas, and outdoor dining spaces. Elegant, modern, and completely move-in ready, 56 North Woods Lane is a rare offering in one of East Hampton's most desirable bay beach enclaves-where stylish design, total privacy, and protected natural surroundings come together effortlessly.

Built in 1868, this historic Greenport Village home is brimming with character and ready for its next chapter. Set on a .25-acre lot, the home features large spacious rooms, 3 bedrooms, 1.5 baths, beautiful built-ins, and a wood-burning stove. The home presents an exciting opportunity for thoughtful restoration and personalization, allowing the next owner to enhance and reimagine the space while honoring its original details. A rear deck extends the living space outdoors, while a substantial barn at the back of the property opens the door to endless potential as a studio, workshop, or inspired retreat. The expansive yard provides room to entertain, garden, or simply enjoy the privacy and openness seldom found within the village. Ideally located just a short distance to Greenport’s vibrant shops, restaurants, park, waterfront, bay beach, LIRR & Hampton Jitney. A unique opportunity to own a piece of Greenport history with space, flexibility, and an unbeatable village lifestyle.

Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out. The kitchen has the paneled fridge, a real pantry closet and open shelves that I have always liked. The kitchen sink is setup where I am staring out to the backyard when I am stuck doing dishes, so good. They even say there is room for a pool. Then the dining room has this full glass slider to the yard, so the whole back of the house is just filled with light, you can even see the view of the yard from the living room. Upstairs, the ensuite bathroom is honestly my favorite surprise, the floor is so interesting, and the whole space feels calm with the finishes they picked. Even the downstairs bathroom has this beautiful wallpaper that makes this new construction feel intentional, not an afterthought. What I love is this location makes you feel like you found a secret corner of Greenport. You're literally tucked up against the maple tree forest, so it's quiet and green in the best way. The backyard is fully fenced so if the decision is for the pool, it doesn't feel tight. And because this one is New Construction, everything just feels solid and reliable. Best part, the house is also a half mile away from the LIRR train station and Hampton Jitney stop to get to NYC, then Aldo's coffee shop is a 3 minute bike ride or 10 minute walk. I think this might be the one, you have to come see it.

This charming Greenport cottage blends warmth, character, and easy coastal living just moments from Greenport Village. Located only a short stroll from Main Street, shops, restaurants, and the waterfront, it offers the rare combination of village-adjacent convenience while still feeling peaceful and residential. Full of natural charm, the home features a comfortable two-bedroom layout with a relaxed, inviting feel throughout. It’s the kind of space that immediately feels easy to settle into, with potential to enhance over time. Out back, a deck and separate patio create seamless indoor-outdoor living—perfect for morning coffee, summer dinners, or quiet evenings at home. The outdoor space becomes a true extension of the home and adds meaningful lifestyle value. Filled with character and opportunity, this is a special chance to enjoy the best of Greenport living—walkable to everything that makes the village so desirable, yet tucked into a quieter setting with a true North Fork charm.

The pinnacle of Luxury Living In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of glass, stone, and light, created for a global buyer seeking complete privacy, effortless luxury, and direct nautical access.This extraordinary property is the result of a visionary collaboration between J. Bialsky of Bialsky Premiere Design & Development and the internationally acclaimed Hollander Design Landscape Architects. Together, they have crafted a residence that exists in perfect harmony with the Peconic Bay — a seamless dialogue between architecture, landscape, and water. Every line is intentional, every perspective framed, and every material selected to endure the coastal environment while maintaining an elevated, timeless aesthetic.Spanning an impressive 16,974 square feet across four levels, the estate is conceived as a vertical sanctuary where grand-scale entertaining and intimate retreat coexist effortlessly. Interiors encompass approximately 12,551 square feet of meticulously designed living space, defined by a palette of organic textures, refined finishes, and state-of-the-art systems. The residence offers eight expansive bedroom suites and ten beautifully appointed baths, thoughtfully arranged to accommodate family, guests, and live-in staff with complete comfort and privacy.Outdoor living unfolds across multiple levels of tiered terraces and lounge decks, creating a dynamic al fresco experience that keeps the water constantly within view. At the pinnacle, a private rooftop sanctuary serves as a crowning architectural achievement — featuring a pool and spa seemingly suspended above the harbor, offering uninterrupted 360-degree vistas and breathtaking sunset views across Sag Harbor’s golden coastline.For the yachting enthusiast, the property delivers a level of functionality rarely found in village waterfront estates. A private, deep-water marina includes two 60-foot boat slips, placing you at the center of the Hamptons’ maritime lifestyle with immediate access to the open Atlantic and the protected waters of Shelter Island Sound.Beyond its beauty, the residence operates with the precision of a modern high-security retreat. A rare private garage provides secure parking in the heart of the village, while fully integrated smart-home technology manages climate, lighting, and security seamlessly from anywhere in the world.Turn-key in every sense, Residence A represents a rare convergence of location, design prestige and waterfront capability — an exceptional offering for the most discerning buyer seeking a legacy property in one of the Hamptons’ most iconic destinations.

Freshly updated and effortlessly stylish, this Sag Harbor retreat includes coveted private beach access. Sunlight pours through the home, creating a bright, airy atmosphere that feels as inviting in the off-season as it does at the height of summer. The interior offers five well-proportioned bedrooms and 3.5 beautifully finished marble baths, along with a seamless open-concept layout. A modern kitchen flows into the dining and living spaces, ideal for both relaxed everyday living and entertaining. Outdoors, a heated gunite pool with spa anchors the backyard, offering a perfect setting for warm-weather enjoyment. Upstairs, the primary suite features a generous private balcony overlooking the grounds, providing a quiet escape. Just minutes from both Sag Harbor Village and East Hampton, this property strikes the perfect balance between convenience and tranquility.

Custom renovated 1920's Long Island Potato Barn with pool, set on .83 acres in Orient. Large foyer with 2 closets. Expansive open concept living/dining/kitchen with wood burning fireplace and sliding doors leading to the brick patio and garden. Master ensuite bedroom with full bath with tub & stall shower, 2 additional bedrooms, full bath, and laundry room. Spacious full basement with high ceilings that was formerly used as a workshop. Exceptional privacy with mature landscaping, heated in-ground pool, brick patio for entertaining, 2 accessory outbuildings. Association Sound Beach rights. Proximity to Orient State Park, Orient Village amenities and marinas. 24 hr. notice for showings.

Rare 1.07-Acre Coastal Compound on The StrandnSet along one of East Marion's most coveted waterfront stretches, 875 & 785 The Strand present a rare opportunity to own a combined 1.07-acre coastal compound in an exceptionally private and tightly held location. Spanning two adjoining parcels, this offering delivers scale, flexibility, and long-term potential rarely found on the North Fork. Perched just above the shoreline and directly across from the Long Island Sound, the property captures the quiet luxury that defines East Marion-unspoiled, understated, and deeply connected to the water. 785 The Strand features a light-filled, two-story residence with four bedrooms and three baths, designed for seamless indoor-outdoor living. Expansive windows frame the surrounding landscape, while clean architectural lines and warm finishes create a relaxed yet refined atmosphere. An oversized pool, multiple deck areas, and two fireplaces anchor the home as both a private retreat and an exceptional entertaining space. The adjoining 875 The Strand adds an additional .51 acres, opening the door to a range of possibilities-expanded outdoor living, guest accommodations, or the creation of a true multi-generational estate. The compound, which abuts protected communally-owned Pebble Beach non-buildable parcels on the east and south sides, is buffered by mature landscaping, offering a level of privacy and separation that is increasingly rare this close to the water. Beach access is just moments from your door. Also ideally located near marinas, farm stands, wineries, golf courses and a short drive to Greenport Village. This is a rare opportunity to secure a significant landholding in one of the North Fork's most desirable waterfront corridors, offering the scale to enjoy today, and the flexibility to shape for years to come.

Set along one of East Marion's most coveted waterfront stretches, 875 & 785 The Strand present a rare opportunity to own a combined 1.07-acre coastal compound in an exceptionally private and tightly held location. Spanning two adjoining parcels, this offering delivers scale, flexibility, and long-term potential rarely found on the North Fork. Perched just above the shoreline and directly across from the Long Island Sound, the property captures the quiet luxury that defines East Marion-unspoiled, understated, and deeply connected to the water. 785 The Strand features a light-filled, two-story residence with four bedrooms and three baths, designed for seamless indoor-outdoor living. Expansive windows frame the surrounding landscape, while clean architectural lines and warm finishes create a relaxed yet refined atmosphere. An oversized pool, multiple deck areas, and two fireplaces anchor the home as both a private retreat and an exceptional entertaining space. The adjoining 875 The Strand adds an additional .51 acres, opening the door to a range of possibilities-expanded outdoor living, guest accommodations, or the creation of a true multi-generational estate. The compound, which abuts protected communally-owned Pebble Beach non-buildable parcels on the east and south sides, is buffered by mature landscaping, offering a level of privacy and separation that is increasingly rare this close to the water. Beach access is just moments from your door. Also ideally located near marinas, farm stands, wineries, golf courses and a short drive to Greenport Village. This is a rare opportunity to secure a significant landholding in one of the North Fork's most desirable waterfront corridors, offering the scale to enjoy today, and the flexibility to shape for years to come.

Conveniently located 5 BR, 5 Bath sun filled traditional home in Sag Harbor Village perched on a hill is a quick stroll, bike ride or even quicker two minute drive to downtown Sag Harbor and bay beaches. Centrally located, 18 Cuffee Drive is a ten minute drive to East Hampton and Bridgehampton by car. The private backyard oasis features a heated gunite pool and hot tub, patio and deck areas. This 4300 square foot home on .5 acre boosts two floors with an additional large finished lower level. Gracious double height entry leads to spacious, open kitchen with oversized center island and great room with vaulted ceilings, beautiful skylights, flat screen TV and French doors. In addition, there is a first floor guest bedroom, bath, sitting area, and laundry room. On the second level, a primary bedroom overlooks the pool and gardens with ensuite bathroom, 2 guest bedrooms and 2 baths (one ensuite) provide ample quarters for entertaining guests. The finished lower level is 1100 sq. ft. with oversized windows, natural light, oversized sectional sofa, flat screen TV/cable, workout room with cardio equipment (elliptical machine, treadmill, recumbent bike), foosball and ping pong table, electronic keyboard, 5th guest bedroom and bath, and playroom. Additionally, the house provides ample parking, whole house filtered water system, and a multi-zoned heating and air conditioning system. Recently renovated and updated.

Tucked at the end of a long private driveway in East Hampton's Northwest Woods, this well-kept saltbox home offers three bedrooms, two baths, and nearly one acre of well-kept landscaped grounds. A wall of glass floods the open living, dining, and kitchen area with natural light while framing sweeping views of the expansive deck and the 18' x 36' heated pool, ideal for lounging or entertaining. Additional features include central air, updated appliances, a charming pool house, and mature specimen plantings, all set within a peaceful, secluded environment.

Perched atop the bluffs of the Long Island Sound, this carefully designed showstopper is located within the desirable Eastern Stirling Shores community, offering private beach access just a short walk away. The rear yard provides a true resort-style setting, where you can bask in full sun poolside beside the natural gas–heated, in-ground saltwater pool with electric cover, all while enjoying exceptional privacy created by mature privet hedges surrounding the property. Inside, the home features beautiful white oak floors throughout and a stunning chef’s kitchen anchored by a dramatic waterfall stone island. The main level offers one of two primary en-suite bedrooms complete with dual walk-in closets, along with a full-size laundry room with sink, pantry, half bath, and multiple living spaces centered around a gas fireplace. The second floor features a second primary en-suite bedroom with a spacious walk-in closet, private bathroom, and a balcony capturing water views of the Long Island Sound. This level also includes an additional stacked laundry area and three more en-suite bedrooms, each with its own private bathroom and balcony access. Completing the home is a large attached two-car garage that flows seamlessly into the main living area, as well as a third garage located beneath the main level. A spacious walk-out basement with high ceilings offers the opportunity to easily finish over 1,000 additional square feet of living space. Offering an exceptional blend of location, amenities, and turnkey condition, this impressive home delivers the very best of North Fork coastal living.

Down a long winding driveway, tucked away on a .67-acre flag lot - this location is the ideal setting for your oasis in the idyllic hamlet of Springs. Less than 5 miles from the vibrant village of East Hampton, this setting provides a quiet backdrop on a dead-end, waterfront street where you can launch your kayak or paddleboard into the harbor and watch the sun go down. This 3 bedroom, 2 bathroom contemporary ranch has lofted ceilings, exposed beams, a wood-burning fireplace, and plenty of light. The kitchen, dining, and living room all open into each other, so whether you're cooking for a crowd or just hanging out, it flows seamlessly. Slide open the back doors and you're on a full-length deck with built-in seating- an ideal extension of the living space for warm evenings outdoors. The welcoming front deck adds another spot to relax and unwind. The primary bedroom has vaulted ceilings, skylights, its own deck access, and a bright, airy bathroom. The two additional bedrooms are a good size and there is an additional full bathroom set down the hall. The large, .67 acre lot provides ample opportunity for expansion and a pool. All of the best waterfront restaurants are all less than a mile away, as well as country markets, The Springs Tavern, the best bay beaches and farmers markets and art shows. This one's a keeper in an unbeatable location- or a really solid investment with an excellent rental history so call for your own private tour.

Newest offering by Eminate Development An increasingly rare waterfront estate with a grandfathered private dock-an amenity that simply cannot be replicated today. Set on just under an acre in a secluded private bay beach enclave, this exceptional retreat is defined by its direct access to the water, protected dockage, and approval for waterside swimming pool make it truly irreplaceable. Approached by a winding drive, the residence reveals a charming, storybook cottage façade that opens into the scale and refinement of a luxury beach house. Classic cedar shingles, a cedar shake roof, and copper gutters set a timeless tone, while inside, sun-drenched living spaces with wide-plank 8 white oak floors are oriented entirely toward the water. Lush grounds gently descend to the private dock, offering effortless access to paddleboarding, boating, and serene waterfront living-right from your own backyard. The main living area is anchored by a gourmet chef's kitchen featuring Carrara marble countertops, handcrafted cabinetry by Bucks County Custom Cabinetry, Sub-Zero and Wolf appliances, wine and beverage refrigerators, Shaw sinks, a butler's pantry with laundry, and a masonry fireplace. Walls of glass frame the waterfront backdrop, while an oversized Ipe deck extends the living space outdoors-perfect for sunset dinners and outdoor entertaining. The primary suite is a tranquil waterfront sanctuary with soaring double-height ceilings, a cozy fireplace, private deck access, a custom walk-in closet, and a spa-inspired bath with wet-room style shower and tub, plus a separate water closet. The main level also includes a junior suite, two additional en suite bedrooms (one with exterior access), a powder room, and a flexible lounge or sitting area. On the waterside lower level, expansive sliding glass doors open directly to the landscaped grounds, with space for a permitted pool and spa. This level features an oversized media room with wet bar, a second laundry room, two additional bedrooms, two full baths, and substantial storage ready for customization. Life here revolves around the water-launch your boat from your private dock, paddle at sunrise, stroll the shoreline, or unwind on the roof deck as the sky ignites with sunset. Additional dockage is available at the private marina, along with access to a lifeguarded sandy beach and close proximity to East Hampton's iconic waterfront dining destinations. A once-in-a-generation opportunity to own true waterfront with existing dockage-where endless summer days are not just imagined, but lived.