luxury houses for sale Shelter Island, United States

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.

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. Spanning 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. The upper level reveals the home's 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 chef's 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. Designed 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. Beautifully 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.

Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 5 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and large studio, full outdoor kitchen with a lynx grill and pizza oven and bar for entertaining. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios. The outdoor lighting is expensive , with Belgian stone led lights for sublime elegance. This gorgeous four sided mirrored salt water infinity pool and spa off sets the entire property and is the perfect addition. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!Listing ID: 931763

The crown jewel of Orient Village, the Shaw House/ Revolutionary Cottage was built in 1730 and features 3 bedrooms, 2.5 baths, and an updated eat-in kitchen. Original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. Two large decks span the back of the house overlooking Orient Harbor & Yacht Club. Located in the heart of Orient Village walking/biking to all village amenities. Coming Soon, May 12th.

Newly built cedar-shake estate on approximately 2.37 acres overlooking Fresh Pond and Sag Harbor Bay. in coveted North Haven. Offering 8,030± SF of living space, this traditional-style residence blends classic Hamptons architecture with modern scale, just minutes from Sag Harbor Village, marinas, beaches, and dining. The home features 7 bedrooms, 7 full and 2 half bathrooms, with wide-plank white oak floors, tray ceilings, and a wood-burning fireplace anchoring the main living spaces. Walls of sliding glass doors create seamless indoor-outdoor flow and enhance natural light throughout. An eat-in chef's kitchen with premium appliances serves as the heart of the home, complemented by a first-floor office/den. Multiple living and dining areas provide flexibility for everyday living and entertaining. Upstairs includes a beverage center, spacious bedroom suites, and two rear balconies with pond and bay outlooks. The layout is designed for comfort, scale, and easy living. Outdoor amenities include a 20' x 50' heated pool with bluestone patio, covered dining and lounge areas, and a fireplace-centered outdoor living room for year-round enjoyment. A rare highlight is the opportunity to add a 2,500± SF guest house, offering exceptional flexibility for future expansion. A refined North Haven offering with water views, privacy, and timeless design close to Sag Harbor Village.

22 Settlement Court, EH, recently completed and published, the house is featured in the newly released book INSIDE THE HAMPTONS. This custom contemporary on an ultra-private hilltop acre+ surrounded by reserve, moments to bay beach, with sunsets over Northwest Harbor. Flooded with light, featuring high ceilings and walls of windows overlooking gardens, a shaded dining deck, and a heated gunite saltwater pool. Enormous living room with a fireplace, white oak floors throughout, an open chef's kitchen with professional appliances and leathered quartz countertops, a den/library with a fireplace, a powder room, and a large ground-floor master wing plus guest suite-3357 sq. ft. of finished space. There is 2,557 sq ft on the lower level with 10-ft ceilings, including a guest suite with a walk-out garden and spa bath. The house can be greatly expanded. Luxury amenities include 3-zone central air, solar panels on the roof, a backup generator, a garage, and a raised vegetable garden. Just listed, first offering of this exceptional, serene oasis. Designer's own published custom contemporary on an ultra-private hilltop acre+ surrounded by reserve, moments to a deeded bay beach with sunsets over Northwest Harbor. Flooded with light, featuring high ceilings and walls of windows overlooking gardens, a shaded dining deck, and a heated gunite saltwater pool. Enormous living room with fireplace, white oak floors throughout, open chef's kitchen with professional appliances and leathered quartz countertops, den/library with fireplace, powder room, large ground-floor master wing plus guest suite. Full 2500 sq ft lower-level with 10 ft ceilings, including a guest suite with walk-out garden and spa bath. Luxury amenities include 3-zone central air, solar panels on the roof, back-up generator and a garage. First offering of this exceptional, serene oasis.

Huge potential. This turn of the 20th century gem was the residence of a single family through generations since its inception! A Queen Anne style house with its classic front gable and massive covered front porch invokes grandeur of times past as it sits prominently on prestigious Lumber Lane. Much of the original detail has been maintained including millwork, windows, doors, staircase, siding, structure, and the bones of this grand dame appear of high integrity. Collectors often favor a little patina over a flurry of modifications de jour. Such is the case with this roughly 2,100 sf residence, currently configured as two-family home, offering 4 bedrooms, 2 baths, 2 kitchens, 8’8” first floor and 8’4” second floor ceiling heights. In addition, the “1/2 story” attic with four dormers adorned with large leaded glass windows facing in each direction of the compass can stir one’s imagination of what it could become. 119 Lumber Ln located in the heart of Bridgehampton is a short distance from Main St, the LIRR station, numerous beaches, all other Hamptons hamlets, and provides over 5,000 sf of allowable lot coverage: ample space to accommodate expansion of the primary structure as well as various accessory structures and swimming pool/spa, or build a magnificent new home.

This expansive North Fork property offers idyllic privacy, boundless potential, and exceptional versatility across three separate parcels. The spacious 4-bedroom, 4.5-bath main residence awaits your finishing touch - customize and craft your dream home exactly as you envision. Ample natural light, flexible open spaces, and generous proportions provide a canvas ready for refinement inside and out. A single and separate buildable 3/4 acre parcel offers a charming, 2-bedroom, 1-bath cottage offers ideal accommodations for guests, caretaker quarters, rental opportunity, investment, or expansion. This unique estate is agricultural-zoning with development rights sold land. Currently operating as a thriving privet farm, featuring 16,500 mature California Privet shrubs and an additional 8,000 seedlings - yielding opportunities for wholesale, landscaping, and horticultural expansion. Embrace the outdoors with tranquil features including a picturesque pond, a greenhouse for year-round cultivation, and extensive grounds perfect for farming, equestrian pursuits, or simply a peaceful sanctuary away from the hustle and bustle. The layout and multiple outbuildings offer versatility for hobby farming, horses, or creative pursuits. Whether you seek a working agricultural venture, a retreat, or an extraordinary setting for your next chapter, this exceedingly rare North Fork treasure presents an unparalleled opportunity in a coveted location. Could Be You!

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.

Level .919-acre lot in Hillcrest Estates, Orient, NY. Beautiful site with electric and natural gas in the street. Close to Orient State Park, Orient Village, Truman’s Beach, Sound and Bay Beaches. A short drive to Greenport Village for shopping and restaurants.

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.

Perched at the highest elevation on coveted Cliff Drive in Bay Point, Sag Harbor, this rare opportunity offers sweeping western sunset views over Peconic and Noyack Bays. Renovate, reimagine, or build your own custom waterfront retreat in one of the Hamptons' most desirable waterfront communities. Bay Point captures the charm of classic coastal living with boating, kayaking, and nearby Long Beach, all just minutes from the restaurants, marinas, galleries, and boutiques of Sag Harbor Village. The existing home is offered as-is and awaits a visionary buyer ready to unlock the extraordinary potential of this exceptional setting. Whether restoring the current residence or creating a brand-new coastal masterpiece, this is a rare chance to own a premier sunset-view property in Sag Harbor.

Profiting from water views and easy beach access in Sag Harbor Village's historic Azurest private bayfront community, this new construction, 4 bedroom, 3020 SF shingled beach house by Devcora and Fairview Builders is a must see. Landscaped for privacy with a native boulder retaining wall border, French doors open to the backyard , highlighted by a heated, gunite pool with Italian marble coping, and surrounded by lawns with ample space for sun bathing and al fresco dining. A Belgian block and crushed bluestone drive with ample parking lead to the stylish home, clad in Alaskan yellow cedar with a standing seam metal roof and handsome black window frames. The home centers on the bright, open concept gourmet kitchen, living room, and dining area with a show stopping Breccia Calcutta marble island with seating for six, bar area, and top of the line appliances by Subzero and Wolf. Beautiful 7.5-inch white oak flooring throughout for a beachy feel with an air of permanence. A powder bath and generous en suite guest bedroom complete the main level. Up the custom, floating, monostringer staircase, an airy landing leads to the spacious ipe roof deck with mahogany railings and steel cables. The primary bedroom suite has a luxurious bathroom with Italian Gold Calacatta marble, and large format, mosaic flooring, with radiant heat in every bathroom. The guest suite complements the primary suite. The voluminous, finished lower level offers a recreation area, laundry room, and en suite bedroom, built to the same level of finish as above. In addition to exceptional beach access, Azurest conveys the potential for mooring a boat in Sag Harbor Bay. Leave the car at home with this turnkey, stylish beach house in Azurest in Sag Harbor Village, a short ride to Havens Beach, by road or sand, or to the charms of Main Street shopping and dining.