luxury houses with terrace for sale Wainscott, United States

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. The existing modern beach house is a commanding, nearly 9,000 sq. ft. home built with substance and intention. Walls of glass open the home to the serene ocean landscape, offering first floor views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out at ground level 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. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination- whether simple enjoying as is, updating the luxurious interior or elevating the existing design to current standards and styles to match its surroundings. Alternate, the home could be completely rebuilt within a generous building envelope. Directly across the private gravel drive, a 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 property offers luxury and opportunity that few oceanfront homes can match anywhere in the Hamptons.

Tucked away on 3.02+/- Acres on the fringe of East Hampton Village in a secluded, nature-filled setting, this enchanting Adirondack-style retreat offers rare privacy, warmth, and opportunity. Rich in character and timeless charm, this home features 3 bedrooms, 3 full baths. The dramatic living room showcases double-height ceilings, a wood-burning fireplace, and multiple glass windows that invite the outdoors in. Occupying the entire second floor, the spacious primary suite provides a peaceful and private sanctuary. The finished 1000+/-sq.ft lower level has a living/media room with sliding door to outside and a bath. Surrounded by lush natural beauty, the expansive 775 sq.ft wrap around deck evokes the feeling of a private treehouse retreat, an idyllic setting for entertaining, outdoor dining, or quiet moments immersed in nature. A heated pool further enhances the property's ambiance, creating the ultimate escape just minutes from the Village and ocean beaches. Whether preserving and enhancing its existing rustic elegance or creating a brand-new dream home, this property presents an exceptional opportunity in one of East Hampton's most desirable locations. Room to expand . Moments from acclaimed restaurants, boutique shopping, and pristine beaches, 129 Bull Path is a magical offering with extraordinary potential.AI generated architectural rendering shown for shown for illustrative purposes only. Depicted improvements, structures, features, and designs are conceptual, are not included in the offering and may not be feasible or approved.

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.

Set in one of Water Mill South's most coveted locations, this refined estate overlooks 34 acres of protected reserve, offering rare privacy, light, and open views. The 8,600± sq ft traditional residence features 7 bedrooms and 9.5 baths on 1.5 acres of mature, manicured grounds. Outdoors, multiple terraces surround a heated gunite pool, creating a resort-like setting. A separate 1,400± sq ft pool/guest house-with an additional 800± sq ft finished lower level-offers exceptional flexibility for guests, recreation, or work-from-home use. Designed for both gracious entertaining and effortless everyday living, the main level offers a beautifully proportioned formal living room, den, library, bar and dining room, along with a temperature-controlled wine room and powder room. A top-tier chef's kitchen anchors the home and opens seamlessly to a screened porch and sunroom-ideal for indoor-outdoor living. The second floor is highlighted by a serene primary suite, complemented by four spacious ensuite guest bedrooms. The expansive 4,000± sq ft lower level is fully finished and includes a billiards room, private theater, fitness room, golf simulator, and two additional ensuite bedrooms. Thoughtfully constructed and impeccably maintained, this Water Mill South estate delivers scale, privacy, and amenities rarely found in such a prime setting-perfectly suited for both quiet retreats and large-scale entertaining.

Experience luxury living at its finest with East End Building Co.'s latest development project, a stunning estate/family compound located at 394 Seven Ponds Towd Road in Water Mill, NY. This pre-construction/under construction modern farmhouse boasts a classic farmhouse form and overlooks a 50-acre southern exposure reserve, offering unparalleled views. This impressive 1.5+/- acre lot features a massive, nearly 9,000 square foot single-family residence with a finished lower level, second floor, and rooftop decking, providing expansive views of the surrounding reserve. The residence features 9 spacious bedrooms and 9 full and 2 half bathrooms with large format porcelain tiles, showcasing attention to detail and luxury living. The NERO Abodo Vulcan thermally modified wood cladding used in the exterior of the residence is made from New Zealand plantation timber and engineered with a patented vertical grain orientation for superior weathering characteristics. reSAWN TIMBER co.'s Abodo Fine Sawn Face Vulcan Cladding provides a unique, textured surface with beautiful grain depth, and the black 15 Kynar standing seam aluminum roof panels complement the aesthetic beautifully. The main floor features an impressive floating steel staircase with floating rift white oak 5 with concealed tread lighting and brushed nickel custom handrails built into the glass. The entire house is fitted with premier window and door builder FLEETWOOD floor-to-ceiling windows and doors, providing an open living design that extends into the 50-acre reserve. The kitchen is a chef's dream, with custom cabinetry by Gary Ciuffo, Wolf and Sub-Zero appliances, stone countertops, and large center island with seating, food pantry, and a chefs prep kitchen. The main kitchen features three Sub-Zero refrigerators/freezers, two 36 in the main kitchen, and one 48 in the chef's kitchen. The kitchen also features a Wolf 6 burner gas range with griddle chefs kitchen, Wolf 30 wall oven E series, Miele induction cooktop, Wolf 30 drop-down microwave oven, Wolf 30 warming drawer, Cove dishwasher 24 qty 3, and a Main Kitchen Cabinetry Hood Insert. The entire first floor features hydronic radiant heat, and there are three fireplaces, including an 80 liner gas fireplace in the living room, a 60 Flare 2 sided linear gas fireplace in the family/kitchen area, and a 60 outdoor gas fireplace with warm touch glass and fans. The estate also features a stunning 52'+/- heated gunite pool with spa and lighting, an all-weather tennis court, and a pool house with trellis. The second floor boasts an expansive primary bedroom suite with a walk-in closet, and the upstairs decking features glass railings. The estate also features a Lutron lighting system, fresh/clean landscape design by East End Building and local landscape design architects, and a 3-car garage with radiant heat. Located close to the Hamptons' finest shopping, world-famous golf courses, and amazing restaurants, this estate/family compound offers luxurious living in one of the most desirable locations in Water Mill. Estimated completion is December 2023. Don't miss out on this opportunity to own a slice of paradise on the East End of Long Island.

In a class by itself, New to Market, exquisite Malibu Style Modern Contemporary perfectly suited on a meticulously well-kept shy 2-acre parcel with Pool and Tennis offering the Ultimate in Hamptons Resort Style Summer living. Magnificently positioned and perched high above is where you'll find this exceptional Hamptons 4 level Modern bathing in full privacy and greenery with its commanding views of the full-sized North/South Tennis and its oversized 50x18 heated Saltwater Gunite Pool. Here summer never ends with its pool and jacuzzi wrapped in white marble and sprawling green lawns which take center stage all summer long. Boasting 6725 ft of luxurious open and modern resort style living spaces on 4 levels which feature soaring ceiling heights, an abundance of natural light and its expansive sliding glass doors which magically blend the indoor and outdoor spaces effortlessly creating the ultimate Hamptons entertaining space. Guests of all ages will enjoy the well-appointed 4 Guest ensuite beds found on 2 private levels plus the additional private Owners Suite which occupies the entire 3rd floor, complete with Resort Style Spa bath and breathtaking views. For the discerning Chef, a fully outfitted Chefs Kitchen with its professional high-end stainless-steel appliances and large center island sit ready and waiting to deliver the ultimate dining experience while enjoying marvelous Tennis and Poolside views. A whole range of amenities are available on level 1that enliven this unequaled Hamptons Summer Getaway, and include a Cinema room, Fitness center, and sprawling lounge and well-furnished wet bar. While serenity enwraps this captivating Hamptons retreat, it lies in superbly convenient proximity to world renowned Sag Harbor, Bridgehampton and Southampton shopping districts and its beloved Ocean Beaches.

Introducing East End Building Co.'s latest development project, an exceptional estate/family compound perched on 1.5+/- acres overlooking a breathtaking Southern Exposure of a 50-acre reserve in Water Mill, NY. This modern masterpiece with a deliberate clean design boasts nearly 9,000 square feet of living space, featuring 8 bedrooms and 9 full and 2 half bathrooms, spread over 2 stories with a finished lower level. The estimated completion date for this pre-construction/under-construction gem is December 2023. The house is expertly crafted with the finest materials and attention to detail, including SIOO:X Abodo Vulcan thermally modified wood cladding engineered with a patented vertical grain orientation for superior weathering characteristics. The Abodo Fine Sawn Face Vulcan Cladding provides a unique, textured surface with beautiful grain depth. The house features FLEETWOOD premier window and door builder, allowing for floor-to-ceiling window and doors throughout the house and showcasing the surrounding nature. The entrance boasts a massive 11' custom-designed entry door leading to an impressive 2-story entry foyer with a coat closet, floating steel staircase, floating Rift White Oak 5 with concealed tread lighting and brush nickel custom handrails built into glass. The first floor features large format 40 x 40 porcelain tile, reglet jamb, and baseboard detail. The entire first floor has hydronic radiant heat, while the interior doors are SOLID Core, Rift White Oak Stained Trimless Casing. The kitchen is a chef's dream with custom cabinetry by Gary Ciuffo, including a chef's kitchen with an island, vanities, laundry rooms, butler's pantry, mudroom, and 2 wet bars. Undercounter lights can be found in the main kitchen, chef kitchen, wet bars, and laundry rooms. The eat-in kitchen features stone countertops, a large center island with seating, food pantry, chef's prep kitchen, fireplace, and a Julien SmartStation Sink Collection. The kitchen is equipped with high-end appliances, including three (3) Sub Zero Refrigerator / Freezer (main kitchen two 36, chef's kitchen one 48), undercounter drawer micro-oven Wolf/Viking, Wolf 6 Burner Gas Range w/ Griddle Chefs Kitchen, Wolf 30 Wall Oven E Series, Miele Induction Cooktop, Wolf 30 Drop Down Microwave Oven, Wolf 30 Warming Drawer, Sub-zero Undercounter Beverage Center Den, Wolf 54 Hood Pro Wall, Main Kitchen Cabinetry Hood Insert, Cove Dishwasher 24 Qty 3, Electrolux 27 Washing Machine Qty 4, Electrolux 27 Dryer/steam Qty 4, BBQ Lynx 42 Profession Built-In Grill, BBQ Marvel 24 Outdoor Stainless Steel draws, and a door BBQ Lynx Double Side Burner. The first floor also features a living room with a fireplace and stone surround, a dining room, a study/TV room/office with a wet bar, a family room with a fireplace, a Jr Primary Suite with a full bath, dual sinks, shower and water closet, sitting area, and walk-in closet, powder room, mudroom, laundry room, and a 3-car heated garage. The second floor boasts expansive upstairs decking with glass railings and a primary bedroom suite with a walk-in closet, access to private deck, sitting room, and 2nd private decks. The lower level features a home theatre, gym, 3 guest bedrooms, 3 full baths, mechanical room, additional laundry room, and ample storage. Enjoy the stunning outdoor living spaces featuring a large oversized pool, pool house with covered porches, sunken tennis court.

This remarkable residence spans 5,800 sq. ft. and offers five bedrooms and five and a half baths. Prepare to be captivated by the state-of-the-art kitchen, featuring top-of-the-line appliances and exquisite finishes. The master suite is a true sanctuary with a cozy fireplace, an extraordinary Jacuzzi tub, and a glass-enclosed oversized shower. Step onto the multi-level decks that overlook the heated, in-ground gunite pool. The finished basement adds an additional 2,600 sq. ft. of versatile space. This home also boasts a formal living room, dining room, and a spacious den complete with 11 flat-screen TVs throughout the home. Conveniently located within easy biking distance to beaches, Amagansett's Village Square, and the Farmers Market. Don't miss this incredible opportunity to own this Amagansett Villa and experience the epitome of luxury living. Schedule a showing today and make this exceptional property yours!--

Welcome to your dream home, built by the legendary Farrell Building Company. Completed in 2023, this stunning new construction is situated on a tranquil and completely private 2.35-acre lot, boasting sweeping views of the 11th hole of Noyac Golf Course. Just moments away from Sag Harbor Village, this 8,500 square foot, 8-bedroom, 9-bathroom property offers water access through the Noyac Hills Estate Association, making it the perfect retreat for modern living. Step inside and be immediately greeted by the open floor plan, tri-tone kitchen, sweeping views of your backyard that are framed out by the golf course. The spacious living room, dining area, family room, laundry room, and first-floor primary bedroom provide all the comfort and convenience you could ask for. Upstairs, you'll find a secondary laundry area, 4 guest bedrooms with en suite bathrooms, and a luxurious primary bedroom featuring an en suite bathroom, roomy walk-in closet, and sliding doors to your private balcony offering breathtaking views. But the amenities don't stop there. This property also features a media room, bonus room, great room, and a gym, ensuring that you'll always have plenty of space to relax and entertain. Outside, the frame construction and wood siding give the property a timeless appeal. An attached 3-car garage, sunken tennis court, and heated gunite pool with a separate spa provide a private haven for relaxation and entertainment. Don't miss out on the opportunity to own this masterpiece of a home, built by one of the most renowned builders in the industry. With its luxurious amenities and prime location, this property truly has it all.

Welcome to a true masterpiece of luxury living in Sag Harbor, crafted by the esteemed Farrell Builders. This brand-new construction is the epitome of elegance, leisure, and natural beauty, perfectly positioned to deliver breathtaking panoramic views of the Noyac Golf Course. Nestled on an expansive 1.9-acre lot, this exquisite three-level home boasts 5 bedrooms, 6.5 bathrooms, 900 sq. ft. of unfinished space in the lower level, offering ample space and privacy for family and guests. The property features a two-car garage, a stunning heated gunite pool and spa, private tennis courts, a fully equipped home gym, and an indoor paddle board court. The property has deeded bay access through the Noyac Hills Estate Association, ideal for launching kayaks, paddles boards and more. The long, private driveway leads you to this pristine retreat, where country-club chic meets modern luxury. Step inside and be greeted by an impressive double-height entry foyer, where bright, beachy wide-plank floors set the tone for the rest of the home. Walls of windows and sliding glass doors seamlessly blend the indoor and outdoor living spaces, flooding the home with natural light and providing easy access to the poolside rear courtyard. The interior is a harmonious blend of designer aesthetics and functional open-concept living, perfect for both entertaining and everyday living. Custom accents such as tray ceilings, arched walkways, paneled walls, and clerestory windows add to the home's sophisticated charm. The great room and dining areas are graced with a cozy fireplace and a separate media room for ultimate relaxation. The elegant eat-in kitchen is a chef's dream, featuring Cuiffo cabinets, high-end stainless steel appliances, and a sleek, contemporary design. Adjacent to the dining area, you'll find a convenient rear patio, perfect for al fresco dining. Upstairs, the spacious primary suite is a true sanctuary, complete with a luxurious quartzite spa-like bath and a large private terrace overlooking the lush grounds. Two additional ensuite bedrooms offer comfort and privacy, including a first-floor junior primary suite with a luxe bath, walk-in closet, and private patio access. The lower level is designed for versatility and entertainment, featuring a fully equipped gym with a rejuvenating sauna, a lively playroom, and an additional ensuite bedroom with walkout stairs. Located in the heart of Sag Harbor, this home is just moments away from world-class golf, the Elizabeth Morton National Wildlife Preserve, and beautiful bay beaches. Enjoy the maritime charms and vibrant community of Noyac, making this property the ultimate Hamptons retreat. Don't miss this rare opportunity to own a piece of paradise in one of the most sought-after locations in the Hamptons. Schedule your private showing today and experience the pinnacle of luxury living.

Welcome to this stunning 4-bedroom, 3-bathroom home offering 4,000 sq. ft. of living space. As you step inside, you'll be greeted by soaring high ceilings that add to the spacious feel throughout. The open-concept layout provides ample room for entertaining. The main level features high ceilings, a living area, updated kitchen w/ a dining nook and breakfast bar, and an additional dining space perfect for gatherings. You'll also find the access staircase leading to your loft & also an interior entrance to the fully finished basement. The expansive finished basement with a separate outdoor entrance as well, offers versatility as a guest suite, entertainment area, or private home office, with ample closet space for storage throughout. Situated on a generous 0.36-acre lot, the outdoor space is a true oasis, complete with a sparkling in-ground swimming pool-perfect for summer fun and relaxation. You may also enjoy a peaceful retreat on the front patio, which includes both stairs and a convenient ramp. The home also includes an attached 2-car garage for easy parking.

Set within the sought-after Clearwater Beach Association, this classic cedar-shake Cape offers an exceptional opportunity to own in one of Springs' most sought-after waterfront communities. Set on .43± acre with mature trees and a spacious backyard, the property combines timeless Hamptons character with outstanding potential. The traditional floor plan features three bedrooms, two full baths, one half bath and hardwood flooring. A spacious living room anchored by a wood-burning fireplace flows into an open dining area, finishing with an eat-in kitchen overlooking the rear yard. A full unfinished basement provides abundant storage and the opportunity for future expansion, while an existing four-bedroom septic system offers additional flexibility for the property's future potential. Outside, the expansive backyard and rear deck offer privacy, room for a pool, a shed, and endless possibilities for outdoor entertaining. Ownership includes coveted Clearwater community amenities, including beach rights, waterfront access, dock rights, and boating opportunities, placing bay beaches, kayaking, paddle boarding, and the best of East Hampton just minutes away. This property presents an exceptional opportunity for year-round living, a weekend retreat, or a thoughtful renovation in a premier Hamptons location.

Located on the south side of Gin Lane, this historic carriage house was once part of the Meadow Beach estate owned by Henry M. Day. The original estate spanned nearly 10 acres between Gin Lane and the Atlantic Ocean. Acquired by artist Roy Lichtenstein in 1970, the property saw several expansions and architectural modifications under his influence. Today, the property features a captivating three-level house with glass walls that open to terraces, decks, and balconies. Many of these outdoor spaces offer ocean views, while all provide the chance to enjoy the sound of the surf and the fresh sea breeze. The home includes five bedrooms and is situated on nearly 2 acres of land, adorned with mature cypress, umbrella pine, and cryptomeria trees at the original estate's entry gate. The surrounding perennial gardens are remarkable, complemented by exposed tree trunks nestled within lush hosta gardens. Unique beach access is provided via a private pathway leading to the dune and miles of unspoiled Atlantic Ocean beach. This is truly a rare opportunity. Located in an FEMA AE 14 zone.

Tucked away on a quiet street in the heart of East Hampton, 20 Norfolk presents an opportunity to own a character-rich Hamptons retreat with pool and coveted private beach access. This distinctive home unfolds across five thoughtfully designed levels, offering a unique blend of space, charm, and versatility. Each floor reveals its own ambiance-ideal for both relaxed everyday living and effortless entertaining. At the top, a private primary suite serves as a true sanctuary, complete with a comfortable sitting area, generous closet space, and a well-appointed en-suite bath. The main living level is bright and inviting, with oversized windows that flood the home with natural light while highlighting beautiful architectural details and tranquil views of the surrounding landscape. Multiple levels create exceptional flexibility, easily accommodating a home office, fitness space, guest quarters, or additional lounge areas-tailored to fit your lifestyle. Outdoors, a private backyard oasis awaits. The swimming pool is perfectly suited for summer gatherings, while the surrounding patio offers a peaceful setting for lounging and al fresco dining. Grass lawn for playing catch. Outdoor shower to clean off the beach! Throughout the home, original hardwood floors, detailed moldings, and vintage fixtures add warmth and timeless appeal-blending classic Hamptons character with everyday comfort.

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

A masterful blend of timeless character and elevated modern luxury, this designer-renovated Shelter Island residence delivers a curated living experience across more than an acre of lush, private grounds. Every space has been thoughtfully reimagined with bespoke finishes, high-end materials, and a refined aesthetic that feels both effortless and elegant.nStep inside to sun-filled interiors with clean lines, wide-plank flooring, and a seamless flow ideal for year-round living and entertaining. The designer kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, and a sophisticated palette that complements the homes heritage. The adjacent dining and living spaces offer an inviting atmosphere, with natural light and tasteful detailing enhancing every moment.nFive beautifully appointed bedrooms and three spa-inspired bathrooms provide comfort and privacy for guests or full-time residents. Each room reflects a balance of luxury and warmth, from serene color schemes to thoughtfully selected fixtures and finishes. A luxurious primary suite includes a spa-style bathroom and walk-in closet, creating a private retreat within the home.nOutdoors, resort-style living comes to life. A heated gunite pool, expansive bluestone patio, and multiple lounging and dining areas create a truly elevated summer retreat. Manicured gardens, mature landscaping, and a serene pond offer tranquil views and exceptional privacy, while the acre+ setting provides ample space for recreation, entertaining, or simply enjoying the natural beauty of Shelter Island. The property also includes an outdoor kitchen, fire pit, and multiple shaded seating areas, perfect for alfresco dining and gatherings.nAdditional amenities include a state-of-the-art HVAC system, smart home features, and ample storage throughout. The propertys layout and orientation maximize natural light, cross-ventilation, and the surrounding scenic vistas.nLocated moments from beaches, Mashomack Preserve, South Ferry, marinas, and local restaurants, this home captures the essence of Shelter Island livingquiet, refined, and effortlessly connected to the best of the East End. Move-in ready and finished to a designer standard, this is a rare opportunity to own one of Shelter Islands most sophisticated and lifestyle-driven offerings, where every detail has been curated for comfort, elegance, and timeless appeal.

Some properties are simply irreplaceable. This is one of them. Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront - 190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. Two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn - often mistaken for a separate lot - offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

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.

Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with natural light and a sense of grandeur. The main home includes four spacious bedrooms and three full baths, offering comfortable accommodations for residents and guests. An attached two-car garage provides convenience, with a versatile bonus room above—perfect for a media room, studio, or additional lounge space. Just across the yard, a charming private cottage offers two bedrooms, a full bath, a living room, and a kitchenette—ideal for guests or a private retreat. Outdoor living is equally inviting. The kitchen opens to a generous deck designed for effortless entertaining, overlooking beautifully landscaped grounds. Enjoy warm summer days by the heated gunite pool, relax around the firepit area, and take in the peaceful surroundings of this southwest-facing property. Across the street, access to West Neck Creek makes kayaking and paddleboarding effortless, offering a true water-lover’s escape. A rare opportunity that captures the essence of coastal living on Shelter Island—where comfort, style, and exceptional indoor-outdoor spaces come together in a truly special setting

An extraordinary offering on the Peconic Bay, this refined Cedar Beach waterfront estate presents over 200 feet of direct, sun drenched, south facing shoreline and beach with a protected, private dock deep enough for a mid twenty ft boat, a truly rare combination of attributes to find on the North Fork. Thoughtfully designed to embrace its breathtaking setting, the house is set on a double lot whose southern exposure also produces the luxuries of southerly breezes and a true, useable and enjoyable beach not encumbered by prolific rocks or muck. The home itself is defined by soaring cathedral ceilings, sun-drenched interiors, and elegant entertaining spaces that seamlessly transition to expansive waterside terraces overlooking endless bay views and spectacular sunsets. Private ensuite accommodations and beautifully curated living spaces evoke a sense of understated coastal sophistication. Complementing the property, a separate waterfront parcel directly across the street features a newly refurbished private dock with direct bay access, offering an exceptional opportunity for boating, fishing, quick trips to Shelter Island, Sag Harbor, the Hamptons and other beautiful East End destinations. A exceptional and rare North Fork lifestyle centered around the beach, sun and water.

This Amagansett beach house is a true work of art, blending timeless design with the natural beauty of its oceanfront setting. Located just moments from the sand and framed by flowering dunes, it immerses you in the sights and sounds of coastal living. Enjoy breathtaking panoramic ocean views from the expansive rooftop deck. The oversized designer kitchen flows seamlessly into a bright, open living space with radiant heat flooring and a fireplace, perfect for entertaining or relaxed gatherings. The entire top floor is dedicated to a private master retreat, complete with its own deck, hot tub, and outdoor shower for the ultimate sanctuary experience. Two additional bedrooms with two full bathrooms are conveniently located on the first floor, providing comfort and privacy for family and guests. Rare for the area, the home also includes an underground garage, offering both security and ease of access. Nestled in a quiet beachfront enclave, this home offers unmatched tranquility, modern luxury, and a front-row seat to the ocean's beauty.

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the private sandy association beach, this is a rare slice of coastal paradise where summer never really ends.

Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect for entertaining and a welcoming wraparound porch ideal for relaxing summer evenings. Inside, the home boasts a spacious living room with a wood-burning fireplace, a gracious parlor, formal dining room, and a first-floor bedroom with a full bath. Upstairs are two additional bedrooms and another full bath. A full basement provides ample storage and utility space. Just a stone’s throw from downtown shopping, restaurants, and all that the Heights has to offer, this is a rare find in one of Shelter Island’s most sought-after neighborhoods.