luxury houses with terrace 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. 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.

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.

Welcome to 550 Madison Avenue in Greenport, a thoughtfully designed New Construction farmhouse that feels comfortable from the moment you arrive. The covered front porch is more than an architectural detail. There is actually room for a chair and side table, creating the perfect spot for a quiet morning coffee. Inside, wide 6-inch oak floors connect the bright, open living spaces. The powder room is conveniently located near the front entrance, but it is tucked far enough away from the open living room, dining area, and kitchen to give everyone a little privacy when the house is full. The custom kitchen design brings together the features buyers keep asking for, including a paneled refrigerator, a full pantry closet, open shelving, generous cabinetry, and a kitchen sink positioned beneath a window overlooking the backyard. Even doing the dishes comes with a view of the established maple trees. A full glass slider in the dining area fills the back of the home with natural light and creates an easy connection to the outdoor entertaining spaces and grill. The backyard views can also be enjoyed from the living room, making the surrounding landscape feel like part of the interior design. Upstairs, the primary bedroom features a peaceful en-suite bathroom with distinctive tile flooring and calm, carefully selected finishes. Even the first-floor powder room has beautiful wallpaper, adding personality and making this New Construction home feel intentional rather than predictable. The fully fenced backyard is surrounded by established maple trees, creating a quiet and private setting that feels like a hidden corner of Greenport. The newly installed stone patio includes an outdoor cushioned conversation area, a separate outdoor dining patio, and a dedicated fire pit for evenings under the trees. There is also room to explore the possibility of adding a pool without making the yard feel crowded. The location brings the North Fork lifestyle within easy reach. The Greenport LIRR station and Hampton Jitney stop are approximately half a mile away for convenient transportation to New York City. Aldo’s Coffee is about a three-minute bike ride or a ten-minute walk, with Greenport Village shops, restaurants, waterfront destinations, and local beaches all close enough to enjoy without always getting back into the car. New Construction, a custom kitchen, paneled appliances, wide oak floors, en-suite bathrooms, a fenced backyard, mature trees, outdoor entertaining spaces, and easy access to Greenport Village. This might be the one you have been waiting for. You really need to come see it. In the evening it sparks with fireflies to capture summer vibes in Greenport Village.

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 on 0.47+- acres in the heart of Sag Harbor Village, this inviting four-bedroom, three-bath residence offers privacy, comfort, and an exceptional location near the village's renowned beaches, marina, shops, restaurants, and entertainment. A mature stone wall and approximately eight-foot trees create a private, screened setting, while a private community beach provides an added amenity for enjoying the coveted waterfront lifestyle. The main living level features an open-concept living room with a wood-burning fireplace, a spacious kitchen designed for relaxed gathering and entertaining, and a well-appointed primary suite with private bath. An in-home office and full bath complete this level. The lower level offers three additional bedrooms, a full bath, and a comfortable family room, providing excellent space for guests or extended stays. Outdoors, a wraparound terrace and open patio create inviting settings for al fresco dining, lounging, and entertaining. Ideally positioned near Havens Beach and the Sag Harbor Marina, with Main Street's vibrant village life just moments away, this private retreat captures the quintessential Sag Harbor lifestyle. Listing ID: 935193

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.

Minutes from the bustle and charm of Sag Harbor Village, set on an exceedingly private and gated acre-plus flag lot with mature hedges, this immaculate 7 bedroom, 6500 square foot traditional checks all the boxes of a quintessential Hamptons summer home with a heated, gunite pool and spa, exceptional outdoor spaces, lined with hydrangeas, built-in BBQ grill kitchen, and an expansive finished lower level. Through the automated gate, a tree-lined approach leads to the handsome, white, shingled traditional with an attached 2-car garage. Adorned with shiplap, the bright, full height foyer creates a dramatic first impression. With lovely indoor and outdoor flow, the open concept floor plan offers a gourmet eat-in kitchen with an adjacent living room with fireplace and sitting area, with two sets of French door leading to the covered porch overlooking the pool area and rear grounds. A formal dining room with passthrough wet bar and wine storage serves the kitchen. A guest bedroom suite, pool full bath, foyer powder bath, expansive mud room, laundry room, and two-car garage completes the main level. Upstairs has a generous primary suite with luxurious bath including a freestanding tub and floating dual vanity. Three spacious en suite guest bedrooms supplement. The finished lower level features a gym, recreation area, and two bedrooms. Unique opportunity to own a turnkey home of excellent quality on a private acre-plus flag lot with a heated, gunite pool and spa and outdoor spaces fit for summer in the Hamptons.

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.

Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer. Listing ID: 934259

Set on 0.70 acres and bordered by more than 38 acres of protected reserve, this exceptional estate offers approximately 4,500 square feet of thoughtfully designed luxury living in a private, park-like setting. The residence features five generously sized bedrooms, including two with attached bonus rooms ideal for a home office, study area, reading retreat, media room, or computer station. There are six-and-a-half beautifully appointed baths, an oversized bonus room or private office with a separate exterior entrance, a library, formal dining room, and an expansive gourmet kitchen with dual center islands that opens seamlessly into the great room. Designed with entertaining in mind, the home also includes a wet bar, butler's pantry, and an exceptional collection of premium amenities throughout. Outdoor living is equally impressive, featuring a spacious covered porch for alfresco dining overlooking the heated gunite pool and beautifully landscaped grounds. Additional highlights include a three-car garage and superior craftsmanship throughout. Originally built as the builder's own residence, this home reflects meticulous attention to detail, exceptional construction quality, and high-end finishes at every turn. A rare offering that could not be replicated at this price point today.

Set on just over an acre in the heart of Sagaponack, this recently updated single-level residence offers relaxed Hamptons living in one of the East End's most coveted locations. The home features three generous bedrooms and two full baths, including a private primary suite with a dramatic vaulted ceiling. At the center of the home, an open kitchen flows seamlessly into a sun-filled living room with a fireplace, creating an inviting setting for everyday living and entertaining. A charming sunroom provides additional space for morning coffee, casual dining, or quiet afternoons overlooking the grounds. Outside, the property unfolds into a private backyard retreat featuring a brand-new heated gunite pool, expansive patio, electric awning, outdoor shower, and broad lawn with ample room for recreation and entertaining. A one-car garage and generous parking add convenience and flexibility. The property also offers the potential to expand or reconfigure the existing space, including the opportunity to create an additional en-suite bedroom, subject to applicable approvals. Ideally situated minutes from Sag Harbor Village, East Hampton, and Bridgehampton-and within easy reach of Sagg Main Beach-the home provides exceptional access to the best of the Hamptons. Wlffer Estate Vineyard and the area's renowned equestrian facilities are also nearby. Located within the highly regarded Sag Harbor School District, the property is made even more appealing by remarkably low annual taxes of $6,852.48.

An updated residence in a premier village location, 15 Indian Hill is a fully reimagined 1947 East Hampton cottage. The home features a brand-new kitchen, 2 fully renovated bathrooms, hardwood and ceramic tile floors, a new on-demand hot water system, all-new mechanicals, and new plumbing throughout. Truly move-in ready. The thoughtful layout offers 2 bedrooms, 2 full baths, an open kitchen, a wood stove, a fully finished basement, an attached garage, and a private deck. The location is unmatched, moments from world-class dining, boutique shopping, and ocean beaches; the very best of the East End is right outside your door. The lot is pool-capable, a significant advantage in this market. Architectural plans for a substantial expansion, including a second story, enlarged kitchen, and third bedroom, convey with the sale, giving the next owner a fully realized vision for future growth. Whether you build up, add a pool, or simply enjoy the home exactly as it is, the possibilities are genuinely exceptional.

The serenity and beauty of this unique waterfront property is incomparable. Offered for the first time in nearly 50 years, this house is situated in the coveted Lions Head Beach community, featuring sweeping views of Hog Creek from the expansive back deck and from nearly every room. Set on 0.69 acres, this three bedroom two (newly renovated) bathroom residence is bordered by a natural wooded lot owned by the East Hampton Land Reserve, as well as the land directly across the creek, preventing any future development and insuring lasting privacy. There is a water side, heated 20' x 40' gunite pool, and direct access to Hog Creek from the backyard for launching kayaks, paddle boards and small watercraft. The change of colors reflecting on the creek as seen from the back deck is breathtaking, watching the swans and egrets pass by. And the spa-like outdoor shower offers another joyful aspect of outdoor summer living. The open expanse of the great room, dining area and kitchen is ideal for family life and entertaining. And during cooler months, enjoy the warmth of the Vermont Castings wood-burning fireplace, inset into the custom stone wall. The house is moments away from the gated resident-only parking area for the Gardiner Bay beach where there are picnic tables and benches for residents, and to especially enjoy a cocktail watching the sun set over the Long Island Sound. Another exclusive amenity is the private marina for fishing, cruising and sailboats with quick access to the majestic open waters of Gardiner Bay. With potential for expansion and additions, properties of this caliber of unobstructed water views are most uncommon and possibly come along once in a generation. This is a rare opportunity to live and embrace the quintessential peaceful and tranquil Hamptons lifestyle.

Tucked away on a quaint lane mere minutes from the iconic Beach Lane, south of the highway in Wainscott, this exceedingly stylish, cedar shingled 6 bedroom traditional, conceived by Daniel Scotti Design and Development, features magical outdoor spaces with an oversized heated gunite pool and spa, and jaw dropping interiors that perfectly capture the quintessential Hamptons light. Set on a wide, double lot with beautiful southern exposure, specimen plantings and established landscaping by Laurel Group create peace and seclusion for the covered porch and broad patio with built in grill kitchen overlooking the pool and rear grounds. The generous 8000 SF home opens with an entry foyer flanked by bright sitting room, powder bath, and a first floor guest bedroom suite. Adorned with tongue and groove paneling with high gloss accents and 9-inch wide white Oak with a natural finish which display the abundant natural light beautifully. The open living room with dining room has a wall of French doors leading out to the slate patio with a built in Wolf grill kitchen and covered porch with brick fireplace and TV, completed with a half basketball court. The gourmet kitchen offers top of the line appliances by Wolf, Sub Zero, and Miele, including refrigerated drawers and a wine refrigerator, marble counters and island, breakfast area island, and custom Ciuffo wood cabinetry and harware. A gracious mud room with powder bath and storage pantry leads in from the detached two car garage. The upstairs level has a show shopping primary bedroom suite with a generous changing room and luxurious bath with honed Carrara marble counter tops, hardware by Barber Wilson Lefroy-Brooks Ltd England, and radiant heated flooring, complemented by an office and second bath and a terrace overlooking the rear grounds. Three generous en suite bedrooms and a laundry room complete the upstairs level. The stunning finished lower level features a gorgeous wine room, media room with pool area, rubber floored gym, bedroom, and powder bath. Smart home features include Sonos whole house indoor and outdoor system and Lutron lighting. A rare opportunity to own a truly special south of the highway property with an exceptionally stylish, turnkey home with magical outdoor spaces, near Beach Lane.

Seize the opportunity to own one of East Hampton Village's most significant estates, the renowned J. D. Voorhees House, an extraordinary legacy property featured in East Hampton's Heritage Book by Robert A.M. Stern, Robert Hefner, and Clay Lancaster. This striking residence seamlessly blends architectural distinction, timeless elegance, and an unrivaled Village location overlooking Hook Pond and the Maidstone Club on more than 1.7 lush acres. Designed by noted East Hampton architect John Custis Lawrence and constructed between 1912 and 1913 by master builder Edward M. Gay, the home was commissioned for Dr. James Ditmars Voorhees, a prominent New York physician, and his wife Louise Brown, daughter of Samuel Q Brown of Tidewater Oil Company. Throughout the early twentieth century, the estate became a centerpiece of East Hampton's celebrated summer colony, hosting elegant concerts, charitable fundraisers, and society gatherings that contributed to the cultural fabric of the Village. Distinct from the cedar-shingled architecture that defines much of East Hampton, the JD Voorhees house was intentionally designed with clean lines and a stucco exterior inspired by European coastline homes. Nestled on more than 1.7 private acres surrounded by mature plantings, this home offers approximately 7,000 square feet of living space with ten bedrooms including three summer bedrooms, six full bathrooms, and two half baths. The gracious floor plan with elevated ceilings is equally suited for grand-scale entertaining or relaxed family living. A dramatic entry foyer opens to beautifully proportioned formal rooms, including an expansive living room with fireplace, a welcoming family room with billiards area, and a covered terrace overlooking the rear grounds. The formal dining room with fireplace connects to a spacious kitchen with butler's pantry, rear porch, and large laundry and storage room. The glass enclosed eastern facing breakfast room overlooks expansive rolling lawns. The second floor features a spacious primary suite with sitting room and private office/bedroom with bath, five additional guest bedrooms, three baths, and an enclosed western sunporch. A separate north wing offers three additional summer bedrooms and a full bath, providing ideal accommodations for guests, extended family, or staff. In addition there is a two car garage that has two adjacent rooms with a bathroom and there is a separate storage structure. Lovingly maintained by the same family for more than eighty years, this exceptional estate represents a once-in-a-generation opportunity to own an irreplaceable piece of East Hampton history. It also offers the flexibility for a new owner to either renovate or build new. Located just moments from the Village's boutiques, restaurants, galleries, Guild Hall, the East Hampton Library, Town Pond, as well as world-renowned ocean beaches, the J. D. Voorhees House is convenient to all in one of the Hamptons most coveted addresses. Well located on 1.73 acres, there is room for a 12,000 square foot residence with pool and tennis. *All calculations to be confirmed with a licensed surveyor and East Hampton Village.

Introducing Goose Creek - an exceptional 7.45-acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

Introducing Goose Creek - an exceptional 7.45-acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

On a lane off Ocean Road near the iconic Beebe windmill, less than a half mile to Almond, Topping Rose House and the charms of Bridgehampton Main Street, this lovingly maintained south of the highway 4-bedroom Cape-style home rests on a lushly landscaped third of an acre overlooking a verdant 3-acre meadow. Framed by a pair of Linden trees and adorned with charming shuttered windows and a trio of dormers dotting the cedar shingle roof, the home opens with a red door centered on the front facade. The full height entry foyer with a Chippendale style staircase is flanked by an en suite bedroom, set up as a library, and the generous, paneled living room with a wood-burning fireplace with a handsome wood mantle. The inviting sun room, ringed with windows, also profits from a wood-burning fireplace. The open kitchen and formal dining have French doors to the rear grounds with a brick patio for al fresco dining. The upstairs has an airy landing leading to three bedrooms. The primary bedroom has an updated bathroom with a sumptuous steam shower and spacious terrace overlooking the rear grounds and meadow beyond. With famed ocean beaches and exceptional farm stands a short ride away, a unique opportunity to own in south of the highway Bridgehampton.

Nestled between the Atlantic Ocean and Georgica Pond lies a storied property synonymous with Hamptons history. The 8.22-acre two parcel compound has changed hands just three times despite being one of the first properties developed in the Georgica Dunes, with each owner treating the estate as a sacred trust - honoring its remarkable legacy while elevating its elegance. The offering comes with the last vacant buildable oceanfront parcel in the Village. Among the landscaped grounds, you'll discover over 500 feet of ocean frontage, unobstructed views, the last working boathouse on the pond, a red clay tennis court, a nearly 9000-square-foot main residence, and room for additional habitable structures. With award-winning design, bespoke craftsmanship, and a provenance that reads like a chapter of American cultural history, this is an unmatched residence ready to greet its next generation of proud stewards. Completed in 1894 by Laura Brevoort Sedgwick James, the residence is thought to be one of the oldest on the Georgica Dunes. In 1935, Juan Trippe, founder of Pan American World Airways, acquired the home and expanded the compound. In 1981, the property was sold to fashion designer Calvin Klein and his wife, Kelly Rector Klein, who launched a meticulous transformation of the home under renowned French architect Thierry Despont. The residence is a classic Shingle Style abode featuring gambrel roofs and over 5,000 square feet of decks, patios, and gardens for seamless indoor-outdoor living. Inside, the showplace expertly pairs glamorous contemporary design with original elements for a timeless aesthetic spanning more than a century of elegant living. Soaring beamed and coffered ceilings rise above original wide-plank pine, new oak, imported French stone, custom millwork and eight fireplaces. A gracious foyer with a two-story metal fireplace makes a dramatic first impression, while the formal dining room sets the stage for lavish entertaining. Linger in the charming tearoom, or gather in a living room topped by a glass catwalk or enjoy all-season enjoyment of the surrounding landscape in the attached screened-in porch. Entertaining is effortless with a main kitchen, prep kitchen and staff kitchen equipped with La Cornue, Viking and Sub-Zero appliances. A chic bar/lounge keeps refreshments within easy reach. Across the deck, the iconic tower is a retreat within a retreat featuring a curved staircase, a dome, a family room with its own wet bar, and a private bedroom suite above. The home's upper level includes a palatial owner's suite featuring a fireplace, two bathrooms with walk-in closets, and access to a large deck. Three secondary suites enjoy water vistas, while a study and wraparound decks complete the top floor. The thoughtfully appointed lower level - complete with a sixth bedroom suite, staff quarters, mudroom, laundry and sauna - ensures the estate runs effortlessly. Extensively updated for modern living, the residence boasts new hurricane-rated windows and doors, geothermal systems, a generator, fully integrated security and smart home automation. Thanks to its unrivaled location, the sanctuary commands virtually unimpeded, 360-degree views from dawn to dusk. Enjoy sunrise strolls on the beach, take a sunset paddle on the pond, and perfect your backhand on the clay tennis court featuring a viewing terrace. Garden paths amble past irrigated landscaping, native plantings and fountains, while the outdoor shower rinses sandy toes and paws. An automated entry, locked garden gates, a four-car garage, and ample parking complete the property. Alongside the tennis court, you'll find the ideal setting for a two-bedroom guest cottage and pool/spa addition. On the adjacent 1.89-acre parcel, architectural plans envision a three-story residence with a garage.

Surrounded by farm fields on Daniel's Lane in Sagaponack South, this exceptional 1.1 acre compound sheltered by mature trees features a stylishly renovated circa 1896 farmhouse, studio with 2 car garage, heated gunite pool and spa, pool house gym, and infrastructure for hobby farming. Past the three shuttered dormers and columned, covered porch that compose the charming front facade, enter the 4-bedroom main house with interiors clad in the meticulously restored, original wainscoting and molding. A sympathetic but supremely stylish renovation preserved many original details, from the doors to the antique push button light switches, while adding contemporary indoor and outdoor lighting, and luxury, modern conveniences like Sonos Home Audio and Nest Thermostats. The front door opens to the foyer with powder bath and living room with original fireplace and a wall of paned windows with banquette beneath. The gourmet kitchen features a long, 2-inch marble-topped island, commercial stainless steel prep tables, custom teak plywood shelving and cabinetry, and top of the line appliances from Subzero, Wolf, and Bosch. Off the kitchen, the dramatic sitting and dining room with beamed, cathedral ceiling, hanging fireplace and large picture windows leads to the rear covered porch and brick dining patio. The upstairs has 4 bedrooms and 3 baths with marble showers and vanities and contemporary fixtures. The master suite has a dressing room, desk nook, and a lavish bath with oversized steam shower, free-standing tub, and dual vanities. The former barn crowned with a jaunty cupola was converted into an airy, loft-like studio with ample fenestration. Landscaped for privacy, the heated gunite pool and spa with bluestone patio is complemented by a pool house gym with steam shower, and a pair of sliding glass disappearing doors. The enclosed garden with architecturally significant chicken coop has produced organic fruits, vegetables, herbs, flowers, and honey for an unbeatably local farm to table existence. The farm shed has an outdoor potting sink covered by a sleek breezeway. The epitome of farm chic located on prime Sagaponack soil.

Behind a charming wooden gate, on a quiet Amagansett Dunes lane, lies a world of its own, just a short distance from the ocean beach. At the heart of the property, a saltwater gunite pool is bordered by a bluestone patio on one side and lushly landscaped lawn on the other, evoking a private resort more than a backyard. Dual heating systems extend the swimming season of this 25' x 15' pool to six months or more. To the side of the house, an oversized enclosed outdoor shower, multiple beach-gear sheds, and a full-house generator handle the practical side of Hamptons living. Then comes the real magic: at the back of the property, a 2.5-acre dune preserve unfolds in complete privacy, with no neighbors in sight. At nightfall, the star-filled sky overhead is something guests often call unforgettable. Inside, the home is thoughtfully designed as an 'upside-down' house, placing main living spaces upstairs to capture sweeping dune views from a wraparound porch off the open-concept great room with fireplace, flowing easily from a light-filled, renovated kitchen to a private outdoor space for grilling and entertaining. The primary suite occupies the second floor with an en-suite bath and radiant heat. Downstairs, antique brick floors with radiant heat warm two additional bedrooms and a full bath, along with a wood-burning stove, a kitchenette, laundry room, and a flexible bonus room currently used as an office. Ample space remains to expand to a fourth bedroom and third bath, if desired. Turnkey and move-in ready - a rare combination of true privacy, resort-style outdoor living, and proximity to the ocean, almost impossible to find together in the Dunes.

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.

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.