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luxury houses with terrace for sale Southold, United States

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35

House with garden and terrace Southold (United States)

Private Southold Retreat on 2.18 Acres- Tucked away at the end of a private lane in desirable North Fork location, this special property offers the perfect balance of privacy and convenience. Surrounded by preserved land, large properties and a horse property, the picturesque 2.18-acre setting provides a peaceful retreat while remaining just minutes from restaurants, marinas, shops, wineries, beaches, and all attractions on the North Fork. This meticulously maintained single-level home features 4 bedrooms and 3 bathrooms, offering a versatile floor plan designed for comfortable living and entertaining. The private primary en-suite includes a beautifully updated bath with elegant tile work and soaking tub. Two additional guest bedrooms and updated hall bath provide ample accommodations, while a separate wing with its own private entrance offers endless possibilities. Ideal as a home office, guest quarters, or a secondary primary suite, this space includes a sitting room, bedroom, and full bath with a handicap-accessible shower. The spacious, light-filled kitchen is designed for both everyday living and entertaining. Featuring an abundance of cabinetry, expansive counter space, and an efficient layout, the kitchen offers plenty of room for meal preparation and storage. The open design flows into the dining area and living room, creating an inviting atmosphere for casual gatherings or larger celebrations. The dining area offers sliding doors leading to a large deck overlooking the scenic grounds, the perfect setting for outdoor dining, relaxing, or entertaining. The full basement with outside entrance offers endless possibilities for expansion of the living space if desired. Every detail of this residence reflects exceptional care and pride of ownership. Beautifully maintained, the home presents with the feel and quality of new construction. A rare opportunity to own a pristine country retreat with room for a pool, where privacy, natural beauty, and convenience come together in perfect harmony.

… 
$1,100,000
4bedrooms
3bathrooms
land 0.9ha

By Daniel Gale Sotheby's International Realty

97 listings near Southold

Nearby
30

Seaside house with garden and terrace Shelter Island (United States)

Set along the quiet shoreline of Pipers Cove Bay in Shelter Island Heights, this west-facing waterfront retreat is tucked at the end of a private drive and has been thoughtfully reimagined by Heiberg Cummings, whose signature approach to layered design transforms the home into something both sophisticated and deeply connected to its surroundings. Every room on both levels is oriented toward the water, creating a constant dialogue between the interiors and the landscape beyond. Natural textures, a restrained palette, and carefully considered details allow the landscape to remain the focal point. The house unfolds around the view with a central wood-burning fireplace anchoring the open living room, kitchen and dining space. Glass doors open onto a series of waterfront decks, blurring the line between indoors and out and offering a front-row seat to the island's spectacular western sunsets. The primary suite occupies the main level, complete with an en-suite bath and private waterfront terrace. Downstairs, two bedrooms and a full bath are complemented by a generous waterfront den and library, creating an inviting second living space with uninterrupted views across the cove. On the opposite side of the den, a shaded terrace offers another quiet place to read, relax, or escape the afternoon sun. Outside, the property reveals itself one destination at a time. Multiple outdoor living spaces, perfect for hosting summer dinners on the terrace overlooking the water, or sunset cocktails in the private beach garden with two fire pits and a lantern lit dining area. Fully equipped beach bar , integrated outdoor sound system disappears into the landscape. Mooring rights for a vessel up to 40 feet make it easy to explore the surrounding waters before returning home for sunset. Private, thoughtfully designed, and deeply connected to the water, this is a home that captures the quieter side of the East End, where mornings begin on the beach, afternoons are spent on the water, and each day ends with the sun setting over Pipers Cove Bay. Residents also enjoy access to the Shelter Island Heights community tennis courts, while the Ferry, Marie Eiffel Market, Leon 1909, and the Heights' shops and waterfront are all just a short distance away, placing some of the island's favorite destinations within close proximity.

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$8,500,000
167m²
3bedrooms
2bathrooms

By Annonceur International

Nearby
29

House with terrace Shelter Island (United States)

Amazing 1800s house with 3 bedrooms and 2 baths. Perfectly quiet location in Shelter Island! Tennis courts directly across the street and backyard view of rolling land, minutes to the beach and a few steps to restaurants and gallery.

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$1,250,000
111m²
3bedrooms
2bathrooms

By Annonceur International

Nearby
49

House with pool and garden Sag Harbor (United States)

New to the market, On The Bluff in North Haven, a beautiful waterfront home offering privacy, sweeping views from every vantage point, plus beauty and tranquility. Situated on 2 +/- acres, the 5,500+/- sq. ft. light-filled home offers 5 bedrooms, bathrooms, and ample entertaining spaces indoor and outdoor. The gunite waterside pool, finished lower level, 2-car garage and private beach access make this truly a very desirable home and property. First time offering exclusively at $6.9M.

… 
$6,900,000
5bedrooms
6bathrooms
land 0.8ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
30

House with pool and garden Shelter Island Heights (United States)

Welcome to 12 Clinton Avenue, a distinguished waterfront estate nestled in the heart of Shelter Island Heights, NY. This remarkable property spans 1.5 acres along the serene Dering Harbor, offering an unparalleled lifestyle marked by elegance and tranquility. With 10,000 square feet of meticulously designed living space, this gated estate presents a rare opportunity to own a piece of paradise. The residence boasts seven spacious bedrooms and six and a half luxurious bathrooms, each adorned with high-end finishes and extensive use of natural marble. The grandeur of the home is immediately apparent upon entering the soaring great room, which doubles as a library, complete with a massive fireplace that serves as the focal point. The walnut flooring throughout adds warmth and sophistication to the expansive layout. The kitchen is a chef's dream, featuring a vast prep area and top-of-the-line appliances, seamlessly connected to a formal dining room perfect for hosting intimate gatherings. The screened-in porch, equipped with storm shutters, offers breathtaking views of the harbor, creating an ideal space for relaxation and entertainment. Outdoor amenities are equally impressive, including a private dock, a water-side gym, and a pool with an automatic cover. The magical landscaping enhances the property's allure, while the garden and irrigation system with a cistern ensure year-round beauty. The block paver driveway leads to a two-car garage, providing ample parking and storage. For those seeking leisure and community engagement, the estate offers access to community tennis courts and a beach club. The village lifestyle is serene, with no need for a car to access local restaurants, shops, coffee bars, and the post office, all within walking distance. Additional features include a bar, sauna, and an office room lined with bookcases offering stunning water views. The entry foyer sets the tone for the home's elegance, while the extensive use of luxury finishes throughout ensures a sophisticated living experience. This property is a testament to refined living, combining privacy, luxury, and convenience in one of New York's most coveted locations. Don't miss the opportunity to own this exceptional estate, where every detail has been thoughtfully curated to provide an unmatched living experience.

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$22,000,000
929m²
7bedrooms
6bathrooms

By Annonceur International

Nearby
36

House with pool and garden Shelter Island (United States)

Shelter Island Ranch style home with 3 bedrooms and 2 bathrooms. Situated close to town and easy access to all beaches and either ferry this adorable home is currently configured as a 2 bedroom (large oversize primary bedroom with sliders to deck, guest bedroom, 2 newly renovated bathrooms, kitchen with new appliances, open living and dining area has stone surround fireplace and sliders to deck area. The lower level has finished space, laundry area, and doors to steps to access pool area. Large attic space and a separate garage with second level storage space.

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$1,225,000
3bedrooms
2bathrooms
land 0.2ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
5

Seaside house with pool and garden Sag Harbor (United States)

Surrounded by the natural beauty and tranquility of West Banks, a private waterfront community in North Haven , 16 Barclay dr is a well appointed modern traditional residence. This gated enclave is a true boaters paradise featuring a deep water dock , a private beach and the most glorious westerly sunsets in all the Hampton's. Sited on 1.72+/- acres and surrounded by a 20 acre reserve, this property offers elegant style and sophistication. The desirable floor plan offers 4200 square feet of beautiful living spaces, and an additional 2050 square foot lower level with high ceilings just waiting to be finished. Upon arrival, the coastal light cascades through the double height ceiling living room with over sized windows overlooking this lush property. The first level offers a wonderful flow with a large eat in kitchen, granite counters and center island, offsetting all the amenities for entertaining one would appreciate. A formal dining room , office or family room anchor the living area's. A first level private and spacious primary suite with walk-in large closets, and a luxurious bath with jacuzzi tub is a great addition. The second level's open landing divides two wings, offering an en-suite second primary bedroom and bath with a spacious walk in closet and additional unfinished area's that can be reimagined as a sitting room or extra living space. There are 2 additional bedrooms on the opposite wing with a shared Jack and Jill bath completing the second level. Numerous unfinished area's across this level just waiting to be expanded and customized. Mature plantings and beautiful landscaping create a park like setting surrounding the sparkling salt water gunite pool and lovely patio's for lounging and entertaining . A two car over sized attached garage also is a wonderful addition. This two-story traditional residence provides a serene and beautiful Hampton's retreat in a uniquely private and rare setting. The expansive acreage gives room for this residence to be substantially increased in sq footage with additional living area's if desired. A live in community caretaker is part of this wonderful offering, and conveniently available for concierge needs. Additionally, community tennis and a designated mooring for the boating enthusiast enhances this coastal experience. The natural beauty and tranquility of North Haven, also offers 'Love Lady Park' a new addition to this area, with walking trails and gathering area's for all season enjoyment. This exceptional North Haven, Sag Harbor property and lifestyle, is just 10 minutes to the Historic Sag Harbor Whaling Village with coastal waterfront dining and marina's. The iconic Bay Street Theater features high profile entertainment and the Historic Whaling museum, are just a few local favorites. This sought-after private community and the residence at 16 Barclay Drive present an opportunity to own a substantial Hamptons residence in a World Class location! Listing ID 934515

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$6,600,000
4bedrooms
4bathrooms

By Annonceur International

Nearby
23

House with terrace Greenport (United States)

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.

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$1,276,000
3bedrooms
2bathrooms

By Annonceur International

Nearby
5

House with terrace Sag Harbor (United States)

This exceptional new construction in the coveted Sunset Shores Association offers deeded bay access, beautiful bay views, and approximately 7,100+/- sq. ft. of thoughtfully designed living space. Featuring 7 bedrooms and 8 full baths, the open-concept floor plan includes a gourmet kitchen with a walk-in pantry, a first-floor guest suite, and a private office. The second level is anchored by a luxurious primary suite with a private balcony overlooking the bay. The finished lower level offers a spacious recreation room, gym, two additional bedrooms, and an attached two-car garage. Ideally located just minutes from Sag Harbor Village, beaches, marinas, shopping, and dining. Estimated completion in 2027.

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$5,995,000
7bedrooms
8bathrooms

By Annonceur International

Nearby
15

House with garden and terrace Sag Harbor (United States)

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.

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$8,995,000
790m²
8bedrooms
7bathrooms

By Annonceur International

Nearby
30

Property with pool and garden Sag Harbor (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.

… 
$18,950,000
557m²
6bedrooms
7bathrooms

By Annonceur International

Nearby
30

Contemporary house with pool and garden Sag Harbor (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.

… 
$18,950,000
6bedrooms
7bathrooms

By Annonceur International

Nearby
5

House with pool and garden Sag Harbor (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.

… 
$18,950,000
557m²
6bedrooms
7bathrooms

By Annonceur International

Nearby
30

Contemporary house with pool and garden Sag Harbor (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.

… 
$18,950,000
557m²
6bedrooms
7bathrooms

By Annonceur International

Nearby
14

House with garden and terrace Greenport (United States)

What stands out about this home is how established and inviting it already feels. Mature trees and thoughtful landscaping surround the property, creating a beautiful setting from the moment you arrive. The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the landscape each season.Inside, the home has an easy, open flow with wood floors, a spacious hallway leading to the bedrooms, and a living room and kitchen that connect naturally for everyday living and entertaining. Just off the garage, the laundry room and mudroom create a practical drop zone for shoes, bags, beach gear and everything else that helps keep the main living spaces organized.The fenced backyard has its own personality, with an outdoor fire pit, established vegetable gardens, a huge fig tree and an additional garden shed for tools, bikes and outdoor storage. It is the kind of yard that already feels lived in, cared for and ready to enjoy.Location adds another layer to the lifestyle. Iconic 67 Steps Beach is within walking distance at the end of Sound Rd for minutes away for those incredible sunsets over Long Island Sound, while Greenport's coffee shops, restaurants and village destinations are close enough that grabbing your morning coffee does not always have to involve getting in the car.It is a home that combines comfortable everyday living with gardens, outdoor spaces and one of the things that makes Greenport so special: the ability to enjoy the beach, the village and the North Fork lifestyle right outside your door,

… 
$1,100,000
3bedrooms
2bathrooms

By Annonceur International

Nearby
40

House with pool and terrace Shelter Island Heights (United States)

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

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$3,290,000
5bedrooms
5bathrooms
land 0.4ha

By Daniel Gale Sotheby's International Realty

Nearby
19

House with terrace Sag Harbor (United States)

Two houses positioned just one block from Main Streets' American Hotel and the famous Sag Harbor Superyacht docks. 25 Rector Street offers an exceptionally rare and legal multi-family configuration. Comprising two character-rich structures-The Whaler's Cottage and The Artist's Retreat-the property benefits from a highly coveted, pre-existing non-conforming status, making it an incredibly unique find in the heart of Sag Harbor Village. Steeped in heritage, the one and a half bedroom Whaler's Cottage anchors the eastern portion of the property and dates back to the mid-1800s as a whaling industry supply building. Directly adjacent on the western side sits the one bedroom Artist's Retreat, which was beautifully renovated in 2016 and features an enchanting studio-turned-bedroom. A massive 1500 sq ft brick patio flows from the kitchen's French doors, and offers a spacious finished area for outdoor dining and relaxation. The property has a rich artistic legacy, which is only matched by its incredible future potential. Because the property is not on the list of the Village's inventory of historically significant structures, it allows more freedom to make the house your own. For those seeking multi-generational living, an irreplaceable location, and unrepeatable history- this is a once-in-a-generation opportunity.

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$4,495,000
3bedrooms
3bathrooms
land 0ha

By Sotheby's International Realty - East Hampton Brokerage

Nearby
29

Property Sag Harbor (United States)

Set in the heart of Sag Harbor Village, 17 Madison Street and adjoining 42 Church Lane offer a rare combination of history, charm and future potential. Completely renovated in 2020, 17 Madison is warm, gracious and beautifully scaled, with a double-sided fireplace connecting the main living spaces, an eat-in kitchen opening to the outdoor patio, multiple ensuite bedrooms and fireplaces throughout. The unfinished third floor offers additional potential, while the lower level may lend itself to gallery or commercial use. Plans and permits are already in place for a 20' x 40' pool, with room to accommodate a pool house. Directly behind the property, 42 Church Lane is the historic Hand House, a two-bedroom, two-bath home documented as standing before 1732 and possibly dating to the 17th century. The house retains remarkable early details, including post-and-beam construction, hand-hewn timbers and mortise-and-tenon joinery. It was moved from Southampton to Sagaponack in 1752, later brought to Sag Harbor, and ultimately relocated to its present setting. The home was once owned by David Hand, a noted whaling captain, seaman and soldier whose life became part of Sag Harbor lore. James Fenimore Cooper was said to have been so impressed by Hand that he used him as inspiration for Natty Bumppo in the Leatherstocking Tales. Together, the two properties create a truly special village compound - rich in history, beautifully renovated and just moments from Sag Harbor's shops, restaurants and waterfront.

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$14,995,000
5bedrooms
7bathrooms
land 0.1ha

By Sotheby's International Realty - Southampton Brokerage

Nearby
28

House with pool and garden East Marion (United States)

This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the property's appeal is a detached 2-car garage and a delightful artist's or hobby studio, complete with its own pergola-covered sitting area nestled among lush gardens. Privately tucked behind a classic white picket fence, the beautifully landscaped .5-acre property is an exceptional outdoor sanctuary. The backyard features a heated free-form Gunite pool with a cascading waterfall, a pool shed with deck, two additional storage sheds, mature trees, and an abundance of seasonal flowering plantings, creating a peaceful and private oasis. Ideally located just minutes from pristine beaches, golf courses, marinas, renowned wineries and breweries, county parks, farm stands, Hampton Jitney and popular local eateries. This special property also enjoys close proximity to Historic Greenport, where waterfront dining, boutique shopping, and galleries await. The backyard abuts a nature preserve that leads to Marion Lake County Park. Nothing can be built behind it. Whether you're enjoying a quiet morning coffee on the porch, spending the afternoon poolside, or entertaining friends after a day at the beach, this one-of-a-kind North Fork treasure offers the perfect blend of historic character, modern comfort, and relaxed coastal living.

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$1,199,000
4bedrooms
2bathrooms
land 0.2ha

By Daniel Gale Sotheby's International Realty

Nearby
30

House with pool and garden East Marion (United States)

Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms.Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with fireplace and a dining room with vaulted ceiling. There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest.

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$1,675,000
196m²
4bedrooms
3bathrooms
land 3,965m²

By Annonceur International

Nearby
50

House with pool and terrace Sag Harbor (United States)

Recently constructed by renowned builder Farrell, this beautifully designed Sag Harbor home offers the perfect balance of luxury, comfort, and convenience just moments from the village, nearby marinas, and the ocean beaches of Bridgehampton. Thoughtfully designed across three finished levels, the residence features 7 bedrooms and 6.5 exceptional baths with sophisticated, current finishes and beautifully curated design throughout. The first-floor primary suite is a private retreat complete with its own office and direct access to the backyard patio and pool area. Upstairs, four ensuite guest bedrooms share access to a private terrace, while a conveniently located laundry room adds everyday ease. The heart of the home is the expansive open living space where a wood-burning fireplace anchors the great room, flowing seamlessly into the dining area and gourmet eat-in kitchen outfitted with top-of-the-line appliances and premium finishes. Oversized glass doors open beautifully to the resort-style backyard, creating an effortless connection between indoor and outdoor living. Designed for entertaining and relaxation alike, the outdoor space features a heated gunite pool, outdoor shower, grilling station, and multiple patios for dining and lounging. The finished lower level offers exceptional additional living space including a gym, media lounge, and recreation/game area, along with two additional bedrooms and a full bath. A staircase leading directly from the pool area to the lower level provides convenient access to the indoor gym after a swim or workout. Additional highlights include a mud room, 2-car garage, central vacuum system, and abundant storage throughout. Crafted with the quality, craftsmanship, and attention to detail synonymous with a Farrell-built home, this turnkey property is ideally positioned near the restaurants, boutiques, waterfront, and marinas of Sag Harbor Village while only minutes to the renowned ocean beaches of Bridgehampton. Sophisticated, stylish, and move-in ready, this is Hamptons living at its finest.

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$5,299,000
7bedrooms
7bathrooms
land 0.2ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
24

House with pool and garden Water Mill (United States)

Set on .92 acres in Water Mill, 7 Woody Court enjoys a bright and private setting along a quiet residential road. The existing two-story residence offers a finished lower level, attached garage, and pool, with nearly an acre of land providing space to enjoy the property today while considering its possibilities for the future. Enjoy the home as it is, thoughtfully renovate over time, or explore the potential for a new residence. With an established setting and a sense of privacy, the property presents an opportunity to create something entirely your own in Water Mill.

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$1,995,000
253m²
4bedrooms
4bathrooms

By Annonceur International

Nearby
24

House with pool and garden Water Mill (United States)

Set on .92 acres in Water Mill, 7 Woody Court enjoys a bright and private setting along a quiet residential road. The existing two-story residence offers a finished lower level, attached garage, and pool, with nearly an acre of land providing space to enjoy the property today while considering its possibilities for the future. Enjoy the home as it is, thoughtfully renovate over time, or explore the potential for a new residence. With an established setting and a sense of privacy, the property presents an opportunity to create something entirely your own in Water Mill.

… 
$1,995,000
253m²
4bedrooms
4bathrooms

By Annonceur International

Nearby
26

House with pool and garden Water Mill (United States)

Situated on a cul-de-sac, 12 Bob White Drive offers a rare blend of privacy, timeless design, and proximity to everything that makes the Hamptons lifestyle so desirable. As you approach, you'll pass wide open fields and estate homes with panoramic views of the countryside -- setting the tone for this tranquil Water Mill retreat. Sited on a landscaped acre, the classic shingled traditional home was recently renovated and expanded for a modern lifestyle. The interiors are filled with natural light, with hardwood floors throughout and a gracious floor plan that balances open-concept living with relaxed spaces. The renovated chef's kitchen is equipped with premium Wolf/Sub-Zero appliances and flows easily into the great room with windows on three sides. The formal dining area connects to an expansive rear deck that is perfect for indoor/outdoor entertaining. Outside, mature landscaping frames a heated pool, a charming gazebo, and a sun deck that looks over the backyard. Whether entertaining or enjoying a quiet weekend, the setting exudes Hamptons charm. A formal den area with gas fireplace and vaulted ceilings compliments the open concept with a more intimate space. Rounding out the 1st floor is a powder room, laundry closet and one of the two primary suites. Upstairs are three additional bedrooms including the 2nd primary suite. The finished lower-level includes additional guest rooms, with potential for up to 6 total bedrooms if one desired. Ample rec space and sliding glass doors connect the lower-level to the pool area creating great indoor/outdoor flow. Located just minutes from the villages of Bridgehampton, Sag Harbor, and Southampton, and a short drive to ocean and bay beaches, this property is ideally situated for year-round or seasonal living.

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$3,475,000
4bedrooms
5bathrooms
land 0.4ha

By Sotheby's International Realty - Bridgehampton Brokerage

Nearby
30

Seaside house with pool and garden Sag Harbor (United States)

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.

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$3,595,000
287m²
5bedrooms
3bathrooms

By Annonceur International

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