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$4,499,000
4 Beds ⋅ 4 Baths ⋅ 1029440 MLS
First time to the market, this rare expression of modern coastal luxury is an extraordinary waterfront estate on prestigious Rampasture Point, masterfully reimagined to offer an unparalleled living experience overlooking the tranquil waters of Tiana Bay. Every finish, texture, and architectural detail have been intentionally selected to create a residence that is as timeless as it is breathtaking. From the moment you arrive, the home's striking architectural presence commands attention. A magnificent, oversized pivot entry door creates an unforgettable first impression, setting the stage for the sophisticated interiors beyond. It immediately reflects the home's exceptional craftsmanship and design. Inside, the impeccably designed living space unfolds beneath soaring ceilings and walls of glass that frame spectacular waterfront vistas from nearly every room. Thoughtfully curated by a luxury interior designer, it showcases wide-plank white oak flooring, custom architectural millwork, exquisite Phillip Jeffrey designer wallcoverings, statement lighting, and handcrafted details that elevate every space into a work of art. The chef's kitchen serves as the true centerpiece of the home. Custom inset cabinetry, dramatic honed quartz countertops, handcrafted range hood, Thermador appliances, and sophisticated coffee bar create a space equally suited for quiet mornings and elegant entertaining. The kitchen flows into the dining and living areas, where uninterrupted views of Tiana Bay become part of the home's everyday backdrop. Anchored by a natural gas fireplace, the living room exudes warmth and sophistication. Bespoke built-in shelving has been thoughtfully designed to showcase artwork, books, collections, and sculptural decor. Designed for effortless modern living, this four-bedroom, three-and-a-half-bath smart home seamlessly blends cutting-edge technology with timeless elegance. Motorized shades throughout provide privacy and convenience while allowing the breathtaking waterfront scenery to remain the focal point. The primary suite is a sanctuary unlike any other. Soaring ceilings, designer lighting, and expansive walls of glass create an atmosphere of serenity and sophistication. Begin each morning at your private coffee bar before stepping onto your balcony, where spectacular sunrises over Tiana Bay become part of your daily ritual. The spa-inspired primary bath offers a retreat worthy of a five-star resort. A freestanding soaking tub is perfectly positioned beside a picture window overlooking the open bay. Luxury entertaining extends throughout the home with multiple beverage stations, including two built-in temperature-controlled wine refrigerators serving both the indoor and outdoor living spaces. Outside, resort-style living reaches its finest expression. Expansive waterfront decking seamlessly extends the home's living space, offering a fully equipped outdoor kitchen, elegant dining area, generous lounge seating, multiple gathering spaces, and an exceptional gazebo that provides the perfect setting for afternoon relaxation or sunset cocktails. Every outdoor space has been thoughtfully designed to celebrate the beauty of waterfront living. Beyond the deck, your own private beach awaits, offering direct access to kayaking, paddleboarding, boating, swimming, and peaceful walks along the shoreline. A whole-house generator provides year-round comfort ensuring uninterrupted enjoyment of this remarkable waterfront estate. Perfectly positioned just minutes from the world-renowned white sand beaches of Dune Road, premier marinas, waterfront dining, boutique shopping, and the very best of the Hamptons lifestyle, this exceptional residence represents one of Hampton Bays' most compelling waterfront offerings. This is more than a home—it is a legacy property. A designer waterfront estate where architecture, craftsmanship, and nature exist in perfect harmony, creating a lifestyle that is both effortless and extraordinary.

29 Tiana Circle, Hampton Bays
$4,499,000
6 Beds ⋅ 8 Baths ⋅ 1005967 MLS
Experience luxury coastal living in this breathtaking 3-level Mediterranean-style estate, perfectly positioned on the shores of Northport Bay. Designed for both grand entertaining and intimate relaxation, this home offers 4 ensuite bedrooms, 5.5 bathrooms, and timeless architectural elegance throughout. The third-floor primary suite is a private retreat, featuring a balcony with panoramic water views, a spa-inspired bath with a soaking Jacuzzi tub, steam multi-jet shower, and dual walk-in closets, gas fireplace and home gym. A private elevator provides seamless access to all three levels. The main living area boasts a dramatic great room with 20-foot ceilings and floor-to-ceiling walls of glass that flood the home with natural light. Additional living and formal dining rooms provide versatile spaces for gatherings of any size. The chef’s eat-in kitchen is outfitted with premium Thermador appliances, including a tower refrigerator, freezer, and wine cooler system, as well as a Wolf commercial-grade stove—ideal for both everyday cooking and culinary entertaining. Outdoors, enjoy the heated inground salt water pool with a cascading waterfall, or unwind in the beachside cabana. Completing this remarkable waterfront compound is a charming 2-bedroom, 2-bathroom cottage—perfect for guests, extended family, or a private office. An oversized 3-car garage provides ample space for vehicles and storage. This is coastal Mediterranean luxury at its finest—where every detail is designed to impress and just one hour from NYC.

265 Asharoken Avenue, Northport
$4,499,000
4 Beds ⋅ 4 Baths ⋅ 983072 MLS
Fully renovated 4-bedroom, 4-bath home set on 2.3 private acres with water views. The property is designed for both everyday living and entertaining, with a private dock, heated pool, sports court, and a large deck. The main living area is open and bright with southern exposure, connecting the kitchen, dining, and living spaces directly to the pool deck. The first floor includes three guest bedrooms and three full baths. Upstairs, the primary suite features a walk-in closet, a spa-style bathroom with soaking tub and sauna, and a private balcony with water views. Located just minutes from the Village of Westhampton Beach and nearby ocean beaches.

32 Tanners Neck Lane, Westhampton
$4,499,000
8 Beds ⋅ 7 Baths ⋅ 875344 MLS
WHAT AN INVESTMENT. Rarely found opportunity, renovated 8000 manor home, plus a 3 bedroom guest cottage, and 3 additional cottages. All offered at one fabulous $$$$. Welcome to The Farm House, a masterfully restored estate designed by Mott Schmidt and set within the exclusive, storied enclave, Meadow Spring. Originally built in 1917 and thoughtfully renovated to honor its architectural legacy, this nearly 8000 sq ft Georgian manor blends timeless sophistication with modern comfort on beautifully landscaped grounds by the Olmsted Brothers. Inside you'll find eight bedrooms, six full and two half baths. Grand yet livable spaces perfect for both entertaining and everyday life. Highlights include a brand new gourmet kitchen, formal dining room with coffered ceiling. Grand living room with French doors all leading to stone patios and gardens. A private guest cottage, in ground gunite pool, pool house, 6 car garage with living space above. Beautiful restoration recently completed to include new kitchen, bathrooms, windows, and floors.

8 & 9 Meadow Spring Lane, Glen Cove
$4,498,000
L2888268 MLS
5 Acre Commercial Highway Business. *Corner Parcel *High Visibility* *Max Lot coverage = 30% *Max Height = 35 *950' road frontage. Zoned Highway Commercial Business. Several permitted uses: Restaurant with take-out free standing business- Appliance and television store (sales & leasing)- Ideal for a bank with on site drive thru- Physical fitness & gym facilities- Medical and dental laboratories- Medical offices for physicans & dentists- Automobile and mobile home dealers- Retail nursery with lawn & garden supply store- Floor covering, paint & wall paper store- Bus passenger transfer & transportation services- Plumbing and heating supplies- Commercial service equipment & supplies. Assisted Living Facility-(Special Exception Use). (Town of Southampton: with a Special Exception Use possible storage facility on 5+ acre parcels).

83 Montauk Highway, Westhampton
$4,495,000
6 Beds ⋅ 8 Baths ⋅ 1027629 MLS
This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 914642 MLS
Private, Park-Like Estate in Southampton - Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, tennis court, and acres of lush grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!

20 Hillside Road, Southampton
$4,495,000
5 Beds ⋅ 7 Baths ⋅ 902281 MLS
Stunning Ocean View 5 BR New Construction With Pool & Gym Situated on an ocean view double lot, one house back from the beach, this ground up new construction home is truly spectacular. With nearly 3,600 interior square feet and 2,680 square feet of mahogany decking, a 30’ swimming pool, panoramic ocean views, and multiple entertaining areas, this home does not disappoint. Enter through the dramatic double height entry foyer and continue upstairs to the spectacular great room with 11’ ceilings, spacious dining area with wet bar, ample living space, and stunning ocean views. The gourmet kitchen features abundant storage, quartz countertops, and top of the line appliances, including a 66” refrigerator and 48” Wolf range. The enviable walk-in pantry and massive 12 foot long island would delight any chef. Flow right out to the dedicated eating deck to enjoy the ocean views while you grill and dine al fresco. The exterior staircase connecting the pool deck level and the great room allows for easy entertaining. All 5 bedrooms in the home feature private en-suite bathrooms and sliding glass doors leading directly to outdoor spaces. In addition to 5 bedrooms, 5 full bathrooms, 2 half bathrooms, and an outdoor shower, the home also features a large den, an office/craft area, and a gym or flex space. The second floor “grand primary” suite has a large walk-in closet, and a spa bathroom with wet room shower & freestanding tub, double vanity, and private water closet. Watch the waves from your king size bed or your private balcony. There is also a “junior primary” suite on the first floor that includes stunning views, a luxurious en-suite bathroom, ample closets, and a king bed. With multiple outdoor spaces to lounge and gather, when it comes to entertaining, there is no shortage of spaces in this home! Whether sunbathing by the pool or relaxing in the shade of the covered deck, the outdoor bar with fridge, sink, and ice maker is sure to come in handy. Just when you thought the views couldn't get any better, head up to the roof deck for a bird's eye view of the beach, bay, and the island. A spacious spot for entertaining, the roof deck comes complete with a massive wet bar, including refrigerator, ice maker, and seating for 8. Luxury appointments throughout include ceramic tile floors, Andersen windows, and zero maintenance New Tech siding.

36 Cayuga Street, Ocean Bay Park
$4,495,000
5 Beds ⋅ 4 Baths ⋅ 843144 MLS
This is a rare opportunity to acquire a stunning property close to the ocean, brimming with potential. Whether you wish to embrace the charm of the existing home or create your ultimate dream sanctuary, this 1.65+/- acre estate offers nearly endless possibilities. Designed by the renowned American architectural firm Royal Barry Wills and nestled in the highly desirable Quogue estate section, this property features a 4,366+/- sq ft home with 5 bedrooms and 4 full baths. The expansive lot size and considerable square footage make it a fantastic place to relax or entertain. The well-designed interior spaces are light-filled and full of character. The living room boasts a wood-burning fireplace, cathedral ceiling, two cozy built-in book nooks, and French doors leading to the patio. An adjoining sitting room with built-in bookcases and window seats is perfect for reading or playing games. The original part of the home includes an open kitchen with breakfast bar, an en suite junior primary bedroom, two guest bedrooms, and a bath. A new wing added in 1998 offers a second kitchen, primary suite with spa bath and dressing room, spacious family room, additional guest bedroom, bath, and a screened porch for al fresco dining. The second floor features a loft area ideal for guests. 19 Quaquanantuck Lane is a private, serene setting with ample room for a pool, pool house, and tennis court. All this, within a half-mile to the Quogue shops, market, and the village dock that hosts amazing sunsets. Plus, moments from Dune Road and some of the most breathtaking ocean beaches in the world. This property is a unique opportunity to own a piece of paradise in one of the most sought-after locations within the Quogue estate section.

19 Quaquanantuck Lane, Quogue
$4,490,000
5 Beds ⋅ 6 Baths ⋅ 1026874 MLS
Incredible New Construction Ocean & Bay View Home with Pool! Welcome to your dream coastal retreat in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home for sale boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Properties of this size and scale are extremely hard to come by on Fire Island. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets from the comfort of your own home, with uninterrupted vistas of the water and surrounding natural beauty. Situated across Bay Walk from a public green space, your unobstructed bay views are protected forever. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach. This is an incredible opportunity to own a one-of-a-kind home in one of the most desirable locations on Fire Island. Don't miss out on the chance to make this brand new construction home for sale in Ocean Bay Park your own private paradise! Sold fully furnished. Affordable flood only $2,939/ Year!

2 Ocean Bay Boulevard, Ocean Bay Park
$4,475,000
7 Beds ⋅ 7 Baths ⋅ L3565784 MLS
Indulge in the ultimate luxury at this magnificent beachfront estate, where superior European craftsmanship meets world-class finishes. Designed by the esteemed architects Keller and Sandgren, AIA, this architectural masterpiece features resplendent granite and marble floors and baths, a gourmet kitchen, and an indoor lap pool. The estate spans over 12,000 in totality with 4 multi level structures, each meticulously crafted for lavish comfort. The main level boasts a family room with a fireplace, a kitchen/bar, and a disco area with a DJ booth-perfect for entertaining. The entry foyer welcomes you with an indoor lap pool, laundry room, bathroom with a sauna, and a playroom or 3-car garage with guest quarters. The 2nd floor offers a grand foyer, a living room with a fireplace, a formal dining room, a chef's kitchen, a great room with a deck, two bedrooms, 1.5 bathrooms, an office, and a den. The 3rd floor features a master bedroom suite with a spa-like bathroom, dressing area, and private deck, while the 4th floor unveils a 'Crow's Nest' study with expansive decking and breathtaking views. Outdoor amenities include a luxurious pool house with a kitchen, bathroom, and dining area, as well as a charming cottage with a guest suite and service quarters. Multiple decks provide a seamless connection to the stunning natural surroundings, making this estate a rare blend of unparalleled luxury and sophisticated comfort-an extraordinary residence for the discerning buyer., Additional information: Interior Features:Lr/Dr,Separate Hotwater Heater:Y

241 Asharoken Avenue, Asharoken
$4,450,000
8 Beds ⋅ 9 Baths ⋅ 000011 MLS
Introducing the most sought-after home in Woodbury, 5 Kodiak Drive. An epitome of contemporary luxury nestled in Syosset School District. This architectural masterpiece redefines opulence with its sleek design and an array of innovative amenities, ensuring a lifestyle of unparalleled comfort and sophistication. Situated on a sprawling one-acre lot, this estate seamlessly combines modernity with timeless elegance. As you step through the grand entrance, you're greeted by a fusion of sleek lines and luxurious materials, setting the stage for an exceptional living experience. Crafted for the most discerning homeowner, this residence boasts 8 bedrooms and 9 bathrooms, each meticulously designed with premium finishes and thoughtful details. Smart climate control systems, integrated sound, and lighting elevate the living experience to new heights. The main level is a haven for relaxation and entertainment. A stylish bar room invites you to unwind by the fireplace, while the formal dining room offers the perfect setting for intimate gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, pizza oven, custom cabinetry, and a breakfast area overlooking the lush backyard. Outside, the expansive grounds offer a sanctuary for outdoor living. A private tennis court with overhead lighting provides endless opportunities for recreation, while the heated in-ground Gunite pool and cabana area offer a serene retreat for lazy afternoons and al fresco dining. The pool features an infinity edge and a mesmerizing water feature with multiple fire elements, creating a captivating ambiance. Upstairs, the primary suite is a luxurious escape, complete with a sitting area, private balcony, and spa-like ensuite bath featuring a soaking tub and steam shower. Four additional bedrooms, each with its own ensuite bathroom, provide ample space for family and guests. Downstairs, the lower level is a hub of activity, with a fitness room, billiards area, and home theater offering endless entertainment options. A three-car garage provides ample space for vehicles and storage, while smart home features ensure convenience and security. With its blend of contemporary design and timeless elegance, this estate sets a new standard for luxury living in Woodbury, NY, offering a lifestyle characterized by indulgence, sophistication, and unparalleled amenities.

5 Kodiak Drive, Woodbury
$4,450,000
8 Beds ⋅ 8 Baths ⋅ 875592 MLS
Back Lawrence, Five Towns – Long Island Situated on nearly an acre in one of the most sought-after neighborhoods, this expansive 8,000+ SF estate features 8 bedrooms, 8 bathrooms, a pool, in-house sauna, and a private ballroom. Designed for the ultimate 0living and entertaining, the kitchen is among the largest on the market—boasting 4 ovens, 2 refrigerators, 3 sinks, and top-of-the-line Wolf appliances across 3 oversized islands. One-of-a-kind, this home includes a private event room with a built-in wet bar and buffet, seamlessly flowing into a marble-floored dance room—perfect for hosting unforgettable celebrations. Every mechanical system has been upgraded for durability and efficiency, including a full-home generator, 2 heating systems, 4 central AC units, the latest pool heating technology, and a rooftop solar system for enhanced energy efficiency A spacious side yard and tranquil setting in prestigious Back Lawrence complete this rare offering.

233 Narragansett Avenue, Lawrence
$4,400,000
5 Beds ⋅ 7 Baths ⋅ 1017067 MLS
Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine to create an extraordinary living experience. From the moment you enter the dramatic two-story foyer, you are captivated by three magnificent floor-to-ceiling Palladian windows that frame breathtaking views of the terraced, verdant grounds beyond. The home's impressive two-story ceilings, rich hardwood floors, four fireplaces, and generously proportioned principal rooms create an atmosphere that is both grand and inviting, while seamlessly blending the beauty of the outdoors with every interior space. Designed for both everyday living and elegant entertaining, the home features a stunning culinary kitchen appointed with lacquered cabinetry, dual center islands, and an extraordinary Redwood Triple Glass Conservatory that bathes the space in natural sunlight. After dining in the elegant dinig room enhanced by a fireplace, a comfortable den provides the perfect place to unwind, while a private home office offers an ideal remote work environment. The main-level primary suite serves as a luxurious retreat, complete with a sitting room, spa-inspired bath, and custom-fitted closets. Upstairs, three additional bedrooms are complemented by a welcoming loft with a fireplace—a wonderful gathering space for relaxation and recreation. The home's most exceptional feature awaits on the walk-out lower level: a meticulously maintained heated indoor swimming pool that can be enjoyed year-round, creating a private resort within your own home. Outside, the beautifully terraced landscape is anchored by impressive natural boulders that enhance the property's architectural beauty and park-like setting. A serene, Zen-inspired brook gently winds through the grounds, creating a soothing sense of tranquility, while expansive bluestone patios, an outdoor kitchen, and lush lawns provide the perfect setting for entertaining, recreation, and peaceful reflection. This is a rare opportunity to experience luxury living at its finest. Generator and Level 3EV Charging

5 Victorian Lane, Brookville
$4,400,000
4 Beds ⋅ 5 Baths ⋅ 961977 MLS
Recently expanded and renovated with a fresh, modern coastal aesthetic by Hyphen & Co., this charming Cape Cod beach house with breathtaking views of the Peconic Bay that span to Robin's Island can be your Hampton's escape! With approx. 120 feet of bulkheading and a sprawling private sandy beach below, this 4-bedroom, 5-bath waterfront home in a private community, is the perfect summer get-away for those looking for an elegant and secluded beach home. The meticulously maintained house is inviting and gracious, with an open floor plan that emphasizes the panoramic water views from the living room, modern chef's kitchen, dining area, and den, with a double-sided stone fireplace. Two guest bedrooms, 2 full bathrooms, and a laundry/mudroom complete the first floor. Upstairs, the primary suite with balcony offers a serene retreat with a luxurious bath, offering double-vanity sinks, walk-in shower, deep soaking tub, and separate water closet. An additional guest bedroom and full bath complete the second floor. A finished and permitted lower level with a recreation space and wine room, along with a two-car garage, are rare for this type of waterfront property and provide exceptional space and amenities. Above the garage, a spacious rec room with stunning views adds even more versatile bonus space. Outside, the new heated gunite pool and spa couldn't be closer to the sparkling waters of Peconic Bay with the sugar sand beach bayside below. Centrally located with ease of access to Southampton and points east, North Fork vineyards and farm stands, and 90 miles from NYC. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

10 Barrett Drive, Hampton Bays
$4,399,999
978877 MLS
Prime investment opportunity featuring a well-maintained strip mall with 7 retail units and ample parking for approximately 30 vehicles. This income-producing property is fully occupied by a diverse tenant mix, including a church, Pizza King, barber shop, laundromat, Chinese restaurant, bagel shop, and Fuego Bar & Restaurant. The property generates a strong annual gross income of $315,907, with total expenses of $82,578, resulting in an impressive net income of $233,329. High visibility and convenient access make it an attractive location for tenants and customers alike. A solid addition to any investment portfolio with consistent cash flow and long-term potential.

908-930 straight path, West Babylon
$4,399,000
5 Beds ⋅ 8 Baths ⋅ 987442 MLS
Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

93 Hoaglands Lane, Old Brookville
$4,398,000
L3507468 MLS
Superb Land- Spring Hill at Old Westbury is a 160-acre Exclusive, Gated Estate Community by Kean Development with 3- acre lake, Boathouse, 24-hr. security, Build your dream house amidst mature trees and privacy with luxury builder/designer Kean. East Williston Schools.

6 Canter Lane, Old Westbury
$4,395,000
6 Beds ⋅ 7 Baths ⋅ 1015255 MLS
There's something special about brand-new construction in Westhampton - the ease of knowing every finish, every space, and every detail was thoughtfully designed for the way people truly want to live today. At 152 South Road, that feeling is immediate. Set on approximately 0.7 acres just moments from Main Street and the area's famed ocean beaches, this beautifully crafted 6-bedroom, 6.5-bath residence offers 4,499 +/- square feet of refined yet effortless Hamptons living. From the moment you enter, wide plank white oak floors, soaring 9-foot ceilings, and sun-filled interiors create a warm, sophisticated atmosphere that feels both elevated and inviting. The heart of the home is the stunning open-concept kitchen and living space - designed for gathering after long beach days, summer dinners with friends, and quiet mornings before the house wakes up. Outfitted with quartz countertops, premium Thermador appliances, and anchored by a beautiful fireplace, the space flows naturally from indoors to out. A private study off the living room offers a peaceful retreat for work or reading, while an additional upstairs den provides flexible space for guests, media, or relaxation. Each of the six bedrooms is en-suite with its own walk-in closet, creating a sense of privacy and comfort throughout the home. Thoughtful craftsmanship and timeless finishes carry through every room. Outside, the experience becomes quintessential Hamptons living. A covered back porch overlooks the expansive patio, outdoor kitchen, and beautiful heated gunite pool - perfect for long summer afternoons, evening entertaining, and weekends that never feel long enough. The heated 2-car garage and generous property size complete this exceptional offering. Modern, elegant, and perfectly located near the vibrant charm of Westhampton Beach Village, 152 South Road is more than a new home - it's the backdrop for the lifestyle people dream about when they imagine summers in the Hamptons.

152 South Road, Westhampton
$4,395,000
7 Beds ⋅ 7 Baths ⋅ 989544 MLS
NEW CONSTRUCTION | SOUTHAMPTON | THE RESERVE AT ROSEWOOD Welcome to The Reserve at Rosewood, an exclusive 4-home subdivision in Southampton developed by the prestigious Hampton's builder Paramount Development Group in collaboration with renowned architect Todd Nagy. This Douglas Elliman/Compass joint co-exclusive listing is positioned on a secluded cul-de-sac bordering a 35-acre Southampton Town preserve, 2.5 miles from downtown Southampton Village delivering an extraordinary sense of privacy, luxury, and refined modern living. Time to add your personal touches to this home during the construction phase. This exceptional custom-built home features approximately 5,000 sq. ft. across three beautifully designed levels with 7 oversized bedrooms, 6 full baths, and 1 half bath. Thoughtfully crafted for both elegant living and effortless entertaining, this home includes an open-concept gourmet kitchen and living area, first and second-floor en-suite bedrooms/baths, hardwood flooring, custom millwork, fireplace, 10-foot ceilings on the main level, soaring second-floor ceilings, and a spectacular lower level with 10-foot ceilings, outside entry and an expansive recreation and lounge space great for entertaining with plenty of room for pool/foosball/ping pong tables/working out. The lower level also offers 2 additional bedrooms with egress windows and 1 bath. Relax from your stone patio or take a swim in your 20 X 40 heated gunite saltwater pool. Room for optional pool house and custom outdoor cooking area. Close to Hampton's beaches, restaurants, shopping and vineyards. (Photos are artist renderings)

314.4 North Magee St, Southampton
$4,390,000
5 Beds ⋅ 7 Baths ⋅ 1008047 MLS
17 Forest Drive, Sands Point Live inspired in this reimagined Norman Jaffe mid-century modern masterpiece, set on two private acres in coveted Sands Point. One of the few remaining Jaffe-designed residences on Long Island, this fully renovated 7,600-square-foot estate has been meticulously restored and elevated to 2026 standards, blending iconic architecture with modern luxury. Defined by soaring ceilings, rich wood detailing, and expansive walls of French doors, the home offers seamless indoor-outdoor living with multiple terraces, an in-ground heated pool, and signature Crab Orchard stone elements integrated throughout the landscape. The five-bedroom, five full and two half bath layout has been completely redesigned. The oversized bi-level primary suite features vaulted ceilings, a spa-inspired bath, private enclosed terrace and adjacent loft with additional half bath perfect for closets, dressing area, office or gym. A flexible bedroom wing includes two bedrooms with an adjoining sitting room, ideal for lounge, media, or creative workspace use. Additional ensuite and guest bedrooms provide versatility for family, guests, or office needs. The walk-out lower level offers a large recreation/family room, sauna, full bath, and direct access to the grounds, enhancing the home’s resort-like lifestyle. Private beach access, Port Washington Schools, the Village Club of Sands Point (membership required), Sands Point Preserve, North Shore dining and shopping, and the LIRR with direct access to Manhattan complete this unparalleled offering presenting a rare opportunity to own this design-forward architectural estate.

17 Forest Drive, Sands Point
$4,350,000
6 Beds ⋅ 7 Baths ⋅ 1009869 MLS
BRAND NEW CONSTRUCTION – Move Right In! Welcome to this breathtaking Modern French Chateau, ideally situated in the heart of Dix Hills on a private cul-de-sac off desirable Landview Drive. Built by Dix Hill's most renowned luxury builder, this exceptional 6,750+ sq. ft. estate offers 6 bedrooms, 6.5 baths, and soaring 10-foot ceilings across all three levels. A dramatic two-story entry foyer and grand family room with a floor-to-ceiling fireplace and oversized European windows create an unforgettable first impression. The open-concept floor plan is enhanced by architectural ceiling details, integrated lighting, custom millwork, 10-inch wide-plank hardwood flooring, imported European windows, and 8-foot solid wood interior doors, showcasing impeccable craftsmanship throughout. The designer chef's kitchen is a true showpiece, featuring top-of-the-line Wolf appliances, Sub-Zero refrigerator and freezer, quartz countertops, custom wood cabinetry, and an oversized waterfall-edge island. Complementing the space are a spacious walk-in butler's pantry, custom mudroom with built-in cabinetry, and an elegant walk-through butler's area connecting to the formal dining room, highlighted by a stunning recessed illuminated ceiling and statement chandelier. Designed for seamless indoor-outdoor living, the expansive elevated PVC deck spans the entire rear of the home and is accessible from both the kitchen and dramatic two-story family room. Overlooking the oversized resort-style in-ground saltwater pool with automatic electric cover, it provides the perfect setting for entertaining and relaxation. The first floor also features a private guest suite, ideal for extended family or visitors. The luxurious primary suite serves as a private retreat, complete with an elegant electric fireplace, custom walk-through closet with built-in organizers, and a spa-inspired bath featuring a freestanding soaking tub, oversized glass shower, floating designer vanities, premium fixtures, and custom ambient lighting. Four additional bedrooms each offer private en-suite baths and oversized custom closets, including a spacious junior suite designed for enhanced comfort and privacy. The full walk-out basement provides endless possibilities for additional living and entertainment space. It opens directly to a covered oversized paver patio overlooking the spectacular saltwater pool and beautifully landscaped one-acre property, creating a true resort-like experience. Completing this extraordinary estate are professionally designed grounds featuring lush landscaping, a full in-ground sprinkler system, and a fully fenced perimeter for privacy and convenience. Located within the highly acclaimed Half Hollow Hills School District, this one-of-a-kind residence perfectly blends timeless elegance, modern sophistication, and luxury living at its finest.

15 Folger Lane, Dix Hills
$4,350,000
3 Beds ⋅ 2 Baths ⋅ 976938 MLS
MAGIC ON OREGON ROAD Romance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and features 3 bedrooms, 2 bathrooms, sun drenched open floor plan, eat-in-kitchen, dining area, sitting area with reading nook, living room with a fireplace. Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping.

2600 Oregon Road, Mattituck
$4,345,000
5 Beds ⋅ 6 Baths ⋅ 973772 MLS
Set behind stone-pillared gates on one of the most prestigious private roads within the Incorporated Village of Plandome, steps from Manhasset Bay, 2 Shore Drive is a custom-built residence blending timeless architectural detail with modern luxury. Designed across three expansive levels, this exceptional home offers 5 bedrooms and 5.5 baths with thoughtfully curated interiors and high-end finishes, creating a rare blend of scale and sophistication. 2 Shore Drive has stunning curb appeal and refined architectural detailing, reflecting beauty and lasting quality. The exterior sets the tone with a stone-accented facade, wrapped with triple-dip-stained CertainTeed cedar shingles, heated copper gutters, and a radiant-heated cobblestone driveway. Inside, a dramatic 18-foot foyer opens to spacious sun-filled living spaces featuring 9-foot ceilings, extensive millwork and gleaming oak floors throughout. The formal dining room is anchored by a wood-burning fireplace, while the elegant living room features a gas fireplace and sophisticated finishes. An inviting family room with custom built-ins flows seamlessly into the expansive eat-in chef’s kitchen, thoughtfully designed for entertaining and everyday living. Appointed with a La Cornue 120 range, a Wolf convection range with separate microwave, Sub-Zero refrigeration and wine storage, dual dishwashers, Miele built-in coffee and espresso system, custom cabinetry, granite countertops, and a hidden pantry, this kitchen is built for the serious chef and entertainer. Tucked away on the main level, a bedroom wing with a full bathroom and adjoining study or office with built-in desk creates a flexible space well suited for overnight guests, extended living, or work-from-home needs. Upstairs, the impressive primary suite offers dual walk-in closets, a luxurious ensuite bathroom and soaring ceilings. Each bedroom upstairs boasts its own ensuite bathroom, 9- to 10-foot ceilings, full-height doors, custom closet systems, radiant-heated bathroom floors, and access to a second-floor laundry room. The fully finished lower level continues the home’s impressive scale with 9-foot ceilings, several recreation and lounge areas, wet bar with Sub-Zero refrigeration, and a dedicated THX sound system theater with 3 tiers of seating, creating a private cinema experience. An additional, approximately 1,000-square-foot unrenovated lower-level space offers endless possibilities for future customization. Outside, an outdoor gas cooking station with granite peninsula and freshly repointed flagstone patios further elevate the property's year-round functionality. While retaining elements of the original structure, the home underwent a substantial gut renovation and expansion in 2003, resulting in a residence that lives and feels far newer than its original construction date. Natural light pours through the home, enhanced by triple-pane hurricane-grade windows that maintain comfort and privacy. Radiant-heated floors in key living areas and bathrooms provide year-round comfort. Additional amenities include four-zone central air conditioning, two Weil-McLain gas hot water boilers, ADT security system, sprinkler system, GarageTek-finished garage interiors, and extensive custom millwork. Located within the Incorporated Village of Plandome, 2 Shore Drive offers both privacy and convenience, with proximity to Manhattan. Steps from the house, the Plandome Field and Marine Club offers a private beach, dock, boating, kayaking, and waterfront gatherings throughout the season, subject to application and availability. The Village Green serves as a gathering place with tennis courts, fields, and community traditions, including Fourth of July celebrations. A few minutes from the Plandome LIRR station on the Port Washington line, the home provides direct access to Penn and Grand Central Stations, with access to resident LIRR parking and is zoned for Shelter Rock Elementary School.

2 Shore Drive, Manhasset
$4,300,000
5 Beds ⋅ 5 Baths ⋅ 955887 MLS
Originally built by Benjamin Duke (whose family financed Duke University) in the early 1900s, this fine residence showcases impressive architectural details throughout its approximately 5900 square feet. Upon entering you will enjoy the high ceilings, beautiful millwork, and grand foyer with chevron floors. Through a set of original french doors is the oversized living room with fireplace and built-in cabinets, which leads to the sunroom, providing exceptional views of the property. The banquet-sized formal dining room with fireplace is the ideal setting to host dinner parties and holidays with friends. The true butler pantry provides abundant storage and space for your entertaining needs and leads into the eat-in-kitchen with stainless steel appliances. The family room, smartly located in the rear of the house is the ideal location for more casual gatherings and provides views of the rear gardens, and access to the property. On the second and third floors, you will find a spacious, sunny primary suite with fireplace, dressing room and full bathroom, 3 additional large bedrooms, full bathroom and a third floor bonus space, well suited for guests, office or recreation. The lower level is accessed through a second staircase and offers large recreation space, laundry, full bathroom and multiple storage rooms. In total, this classic home has 6 fireplaces, and charming nooks to rest and relax. In addition, the guest house includes a 2 car garage and legal 1 bedroom apartment, the perfect spot for extended family, guests or rental income. At the entrance to Heights Road, 64 Plandome Court is surrounded by beautiful homes, and sits proudly on .6 acre of landscaped property, with room for a pool. A grand home, less than .5 mile away from Manhasset LIRR and town. Manhasset School District.

64 Plandome Court, Manhasset
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 1028751 MLS
BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering five bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched entry leading into sun-drenched interiors where expansive living spaces, soaring ceilings, and walls of glass create an effortless connection to the surrounding natural landscape. Designed with both elegance and comfort in mind, the thoughtfully crafted layout features gracious principal rooms, refined architectural details, and seamless transitions between formal entertaining spaces and relaxed everyday living. The heart of the home opens beautifully to the outdoors, where an expansive wraparound deck overlooks beautifully manicured grounds, a sparkling in-ground pool, and tranquil wooded vistas, creating a private retreat that feels worlds away. Whether hosting grand-scale gatherings or enjoying quiet moments surrounded by nature, the outdoor spaces provide the perfect backdrop for every season. Set amidst lush landscaping and complete with exceptional privacy, this remarkable Brookville residence offers a rare opportunity to experience sophisticated living on the Gold Coast of Long Island.

3 Rock Hill Lane, Brookville
$4,295,000
6 Beds ⋅ 8 Baths ⋅ 864101 MLS
A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep. Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style and function. The open floor plan is an entertainer's dream, seamlessly connecting the living, dining, and kitchen areas. The expansive living room showcases large vaulted ceilings with a floor to ceiling doors with transoms, inviting an abundance of natural light into the space, creating a warm and welcoming atmosphere with an indoor outdoor flow. The kitchen is a culinary delight featuring high-end stainless steel appliances, modern shaker style cabinetry, a wet bar, and pantry. The design is thoughtful and efficient, making it the perfect place to prepare meals and entertain guests. The primary suite, located for optimal privacy, is a sanctuary of peace and relaxation. It features a double shower with steam, creating a spa-like experience within your own home. The second-floor hosts three additional en-suite bedrooms, one of which has its own private deck, offering a tranquil space for morning coffee or evening reflection. The lower level presents a TV room and two more en-suite bedrooms, offering flexibility for various lifestyle needs. The property also includes a heated gunite pool, a large tiled patio, and a pickle ball/sport court, promising endless outdoor entertainment. The entire home is unified by stunning white oak flooring and complemented by well-thought-out outdoor landscape lighting, emphasizing the property's architectural beauty. The community environment is as inviting as the home itself. With easy access to local amenities and the South Ferry, residents can enjoy the best of Shelter Island living but also having the convenience to the “Sag Harbor Village” and “The Hamptons”. Experience the perfect blend of modern luxury and comfort in this well-designed home. No expense was spared in creating this oasis.

100 S Ferry Road, Shelter Island
$4,290,000
5 Beds ⋅ 5 Baths ⋅ 981869 MLS
BRAND NEW CONSTRUCTION ~ TO BE BUILT. This is an opportunity to customize your exclusive Luxury Residence. This home has an expected completion of early 2027. Local prominent builder, will finish to perfection on this incredible flat 2.67 acre of beautiful property. Thoughtful floorplan incorporated, with proposed residence, offering 5 Bedrooms, Kitchen with high end appliances, quartz countertops, open to Great Room, Office/Bedroom Ensuite on first, Dining Room and Mud Room. Radiant heat in Primary Bath and Mud Room. In addition, this new residence offers; 2 Laundry Rooms one on 1st and 2nd floor, Bonus Room over Garage. The Great Room encompasses a wall of glass overlooking the stunning property, including 4 French doors with additional windows, offering an abundance of natural light. The French doors open to an outside patio with covered porch for multi seasonal enjoyment. Ceilings Height 10 Ft. on First Floor, 9 Foot and Cathedral on Second Floor, 9 Foot Ceiling in Basement. Stunning oversized custom front window with bronze finish for the ultimate curb appeal. 3 Car Garage, side loaded, situated on the left side of the home. Marvin windows, Maibec siding, Azek trim, 5" Oak floors, Rheem CAC, 300 amp underground electrical service, Navien boiler hot water system, Central vac, Thermadore appliance package, LG washer dryer, are some of the many amenities offered. This high-end new construction offers fresh on point, sophisticated design. Mature plantings provide a serene setting. Spectacular setting close to Fort Hill Beach, Town, shops, restaurants, train, CSH library and all the local Village has to offer. Assoc. fee of $2,250. Private Fort Hill and Lloyd Harbor Beach with mooring rights, cabana, tennis and summer camp (fee). (Renderings for marketing purposes only) CSHSD #2

3 Seaforth Lane, Lloyd Harbor
$4,259,000
6 Beds ⋅ 5 Baths ⋅ 885705 MLS
Welcome to This Breathtaking Home Custom Built From The Ground Up Just a Few Years Ago. This Elegant & Expansive 5200 Sq Ft Expanded Ranch Boasts 6 Bedrooms, 4.5 Baths. Upon Entering You Are Greeted with a Thoughtfully Designed Open Layout with Soaring Ceilings and a Magnificent Circular Staircase. The Heart of the Home is the Contemporary Chef's Kosher Kitchen Featuring a Huge Island, Stainless steel Appliances(2 Dishwashers, 2 Ovens, 2 Sinks, Warming Draw & Beverage Center) with Breakfast Area Flowing Into the Formal Dining Room with 20 Ft Ceiling, Living Room with Fireplace & Family Room Perfect for Entertaining. Main Floor Boasts 5 Bedrooms Including a Primary Suite Or Enjoy the Grand Primary Suite on the Second Level, a Private Sanctuary with Spa Bathroom, Office Enclosed with Barn Doors and Trex Balcony Overlooking Yard. Relax in the Resortlike 3/4 Acre Property with IG Pool/Hot Tub with Waterfall & Covered Porch, Sprawling Lawn, Lush Privacy Trees All Around & Set up For Outdoor Kitchen. Two Car Attached Garage & Circular Driveway. All Opulent Amenities Throughout. Elegant Hewlett Neck Location Near Shops, LIRR & Houses Of Worship. Hewlett-Woodmere SD#14. Truly Spectacular Move In Home- Call Today For your Private Tour!

185 Dolphin Drive, Hewlett Neck
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1007919 MLS
Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every principal living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a potential waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For city-area buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.