Homes for Sale in Long Island, NY with 5-Bedrooms & a Private Pool

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  /49

  $6,495,000

  • 5 Beds
  • 7 Baths
  • 5,586 Sq Ft

  17 Ludlow Ln, Hampton Bays, NY 11946

  Set on 175 feet of private sandy beachfront with a 136' dock, this Shinnecock Bay waterfront residence is designed to highlight its panoramic setting and create a natural flow between interior spaces and the surrounding landscape. Multiple elevations and extensive glasswork frame open bay views from morning through evening, emphasizing light, orientation, and connection to the water. The

  Dave Barkstedt Serhant East End LLC

  17 Ludlow Ln, Hampton Bays, NY 11946
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  /48

  $67,500,000

  • 8 Beds
  • 14 Baths
  • 25,000 Sq Ft

  38 Mathews Rd, Wainscott, NY 11975

  Privately tucked away on a 25-acre± peninsula fronting Georgica Pond, Burnt Point is a world-class waterfront estate redefining luxury living. Breathtaking in scale and setting, this 25,000 SF± architectural masterpiece offers sweeping water views on three sides-capturing the tranquil beauty across Georgica Pond down to the Atlantic Ocean-and features over 2,000 feet± of direct water frontage,

  James Petrie Compass

  38 Mathews Rd, Wainscott, NY 11975
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  /28

  $11,500,000

  • 8 Beds
  • 11.5 Baths
  • 11,300 Sq Ft

  4 Heatherwood Ln, Quogue, NY 11959

  Behind a gated entry on 2 manicured acres, this exceptional estate is located on a serene cul-de-sac, south of the highway, in the Village of Quogue. Meticulously designed in 2023 with every imaginable detail and amenity, this approx. 11,300-square-foot home spans 3 levels, offering an unparalleled level of luxury and comfort. Featuring 8 bedrooms, 11.5 baths, soaring 10-foot ceilings, an

  Enzo Morabito Douglas Elliman Real Estate

  4 Heatherwood Ln, Quogue, NY 11959
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  /39

  $980,000

  • 5 Beds
  • 4.5 Baths
  • 3,300 Sq Ft

  469 Donald Blvd, Holbrook, NY 11741

  Beautiful and spacious 5-bedroom, 4-bath Colonial offering approximately 3,300 sq ft of living space. This home features high ceilings, skylights, central air, and an open, sun-filled layout perfect for comfortable living and entertaining. Interior highlights include custom moldings, detailed tile work, and elegant chandeliers imported from Turkey, adding a unique touch of craftsmanship

  Wajahat ibrar Guru Real Estate Services LLC

  469 Donald Blvd, Holbrook, NY 11741
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  /37

  $4,849,000

  • 6 Beds
  • 7.5 Baths
  • 6,915 Sq Ft

  265 Asharoken Ave, Northport, NY 11768

  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

  Debra Newton Signature Premier Properties

  265 Asharoken Ave, Northport, NY 11768
• 

  

  /23

  $11,750,000

  • 8 Beds
  • 9 Baths
  • 12,703 Sq Ft

  10 Lands End Rd, Locust Valley, NY 11560

  Set on a serene 11+ acre waterfront parcel on the coveted Gold Coast of Long Island, The Manor at Lands End stands as one of the last truly prestigious estates of its kind. This breathtaking compound, steeped in history, offers a rare opportunity to own with limitless views of Frost Creek and the glistening Long Island Sound. Originally a circa 1850 farmhouse, the estate was reimagined by the

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  10 Lands End Rd, Locust Valley, NY 11560
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  /45

  $5,795,000

  • 5 Beds
  • 7.5 Baths
  • 6,563 Sq Ft

  119 Wheatley Rd, Old Westbury, NY 11568

  Introducing Luxury & TRANQUILITY at its finest– The Modern Classic Estate, Revitalized in 2024, this 5 bedroom 7.5 bathroom Colonial sits behind a gated entry on 2.06 beautifully landscaped acres in prestigious Old Westbury, with highly desired Jericho School District. A brand-new (2025) cedar shingle roof complements the stone-and-shingle exterior, creating spectacular curb appeal. The grand

  Geeta Shukla EXP Realty

  119 Wheatley Rd, Old Westbury, NY 11568
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  /34

  $1,299,000

  • 5 Beds
  • 2.5 Baths
  • 2,438 Sq Ft

  9 Princeton Dr, Plainview, NY 11803

  Welcome to a home that truly has it all! Where every detail invites you to slow down, spread out, and savor the best of suburban living. Nestled on a beautiful corner lot in the sought after College Section, this property combines comfort, style, and space in all the right ways. From the moment you arrive, you’ll be drawn in by the sprawling yard and elegant curb appeal. Enter inside and discover

  Emilia Pizzo Howard Hanna Coach

  9 Princeton Dr, Plainview, NY 11803
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  /45

  $4,400,000

  • 7 Beds
  • 7.5 Baths
  • 7,392 Sq Ft

  1 Beech Tree Ln, Glen Head, NY 11545

  Broadhollow in Brookville! Jericho School District!! Enter the private driveway framed by elegant brick pillars and discover this expansive 9,500 sq ft colonial ( includes basement living space) set on over 2 acres of lush property in the highly sought-after Jericho School District.This impressive home offers 7 bedrooms and 7.5 bathrooms, including a luxurious main-level primary suite

  Mara Navaretta Homes By Mara

  1 Beech Tree Ln, Glen Head, NY 11545
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  /38

  $4,400,000

  • 5 Beds
  • 4.5 Baths

  5 Hulse St, Bellport, NY 11713

  This five-bedroom, four-and-a-half-bath turn-of-the-century home has been thoughtfully reimagined by AD100 interior designer Mark Cunningham bringing together timeless architectural character and a refined modern sensibility. Renovations of this caliber are rarely seen, with exceptional craftsmanship and attention to detail evident throughout the home. Set on a quiet street in the heart of

  Loretta Drew OLD PURCHASE PROPERTIES

  5 Hulse St, Bellport, NY 11713
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  /45

  $3,695,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 3,140 Sq Ft

  20 Penny Ln, Hampton Bays, NY 11946

  Discover a spectacular hidden waterfront retreat set on nearly a full acre, where the lifestyle extends far beyond the 3,140 square feet of the main residence. A separate accessory cottage of approximately 1,000 additional square feet means this compound delivers closer to 4,100 square feet of total usable space, a distinction that sets it apart from anything comparably priced on the water. The

  Julio Izquierdo Compass

  20 Penny Ln, Hampton Bays, NY 11946
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  /26

  $10,950,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  1076 Ocean Rd, Bridgehampton, NY 11932

  Discover coastal paradise in the Hamptons at this avant-garde retreat just minutes to the ocean. This 1.02-acre haven redefines waterfront living with its direct access to the serene Sam's Creek and Mecox Bay, offering a gateway to aquatic adventures mere moments from incredible ocean beaches. Enter a residence where luxury meets functionality in this six-bedroom, six-and-a-half-bathroom

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  1076 Ocean Rd, Bridgehampton, NY 11932
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  /32

  $5,900,000

  • 7 Beds
  • 7 Baths
  • 6,770 Sq Ft

  16 Tuthill Ln, Remsenburg, NY 11960

  Offering exceptional scale and future flexibility, this rare and timeless estate spans over 13 gated acres in the heart of Remsenburg, with potential for two additional one-acre parcels—an extraordinary opportunity for custom builds, estate compounds, or long-term generational planning. Set where the Hamptons lifestyle begins, this is a property designed to be held, cherished, and passed down for

  Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty

  16 Tuthill Ln, Remsenburg, NY 11960
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  /32

  $9,700,000

  • 8 Beds
  • 6 Baths
  • 3,466 Sq Ft

  52 & 54 Fithian Ln, East Hampton, NY 11937

  Nestled in the heart of East Hampton Village, 52 & 54 Fithian Lane presents a rare opportunity to own a private compound encompassing two single and separate properties. Set on a beautiful 0.60 +/- acre lot and surrounded by lush greenery, the homes sit directly across from protected nature trails. Perfectly configured with a main house designed for everyday living and a separate guest house

  Lori Schiaffino Compass

  52 & 54 Fithian Ln, East Hampton, NY 11937
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  /32

  $869,000 Open Sun 12PM - 1:30PM

  • 5 Beds
  • 3 Baths
  • 2,188 Sq Ft

  6 Little Ct, Deer Park, NY 11729

  Welcome to this stunning and spacious Hi-Ranch featuring numerous recent updates throughout! This home offers 5 bedrooms and 3 full baths, a generously sized kitchen with newer stainless-steel appliances, formal living room and dining room. The main level boasts 3 bedrooms and an updated full bath, highlighted by gleaming hardwood floors, recessed lighting, and a new central air conditioning

  Sarika Gera Charles Rutenberg Realty Inc

  6 Little Ct, Deer Park, NY 11729
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  /26

  $6,499,000 Open Sun 3PM - 4:30PM

  • 6 Beds
  • 5.5 Baths

  89 Pound Hollow Rd, Glen Head, NY 11545

  Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

  Karen Sharf Daniel Gale Sothebys Intl Rlty

  89 Pound Hollow Rd, Glen Head, NY 11545
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  /49

  $2,998,000

  • 6 Beds
  • 7.5 Baths
  • 7,594 Sq Ft

  5 Cedar Ln, Glen Cove, NY 11542

  Located on a high bluff overlooking the Long Island Sound, this spectacular home is part of Glen Cove's Red Spring Colony. Originally built in 1896 as part of the historic Leahead estate for English cork importer Henry Bucknall, the home seamlessly blends timeless elements with modern living. Many original elements have been beautifully preserved, including intricate woodwork, soaring high

  Kathleen Evangelista Douglas Elliman Real Estate

  5 Cedar Ln, Glen Cove, NY 11542
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  /7

  $6,795,000

  • 6 Beds
  • 7.5 Baths
  • 5,300 Sq Ft

  207 Middle Line Hwy, Southampton, NY 11968

  Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home

  Aimee Barone White Brown Harris Stevens W Hampton

  207 Middle Line Hwy, Southampton, NY 11968
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  /37

  $7,300,000

  • 9 Beds
  • 12 Baths
  • 17,587 Sq Ft

  60 Piping Rock Rd, Glen Head, NY 11545

  Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

  Aileen Murstein Compass Greater NY LLC

  60 Piping Rock Rd, Glen Head, NY 11545
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  /20

  $3,595,000

  • 5 Beds
  • 8 Baths
  • 5,243 Sq Ft

  266 Water Mill Towd Rd, Water Mill, NY 11976

  Perfectly situated on an acre in the heart of Water Mill, this newly renovated contemporary delivers style, space, and convenience-just 4 miles to Southampton Village, 5 to Bridgehampton, and 9 to Sag Harbor. Thoughtfully updated and expanded, the 5-bedroom, 7 bath home blends crisp modern finishes with natural light and open flow. The first floor features a spacious living room with fireplace,

  Joseph Piccininni Compass

  266 Water Mill Towd Rd, Water Mill, NY 11976
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  /49

  $5,900,000

  • 10 Beds
  • 12 Baths
  • 7,113 Sq Ft

  16 Ridge Dr E, Great Neck, NY 11021

  French Modern residence, built in 2018, seamlessly blends contemporary luxury with timeless design. Perched on a prime setting and offering over 7,000 square feet of refined living, the home presents a stately facade with a columned portico, dramatic windows, and iron-framed glass doors that open to a museum-inspired foyer with marble floors and art niches. The main level is designed with

  Sarit Elias Daniel Gale Sothebys Intl Rlty

  16 Ridge Dr E, Great Neck, NY 11021
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  /33

  $1,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,600 Sq Ft

  101 Harold Rd, Woodmere, NY 11598

  Welcome to this beautifully updated and spacious contemporary ranch, with luxurious indoor living paired with an entertainer’s dream outdoor retreat. Perfectly situated on a meticulously landscaped property, this home blends modern elegance with functional design across two fully finished levels. Step inside to an open, sunlit layout featuring three generously sized bedrooms, including a private

  Etty Levy BERKSHIRE HATHAWAY

  101 Harold Rd, Woodmere, NY 11598
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  /33

  $7,975,000

  • 8 Beds
  • 9 Baths
  • 8,000 Sq Ft

  471 Middle Line Hwy, Sag Harbor, NY 11963

  Tucked away down a winding driveway, past a gated entrance, and set on 6.5 acres of serene privacy, this extraordinary gabled estate offers the perfect Hamptons retreat. Conveniently located near the attractions of Bridgehampton and Sag Harbor, this immaculate residence spans over 8,000 square feet of pristine living space, featuring custom interior design and high-end details on all three

  Enzo Morabito Douglas Elliman Real Estate

  471 Middle Line Hwy, Sag Harbor, NY 11963
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  /50

  $3,199,000

  • 5 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  527 Split Rock Rd, Syosset, NY 11791

  *527 Split Rock Road is a beautiful custom-built brick and stucco Colonial home set on 2 professionally landscaped, tranquil acres in the Syosset SD. Situated on a private road (off Split Rock Rd), the park-like lush property boasts a 250' driveway in a serene, private quiet setting. This approximately 5500 sq. ft house is set between the shops of downtown Syosset and the waterfront of Oyster

  Susan Luftig Daniel Gale Sothebys Intl Rlty

  527 Split Rock Rd, Syosset, NY 11791
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  /20

  $660,000

  • 5 Beds
  • 3 Baths
  • 1,078 Sq Ft

  412 37th St Unit 1 Family, Lindenhurst, NY 11757

  Please call Agent before Showing. This house have Lock Box. This is a Nice House and renovated

  Abdul Mohammad NewMoon Realty Inc

  412 37th St Unit 1 Family, Lindenhurst, NY 11757
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  /40

  $1,249,000

  • 5 Beds
  • 3.5 Baths
  • 2,631 Sq Ft

  20 Westbridge Dr, Babylon, NY 11702

  Welcome to this stunning 5-bedroom, 3.5-bath Victorian-style home located in the heart of Babylon Village, fully gut-renovated in 2019 with no detail overlooked. Hardwood floors flow throughout the home, complemented by elegant wainscoting in all common living spaces creating a timeless yet refined aesthetic. The first floor offers an ideal layout for modern living, featuring a living room, den,

  John Newsom

  20 Westbridge Dr, Babylon, NY 11702
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  /48

  $24,500,000

  • 8 Beds
  • 12 Baths
  • 12,500 Sq Ft

  104 Quimby Ln, Bridgehampton, NY 11932

  A masterfully executed estate on one of Bridgehampton's most sought-after lanes, this south-of-the-highway retreat spans over 3 acres and presents 12,500 +/- square feet of finely curated living space. Complemented by a full suite of resort-style amenities, the residence achieves the rare balance of grand scale, refined craftsmanship, and effortless indoor-outdoor flow - a hallmark of Hamptons

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  104 Quimby Ln, Bridgehampton, NY 11932
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  /46

  $9,600,000

  • 6 Beds
  • 5.5 Baths
  • 9,290 Sq Ft

  512 E Shore Rd, Great Neck, NY 11024

  Welcome to an extraordinary opportunity to own a magnificent waterfront estate located in the heart of Kings Point, one of Long Island’s most coveted communities. Set on 1.5 lush, private acres with sweeping views of the Manhasset Bay/Long Island Sound, this contemporary residence offers the ultimate in luxury, comfort, and resort-style living. This expansive home features 6 bedrooms and 5.5

  Soheila Sharf S Sharf Realty Inc

  512 E Shore Rd, Great Neck, NY 11024
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  /31

  $2,995,000

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft

  14 Livery Ln, East Hampton, NY 11937

  This beautifully renovated and thoughtfully decorated five-bedroom home is located at the end of a quiet cul-de-sac, just minutes from East Hampton Village and within easy reach of Sag Harbor, Wainscott, and the ocean beaches. Set on over an acre, the home offers a bright, airy layout with cathedral ceilings and a seamless flow between the kitchen, dining, and living areas. Glass sliding doors

  Jessica Von Hagn Compass

  14 Livery Ln, East Hampton, NY 11937
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  /44

  $5,900,000

  • 7 Beds
  • 10 Baths
  • 6,750 Sq Ft

  24 Beechwood Dr, Lawrence, NY 11559

  Welcome to this immaculate, one-of-a-kind residence located in the heart of Lawrence.Built approximately 15–20 years ago and constructed like a true fortress, this extraordinary home offers a level of craftsmanship, scale, and amenities rarely found.The home features soaring 10-foot ceilings, custom architectural arches, and exquisite millwork detailing throughout, showcasing true

  Avigail Shechter Five Towns Miller Realty Inc

  24 Beechwood Dr, Lawrence, NY 11559
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  /21

  $9,329,000

  • 5 Beds
  • 7 Baths
  • 3,345 Sq Ft

  40 Oceanview Dr, Southampton, NY 11968

  Breathtaking Waterfront Estate with Panoramic Bay Views. Located "South of the Highway" in Southampton.Experience spectacular, awe inspiring luxury in this newly constructed 5 ensuite bedrooms, 2 half bath modern estate. Perfectly positioned overlooking Shinnecock Bay. Every detail has been thoughtfully designed to capture the stunning water views and elevate coastal living.The open

  Glenn Barnett Nest Seekers International LLC

  40 Oceanview Dr, Southampton, NY 11968
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  /42

  $6,999,000

  • 7 Beds
  • 6 Baths
  • 5,100 Sq Ft

  177 Albany Blvd, Atlantic Beach, NY 11509

  Bayfront Oasis – Luxurious 7-Bedroom Contemporary Home with Dock, Pool & Rooftop Deck! Welcome to your dream waterfront escape! This stunning new construction contemporary home spans 5,100 sq ft on an oversized bayfront lot, offering breathtaking open bay views, sunrises, and sunsets from nearly every room. A true boater’s paradise, the property features a new bulkhead, private deck and dock, and

  Randy Scott BERKSHIRE HATHAWAY

  177 Albany Blvd, Atlantic Beach, NY 11509
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  /31

  $10,995,000

  • 8 Beds
  • 13 Baths
  • 12,000 Sq Ft

  60 Two Holes of Water, East Hampton, NY 11937

  Just completed in East Hampton's Village Fringe, this newly built estate represents a rare convergence of architectural refinement, modern comfort, and three acres of curated natural beauty. Masterfully crafted and clad in classic cedar shake, the two-story traditional residence delivers nearly 12,000 +/- sq. ft. across three levels, with 8 bedrooms, 10 full and 3 half baths, and an amenity suite

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  60 Two Holes of Water, East Hampton, NY 11937
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  /2

  $6,250,000

  • 6 Beds
  • 6.5 Baths
  • 6,300 Sq Ft

  97 Aspatuck Rd, Westhampton Beach, NY 11978

  Summer 2026 in the Hamptons is closer than you think! Discover this truly stunning home where luxury meets paradise, perfect for creating unforgettable memories. Impressive New Construction Hampton-Style Revival Colonial featuring a graceful symmetry, welcoming covered porch and timeless architectural detailing-near completion. Located in prime Westhampton Beach adjacent to Main Street Village,

  Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

  97 Aspatuck Rd, Westhampton Beach, NY 11978
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  /30

  $6,999,000

  • 8 Beds
  • 10 Baths
  • 5,500 Sq Ft

  69 Halsey St, Southampton, NY 11968

  New construction please verify taxes

  Paul Luciano Utopia Real Estate

  69 Halsey St, Southampton, NY 11968
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  /21

  $34,700,000

  • 9 Beds
  • 10 Baths
  • 19,460 Sq Ft

  975 Flying Point Rd, Water Mill, NY 11976

  An extraordinary, unparalleled opportunity to possess the trifecta water vision of bay, pond, and ocean. This is truly a treasured trophy. Set South of the Highway on nearly three pristine acres in Water Mill, 975 Flying Point Road offers an unbelievable new construction opportunity. With 415' of water frontage, sweeping pond, bay, and ocean views, room to build a private dock, and a coveted

  Richard Doyle Saunders & Associates

  975 Flying Point Rd, Water Mill, NY 11976
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  /46

  $3,850,000

  • 5 Beds
  • 3 Baths
  • 2,026 Sq Ft

  33 Hildreth St, Southampton, NY 11968

  Marketing Text EditChic Southampton Village Home With Pool & Pool HouseChic Hamptons retreat designed for effortless year-round living or unforgettable summer enjoyment. This stylishly updated home now features a gunite pool, a beautifully finished lower level, and a pool house complete with a full bath-creating the ultimate indoor-outdoor lifestyle experience. Inside, the double-height

  Angela Boyer Sothebys Int'l Realty Hamptons

  33 Hildreth St, Southampton, NY 11968
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  /31

  $3,650,000

  • 5 Beds
  • 5.5 Baths
  • 3,318 Sq Ft

  1 Florida Rd, Montauk, NY 11954

  Drop your bags and enjoy your private salt water heated pool or hit the beach from this newly completed and move in ready post modern delight located on one of Montauk's the less traveled roads set on a sprawling natural acre adjacent to Town Preserve and Albee Artist Foundation lands. Open your door to a generous main floor plan with open and bright foyer leading to 18 FT ceilinged fireside

  John D'Agostino Martha Greene Real Estate LLC

  1 Florida Rd, Montauk, NY 11954
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  /50

  $4,995,000

  • 6 Beds
  • 6.5 Baths
  • 5,920 Sq Ft

  2590 Cox Neck Rd, Mattituck, NY 11952

  Brand new exquisite waterfront 6 bedroom, 7 bathroom home set on 1.33 acres along coveted Mattituck Inlet in the heart of the North Fork, this exceptional waterfront retreat spans approximately 5,920 square feet of refined living space, blending classic Hamptons-style cedar-shingle architecture with a sophisticated, contemporary interior. Designed for both elegance and everyday comfort, the home

  Susan Orioli Engel & Volkers North Fork

  2590 Cox Neck Rd, Mattituck, NY 11952
• 

  

  /3

  $2,800,000

  • 5 Beds
  • 5 Baths
  • 3,100 Sq Ft

  15 Sophia Ct, Westhampton, NY 11977

  New construction in Westhampton at the top of the cul-de-sac. Five bedroom, five bath country house on 1.2+/- acres. Heated gunite saltwater pool and spa. Room for tennis or pickleball and pool house option. Completion 2026.

  Marcia Altman Brown Harris Stevens W Hampton

  15 Sophia Ct, Westhampton, NY 11977

Showing Results 361 - 400, Page 10 of 14