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

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  /32

  $5,349,000

  • 5 Beds
  • 7 Baths
  • 4,200 Sq Ft

  4 Post Ln, Quogue, NY 11959

  Just moments from the pristine ocean beaches in the coveted Quogue Village, this elegant estate offers 4,200± square feet of luxurious living on a beautifully landscaped and low maintenance 0.63± acre property. With 5 bedrooms, 5 full baths, and 2 half baths, the home's thoughtful design combines sophistication and comfort. From the sunlit foyer, step into an open-concept living space

  Christopher Furchert Compass Greater NY LLC

  4 Post Ln, Quogue, NY 11959
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  /11

  $3,950,000

  • 5 Beds
  • 7 Baths
  • 4,500 Sq Ft

  12 Plume Grass Way, Westhampton, NY 11977

  Turn-key, fully renovated (2026) with high-end finishes throughout, great for hosting 2 full families, ready for summer Prestigious Westhampton, Beaver Dam Creek development, on a private beautifully landscaped property Grand entry foyer leading to open-concept living w/ Fireplace, dining, & kitchen areas. Gourmet chef’s kitchen with premium Decor appliances, custom cabinetry & oversized island.

  Derek Greene Greene Realty Group

  12 Plume Grass Way, Westhampton, NY 11977
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  /47

  $4,540,000

  • 6 Beds
  • 4.5 Baths
  • 5,324 Sq Ft

  1010 Seawane Dr, Hewlett, NY 11557

  Experience the epitome of waterfront living at 1010 Seawane Drive, where unobstructed water views and seamless ocean access create an extraordinary lifestyle—equally impressive whether arriving by land or by boat. A circular driveway welcomes guests with ample parking, while a private dock accommodates multiple watercraft, offering effortless access to open water adventures. Spanning over 5,400

  Sara Abikzer Signature Premier Properties

  1010 Seawane Dr, Hewlett, NY 11557
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  /47

  $1,495,000

  • 5 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  15 Maple Rd, Setauket, NY 11733

  Nestled within the exclusive waterfront enclave of Strongs Neck, this custom-built post-modern home offers a rare opportunity to live in one of Setauket’s most coveted and storied communities. Surrounded by the Long Island Sound, Conscience Bay, and Little Bay, Strongs Neck is a true hidden gem—offering privacy, natural beauty, and access to a private beach association with mooring rights, all

  Melinda Sicari Douglas Elliman Real Estate

  15 Maple Rd, Setauket, NY 11733
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  /4

  $350,000

  • 5 Beds
  • 3 Baths
  • 3,800 Sq Ft

  58 W Denis Ln, Coram, NY 11727

  Amazing opportunity to complete an existing construction project. Property is being sold as is with approved plans and variances in place. The home is currently a shell, offering the next owner the chance to finish and customize to their vision. Situated on a desirable corner lot spanning approximately 0.34 acres. Call for additional details.

  Vanessa Gonzalez Realty Connect USA L I Inc

  58 W Denis Ln, Coram, NY 11727
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  /50

  $1,049,000

  • 5 Beds
  • 3.5 Baths
  • 3,442 Sq Ft

  11 Ryan Ct, Bohemia, NY 11716

  The Seller is requesting that all Best & Final Offers be presented no later than Wed., May 6th at 12 noon. Absolutely stunning Victorian offering over 4,000 sq ft of refined living space. A grand two-story foyer sets the tone, leading to elegant formal rooms and a beautifully appointed kitchen featuring custom cabinetry, granite countertops, a center island, Viking Professional gas stove/oven, GE

  Howard Grynspan HomeSmart Homes & Estates

  11 Ryan Ct, Bohemia, NY 11716
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  /41

  $9,495,000

  • 5 Beds
  • 8.5 Baths

  16 & 18 Wills Point Rd, Montauk, NY 11954

  Seize a rare compound opportunity at 16 and 18 Wills Point Road in Culloden Point-where spectacular sunsets and Fort Pond Bay water views become your daily backdrop. Set on 1.4 acres down a private cul-de-sac, this over 6,000 sq. ft. custom-built home features 5 bedrooms with soaring 10-foot+ ceilings and water views from nearly every room. Multiple private decks offer front-row seating to

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  16 & 18 Wills Point Rd, Montauk, NY 11954
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  /50

  $4,250,000

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

  503 Cold Spring Rd, Syosset, NY 11791

  Situated on 2 professionally landscaped acres, this magnificent Gold Coast residence offers refined luxury with seamless indoor-outdoor living. A long, private driveway leads to this magnificent Victorian with a charming wrap-around porch reminiscent of Southern hospitality. As you enter through a spectacular 2-story foyer clad in crisp white millwork, high ceilings and a series of arched

  John Messina Daniel Gale Sothebys Intl Rlty

  503 Cold Spring Rd, Syosset, NY 11791
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  /38

  $6,995,000

  • 7 Beds
  • 8.5 Baths
  • 7,520 Sq Ft

  512 Edge of Woods Rd, Water Mill, NY 11976

  Stunning New Construction in the Hamptons: Welcome to 512 Edge of Woods - a newly constructed transitional residence offering refined design, modern comfort, and over 7,520 square feet of beautifully finished living space. Situated on 0.94 landscaped acres and available in December 2025, this three-story home blends classic Hamptons craftsmanship with contemporary finishes. The main floor

  Ellie Hunter Compass Greater NY LLC

  512 Edge of Woods Rd, Water Mill, NY 11976
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  /26

  $5,995,000

  • 7 Beds
  • 10 Baths
  • 8,000 Sq Ft

  126 Long Ln, East Hampton, NY 11937

  Welcome to this newly constructed Hamptons classic home located in the East Hampton Village fringe. A supreme location near it all, less than a mile from East Hampton Village, fine shops and restaurants, the train, Jitney, and pristine ocean beaches! This 7 bedroom, 8 full and 2 half bathroom Hamptons retreat is set on a fully clearable builders acre, offering a perfect blend of luxury and

  Lori Schiaffino Compass

  126 Long Ln, East Hampton, NY 11937
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  /25

  $5,995,000

  • 9 Beds
  • 9 Baths
  • 11,382 Sq Ft

  15 High Ridge Ln, Oyster Bay, NY 11771

  Experience timeless elegance and grand-scale living in this extraordinary residence offering over 13,000 square feet of luxurious living space, perfectly set on more than 5 acres of manicured grounds. Enter through the impressive dual staircase foyer that sets the tone for this stately home, featuring 9 bedrooms and 9 bathrooms designed for comfort and sophistication. The main level boasts

  John Kim NEXTHOME PLATINUM PROPERTIES

  15 High Ridge Ln, Oyster Bay, NY 11771
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  /29

  $7,495,000 Open Tue 3PM - 6PM

  • 7 Beds
  • 9.5 Baths
  • 6,500 Sq Ft

  276 N Main St, Southampton, NY 11968

  This stunning modern home offers luxurious living on 1.17+\- acres with 7 spacious bedrooms and 9.5 elegant bathrooms; a rare opportunity to own an expansive, newly constructed, custom-built home in the Village of Southampton, with ample room to expand living area.. A grand entrance unfolds into a double-height foyer that transitions into an open living room, formal dining area, and eat-in

  Aimee Barone White Brown Harris Stevens W Hampton

  276 N Main St, Southampton, NY 11968
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  /2

  $2,895,000

  • 5 Beds
  • 5.5 Baths
  • 3,240 Sq Ft

  1135 Wildberry Ln, Southold, NY 11971

  North Fork living, refined. Welcome to Wildberry. A newly constructed residence where design, light, and landscape converge - set against sweeping, sunset vineyard views and crafted for effortless indoor-outdoor living. From the moment you enter, the home reveals a quiet sophistication, with natural light pouring through thoughtfully placed openings, creating a sense of calm and connection to its

  Melissa Principi Douglas Elliman Real Estate

  1135 Wildberry Ln, Southold, NY 11971
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  /24

  $3,350,000

  • 6 Beds
  • 6.5 Baths
  • 3,150 Sq Ft

  94 Cooper Ln, East Hampton, NY 11937

  Introducing a brand-new luxury residence with close proximity to East Hampton Village offering 6 bedrooms, 6.5 bathrooms, and high-end finishes throughout. Spanning three levels, this quality built and thoughtfully designed home features 3,150 square feet of living space including a fully finished 1,015-square-foot lower level with radiant heated floors, two en-suite bedrooms, a media/family

  Kim Hovey Compass

  94 Cooper Ln, East Hampton, NY 11937
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  /41

  $6,995,000

  • 5 Beds
  • 6.5 Baths
  • 9,000 Sq Ft

  26 Tennis Court Rd, Oyster Bay, NY 11771

  Experience the ultimate in waterfront living with this extraordinary 9,000+ sq. ft. estate set on two sweeping acres with 200 feet of private shoreline in Oyster Bay. Designed for both grand entertaining and everyday comfort, the residence offers 5 bedrooms, 6.5 baths, and 4 fireplaces, all supported by modern essentials including a full-house generator and security system.Step inside the

  Liza Bendett Compass Greater NY LLC

  26 Tennis Court Rd, Oyster Bay, NY 11771
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  /42

  $1,099,000 Open House 5/23

  • 6 Beds
  • 5 Baths
  • 4,150 Sq Ft

  97 Chestnut St, Mount Sinai, NY 11766

  Welcome to 97 Chestnut Street, an exceptional residence in Mount Sinai that combines spaciousness, privacy, and functionality in a design tailored to the modern lifestyle. This property offers 6 bedrooms and 5 full bathrooms distributed across well-defined spaces—ideal for large families, multi-generational living, or buyers seeking flexibility. The interiors are distinguished by high ceilings,

  Julio Maldonado Telemundo Realty Corp

  97 Chestnut St, Mount Sinai, NY 11766
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  /31

  $5,500,000

  • 5 Beds
  • 4 Baths
  • 4,192 Sq Ft

  16 Elisha's Path, East Hampton, NY 11937

  Located on a quiet cul-de-sac south of the highway in Wainscott, this 5-bedroom, 4-bathroom contemporary offers a well-balanced layout across two levels and over 4,000 +/- sq. ft. of living space. Set on 1.2 acres, the property features a 20'x40' heated gunite pool, generous outdoor living areas, and mature landscaping with irrigation. The main level includes a large living room with fireplace,

  Vincent Horcasitas Saunders & Associates

  16 Elisha's Path, East Hampton, NY 11937
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  /43

  $2,198,000

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

  39 Forest Ln, Westbury, NY 11590

  Welcome to this stunning NEW CONSTRUCTION residence in heart of Salisbury, Westbury with East Meadow schools, offering the perfect blend of modern luxury, comfort and convenience built by a Master reputable builder. This approximately 6000 sqft architectural masterpiece showcases exceptional craftsmanship and high level of quality, embodying the very best of modern luxury living.This 5

  Nazila Bakhshi Signature Premier Properties

  39 Forest Ln, Westbury, NY 11590
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  /26

  $3,550,000

  • 6 Beds
  • 7 Baths
  • 7,086 Sq Ft

  15 Hoffstot Ln, Port Washington, NY 11050

  Welcome to 15 Hoffstot Lane, a stunning stucco and terracotta-roofed Colonial home, offering panoramic views of the water and marshlands. Nestled at the end of a long, private, tree-lined driveway within the prestigious Village of Sands Point, this custom-built, hilltop residence is designed to fully embrace the property’s breathtaking landscape and serene vistas of preserved wetlands and the

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  15 Hoffstot Ln, Port Washington, NY 11050
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  /32

  $1,399,000

  • 5 Beds
  • 2.5 Baths
  • 2,662 Sq Ft

  18 Herkimer Ave, Jericho, NY 11753

  Welcome to 18 Herkimer Avenue, a rare chance for the right buyer to make this charming fixer-upper their own, this property also presents a compelling investment opportunity in the highly sought-after Jericho community. This expansive 5+ bedroom, 2.5-bath residence blends comfort, functionality, and lifestyle. Generously sized bedrooms provide flexibility for living, guests, or a home office,

  Rachel Fenster SRG Residential LLC

  18 Herkimer Ave, Jericho, NY 11753
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  /23

  $1,249,000

  • 5 Beds
  • 3 Baths
  • 2,934 Sq Ft

  728 Arbuckle Ave, Woodmere, NY 11598

  Stately stucco Hi-Ranch offering approximately 3,000 sq. ft. of immaculate living space with 5 bedrooms and 3 full baths. Features include gas heat, central air, sprinkler system, alarm, professional landscaping and lighting, granite and oak flooring throughout, and a spacious primary suite with Hollywood bath, tub, and shower. Enjoy a den with fireplace and French doors leading to a marble patio

  Jonathan Winter Howard Hanna Coach

  728 Arbuckle Ave, Woodmere, NY 11598
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  /30

  $4,500,000

  • 5 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  37 Traffic Ave, Ocean Beach, NY 11770

  Introducing a rare oceanfront masterpiece in the coveted enclave of Ocean Bay Park on Fire Island, ideally positioned along the border of Point O’ Woods. This custom-built home offers an exceptional level of privacy, complete with semi-private beach access via a dedicated walkway. Designed to capture the essence of coastal living, the home showcases unobstructed, panoramic views of the Atlantic

  Rachel Tosini Douglas Elliman Real Estate

  37 Traffic Ave, Ocean Beach, NY 11770
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  /29

  $5,495,000

  • 5 Beds
  • 7 Baths
  • 5,455 Sq Ft

  44 Club Ln, Remsenburg-Speonk, NY 11960

  New waterfront estate in Remsenburg. This new construction is now complete and ready to show! Situated on 1.01 acres with incredible water views. This new state of the art 5,455 square foot home features a spacious floor plan, gourmet chef's kitchen, dining area, open living room, first floor ensuite bedroom, dedicated laundry room, and private den with a wet bar and fireplace. This home is

  Michael Morrell Corcoran

  44 Club Ln, Remsenburg-Speonk, NY 11960
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  /14

  $3,595,000

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

  3 Wilson Place, Sag Harbor, NY 11963

  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

  Randi Ball The Agency Hamptons

  3 Wilson Place, Sag Harbor, NY 11963
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  /50

  $1,399,000

  • 5 Beds
  • 4.5 Baths
  • 3,490 Sq Ft

  138 Cambon Ave, Saint James, NY 11780

  Welcome to 138 Cambon Avenue: A Masterpiece of Custom Luxury and Efficiency Nestled in the heart of St. James, this custom-designed 5-bedroom, 4.5-bathroom residence at 138 Cambon Avenue offers a rare "move-in and unpack" opportunity, perfectly blending luxury with modern efficiency at $1,399,000. The grand interior features soaring high ceilings, efficient gas heat, central air conditioning, and

  Christina Cricenti Azure Realty Group NY LLC

  138 Cambon Ave, Saint James, NY 11780
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  /40

  $6,500,000

  • 5 Beds
  • 7 Baths
  • 7,479 Sq Ft

  4 Clock Tower Ln, Old Westbury, NY 11568

  Welcome to 4 Clock Tower Lane – A Private Estate in Prestigious Old WestburyNestled on 7.96 beautifully landscaped acres, this extraordinary estate offers the ultimate in luxury, privacy, and resort-style living. The elegant main residence features 5 spacious bedrooms and 5 full bathrooms, 2 powder rooms, designed with timeless sophistication and modern functionality. The primary bedroom

  Andrea Levine Keller Williams Rty Gold Coast

  4 Clock Tower Ln, Old Westbury, NY 11568
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  /36

  $1,350,000

  • 6 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  39 Sherwood Dr, Shoreham, NY 11786

  Located in the desirable Country Manor community, in the much revered Shoreham/Wading River school district, this stunning Stratford model boasts 3576 sq’ and sits on .78 acres. This home features a well appointed primary suite - w/ shiplap accent wall, wood beams, his & hers walk in closets & attached full bath. There are an additional 5 spacious bedrooms, another 2.5 baths, grand 2 story foyer

  Jonathan Minerick HomeCoin.com

  39 Sherwood Dr, Shoreham, NY 11786
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  /38

  $4,195,000

  • 6 Beds
  • 5.5 Baths
  • 5,879 Sq Ft

  18 Matinecock Farms Rd, Glen Cove, NY 11542

  Located in the private enclave of Matinecock Farms is this totally refurbished and updated 6 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping.The light filled main floor has a spacious light-filled primary bedroom

  Christina Porter Daniel Gale Sothebys Intl Rlty

  18 Matinecock Farms Rd, Glen Cove, NY 11542
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  /36

  $1,788,000

  • 5 Beds
  • 4.5 Baths
  • 3,240 Sq Ft

  20 Hemingway Dr, Dix Hills, NY 11746

  Stately center hall colonial perfectly situated in the Poet Section of North Dix Hills. Majestic curb appeal features a grand circular driveway leading to a timeless residence defined by elegant proportions and exceptional space throughout. A gracious double door entry welcomes you into expansive, sun drenched rooms, perfect for every day living and entertaining. Elegant, updated kitchen with

  Robyn Schatz Compass Greater NY LLC

  20 Hemingway Dr, Dix Hills, NY 11746
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  /48

  $32,000,000

  • 10 Beds
  • 15 Baths
  • 19,000 Sq Ft

  200 Rose Hill Rd, Water Mill, NY 11976

  Set on 2.29 landscaped acres on one of the area's most coveted streets, this gated property sits overlooking a 65-acre agricultural reserve. Mecox Bay is at the end of the street and ocean beaches are just beyond. Uniquely, the house is built with cast concrete and steel, and is wrapped with walls of glass. 12-foot tall glass sliding doors that face west overlook the pool and sunken tennis court.

  Vincent Horcasitas Saunders & Associates

  200 Rose Hill Rd, Water Mill, NY 11976
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  /48

  $12,950,000

  • 6 Beds
  • 9 Baths
  • 7,023 Sq Ft

  32 Quogo Neck Ln, Quogue, NY 11959

  Private dockage with direct bay access. Waterfront estate just one block from the Village of Quogue, offering the exceptional combination of walk-to-village convenience and premier boating access. With canal frontage and open bay and ocean views, this newly constructed residence delivers a true Hamptons waterfront lifestyle. Spanning over 7,000+ square feet, the home features six en-suite

  Kimberly Cammarata Douglas Elliman Real Estate

  32 Quogo Neck Ln, Quogue, NY 11959
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  /46

  $2,949,000

  • 6 Beds
  • 5.5 Baths
  • 5,600 Sq Ft

  2 Old Bridge Ct, Melville, NY 11747

  Exquisitely updated, Palatial 5600 square foot 6-bedroom, 5 1/2 bath Post Modern brick-faced Colonial built in 2001 is located in the exclusive Sweet Hollow Farms gated community on a private road with only 21 residences. Situated on .98 acres on a cul-de-sac this luxuriously home offers a grand circular foyer made of Italian marble, includes gas and custom electric fireplaces, 3 balconies, 3

  Aman Gambhir Voro LLC

  2 Old Bridge Ct, Melville, NY 11747
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  /48

  $5,495,000

  • 5 Beds
  • 5.5 Baths
  • 4,750 Sq Ft

  2 Quogo Neck Ln, Quogue, NY 11959

  Tucked away south of Quogue Street, in the coveted historical section of Quogue Village, 2 Quogo Neck Lane presents a rare opportunity to own in a location where privacy, prestige, and lifestyle converge. The current homeowners have done extensive renovations on the home including a new cedar shake roof, with copper gutters, a new septic system, newer bathrooms etc,. With a 1st floor Master with

  Shalini Schetty Americana Realty Group LLC

  2 Quogo Neck Ln, Quogue, NY 11959
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  /48

  $8,999,999

  • 6 Beds
  • 9 Baths
  • 8,500 Sq Ft

  18 Gwynne Rd, Melville, NY 11747

  This Gated Majestic Brick Manor, features 6-bedroom, 6-bath, 3-powder rooms and sits at one of the highest points on Long Island surrounded by lush parkland and English gardens for the ultimate in serenity and privacy. This one-of-a-kind property has its own, FAA recognized, helipad which allows you the luxury to fly over traffic to NYC or the Hamptons with ease. This Estates sophisticated

  Michelle Labarbera Nest Seekers LLC

  18 Gwynne Rd, Melville, NY 11747
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  /33

  $5,295,000

  • 7 Beds
  • 8 Baths
  • 7,178 Sq Ft

  147 Old Northwest Rd, East Hampton, NY 11937

  Introducing a breathtaking East Hampton contemporary sanctuary tucked away at 147 Old Northwest Road. A blend of Modernist stature and Post Modern flourish, this 7-bedroom published architectural gem sprawls across 7178 square feet on a lush 7-acre gated estate, providing unmatched seclusion and serenity. Adjacent to a 46-acre forever green reserve, this sophisticated oasis redefines opulent

  Jack Pearson Compass

  147 Old Northwest Rd, East Hampton, NY 11937
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  /36

  $3,250,000

  • 7 Beds
  • 7 Baths
  • 7,468 Sq Ft

  959 S End, Woodmere, NY 11598

  Welcome to this stunning custom-built Mediterranean home, where luxury meets comfort in a unique and stylish way. This spacious home boasts seven bedrooms and five bathrooms, offering ample space for your family and guests. As you enter, you'll be greeted by the soaring ceilings that create a grand sense of space and elegance throughout the home. The chef's kitchen is a true masterpiece,

  Gil Shemtov Douglas Elliman Real Estate

  959 S End, Woodmere, NY 11598
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  /43

  $10,500,000

  • 7 Beds
  • 9 Baths
  • 9,600 Sq Ft

  158 Cobb Rd, Water Mill, NY 11976

  New Construction | Water Mill SouthJust completed by boutique custom builder Heartwood Corp, this 7-bedroom, 9-bathroom, 9,600-square-foot Water Mill South estate showcases signature craftsmanship and refined detail. Positioned on prestigious Cobb Road behind a motorized gate and enveloped by mature, professionally designed landscaping, the property offers a private retreat moments from

  Nicholas Amato Corcoran

  158 Cobb Rd, Water Mill, NY 11976
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  /43

  $1,500,000

  • 6 Beds
  • 5 Baths
  • 5,459 Sq Ft

  8 Penn Dr, Dix Hills, NY 11746

  Introducing 8 Penn Dr- Welcome to an exceptional luxury residence featuring an ADU with a private entrance in the heart of Dix Hills, where refined design meets effortless living. This expansive 6-bedroom, 5-bathroom home offers a rare blend of scale, sophistication, and versatility—perfectly suited for multigenerational living or those seeking elevated space to live and entertain. Set on

  Perry Pappas Signature Premier Properties

  8 Penn Dr, Dix Hills, NY 11746
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  /42

  $2,945,000

  • 6 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  5 Pheasant Ln, Remsenburg, NY 11960

  A Modern Coastal Farmhouse Reimagined for Refined LivingTucked away on a quiet cul-de-sac lane, JUST COMPLETED, this six-bedroom, four-and-a-half-bath modern farmhouse has been beautifully reimagined and completely renovated, blending classic coastal charm with contemporary sophistication. Set on just shy of an acre, the home offers approximately 4,300 square feet of light-filled living space

  Kristy Naddell Douglas Elliman Real Estate

  5 Pheasant Ln, Remsenburg, NY 11960
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  /46

  $8,495,000

  • 6 Beds
  • 8.5 Baths
  • 7,307 Sq Ft

  50 Tuckahoe Ln, Southampton, NY 11968

  Tucked behind a curtain of privacy hedges and located south of the highway in Southampton Village, 50 Tuckahoe Lane is a stunning brand-new construction set on 1.2 lush acres, thoughtfully designed to offer luxury, comfort, and refined Hamptons living. Recently Completed and Move in Ready, this 7,307 square-foot residence has been meticulously curated for both functionality and style. The

  Patrick Giugliano Nest Seekers International LLC

  50 Tuckahoe Ln, Southampton, NY 11968

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