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

/33
$2,595,000
- 6 Beds
- 4.5 Baths
- 4,610 Sq Ft
1550 Laurel Hollow Rd, Syosset, NY 11791

An exceptional blend of modern luxury, chic design, and thoughtful functionality on 2+ spectacular acres. Featuring a 2-story foyer clad in crisp white millwork, this tastefully renovated Colonial boasts an expansive floor plan that includes an elegant formal dining room with a butler’s pantry and an airy formal living room with a lovely Palladian window and a fireplace. The layout is ideal for

John Messina Daniel Gale Sothebys Intl Rlty

1550 Laurel Hollow Rd, Syosset, NY 11791
/32
$1,500,000 Open Sat 11AM - 1:30PM
- 5 Beds
- 2 Baths
- 2,895 Sq Ft
6 Oakland Ln, East Quogue, NY 11942

Expanded Cape set on 1.165 private acres in the Pinesfield community of East Quogue. This spacious 5-bedroom, 2-bath home offers 2,895 sq ft of living space across two floors with a partially finished basement. The main level features an open kitchen with a breakfast nook, formal dining area, living room, two bedrooms, and a full bath. The second floor offers three bedrooms, including a generous

Pierce Dellafera Daniel Gale Sothebys Intl Rlty

6 Oakland Ln, East Quogue, NY 11942
/37
$1,450,000
- 6 Beds
- 3.5 Baths
- 3,153 Sq Ft
6 Arborvitae Ln, Miller Place, NY 11764

Welcome to 6 Arborvitae Lane in the Sought After Imperial Estates Community. This Updated 6 Bedroom, 3 1/2 Bath Post Modern Colonial is Set on .78 Landscaped Acres, Offering a True Resort Lifestyle. The Custom Renovated Kitchen Features a Large Center Island, Quartz Countertops, Stainless Steel Appliances and Sliding Doors Leading to the Deck and Country Club Backyard. The Kitchen Opens

Lori Weisman Realty Connect USA LLC

6 Arborvitae Ln, Miller Place, NY 11764
/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
/22
$1,600,000
- 6 Beds
- 3.5 Baths
- 3,245 Sq Ft
43 Halsey Rd, Remsenburg, NY 11960

A rare offering in Remsenburg!This 6 bedroom, 3 bath home was once a true spectacle in the community and still holds the scale and presence to become something remarkable again. Rich with potential and set in a coveted location, this property invites a new owner to restore it to past glory or create a completely reimagined masterpiece.

Marie Sottile Coldwell Banker M&D Good Life

43 Halsey Rd, Remsenburg, NY 11960
/27
$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
/40
$3,998,000
- 5 Beds
- 6 Baths
- 7,382 Sq Ft
8 Forest Ct, Syosset, NY 11791

Set within the prestigious Tall Oaks community of Oyster Bay Cove, this extraordinary contemporary colonial estate offers over 7300 square feet of refined living space in a cul-de-sac on 2.05 private acres. Designed for both grand entertaining and everyday luxury, this residence seamlessly blends timeless architecture with resort-style amenities. The expansive interior features 5 bedrooms and

Linda Freedman Douglas Elliman Real Estate

8 Forest Ct, Syosset, NY 11791
/44
$5,399,999
- 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
/30
$10,990,000 Open Sat 11:30AM - 1:30PM
- 7 Beds
- 9 Baths
- 8,030 Sq Ft
25 Fresh Pond Rd, Sag Harbor, NY 11963

A newly built, traditional cedar-shake estate with pond and bay views, set on 2.37 acres in coveted North Haven. Spanning 8,030 +/- SF, this 7-bedroom, 7 full and 2 half bath residence pairs classic elegance with modern scale, complete with an attached 2-car garage and beautifully manicured grounds. Inside, the home is equally grand and inviting with wide-plank white oak floors, tray ceilings,

Vincent Horcasitas Saunders & Associates

25 Fresh Pond Rd, Sag Harbor, NY 11963
/50
$4,000,000
- 9 Beds
- 8 Baths
- 5,838 Sq Ft
105 Everit Ave, Hewlett, NY 11557

Welcome to a truly exceptional colonial estate in the heart of Hewlett, where timeless elegance meets the lifestyle expectations of today’s discerning Five Towns buyer. Set on an expansive and beautifully maintained two-acre property, this rare offering delivers the space, privacy, and flexibility that are increasingly difficult to find in this highly sought-after community.From the moment

Inbal Levy B2B Real Estate Group Inc

105 Everit Ave, Hewlett, NY 11557
/27
$8,495,000
- 6 Beds
- 5.5 Baths
- 9,500 Sq Ft
123 Abrahams Path, East Hampton, NY 11937

This remarkable estate is designed for those who appreciate both luxury and privacy, making it a perfect retreat from the hustle and bustle of everyday life. The long, elegant driveway, framed by lush hydrangeas, leads to a grand entrance that hints at the beauty within. Inside, the double-height entryway creates a dramatic first impression, allowing an abundance of natural light to fill the

Justin Agnello Douglas Elliman Real Estate

123 Abrahams Path, East Hampton, NY 11937
/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
/31
$899,999
- 7 Beds
- 2.5 Baths
- 2,712 Sq Ft
9 Torrey Pine Ln, Medford, NY 11763

This beautiful Colonial-style home all new renovated offers 7 spacious bedrooms and 2.5 bathrooms, providing plenty of room for comfortable living. As you enter, you’re welcomed by a bright interior with classic charm and generous living space throughout. The home features a formal dining room perfect for dinners and entertaining guests. There are two large living rooms, one of which includes a

Jose Argueta Realty Connect USA L I Inc

9 Torrey Pine Ln, Medford, NY 11763
/36
$9,950,000
- 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
/30
$1,199,000
- 5 Beds
- 3 Baths
- 2,971 Sq Ft
6 Beaumont Dr, Melville, NY 11747

Stunning Chalet-Style Retreat with Grand Foyer| 5 BR, 3 BA Experience the perfect blend of rustic charm and modern luxury in this spectacular 5-bedroom, 3-bathroom chalet-style home. Designed with an open floor plan and soaring high ceilings, the interior feels incredibly spacious, airy, and filled with natural light. Gourmet Kitchen: Completely updated with sleek granite countertops, premium

Madeleine Camay Compass Greater NY LLC

6 Beaumont Dr, Melville, NY 11747
/30
$6,795,000
- 8 Beds
- 10 Baths
- 5,500 Sq Ft
69 Halsey St, Southampton, NY 11968

Welcome to 69 Halsey Street, a stunning new construction completed in Feb 2026, nestled in the heart of Southampton Village. Situated on a tranquil half-acre lot, with 7 en-suite bedrooms and a guest house with a bedroom and bath, this unique property is set back from the road on a private street, offering both privacy and serenity. This exquisite home with 5,500 square feet of living space

Paul Luciano Utopia Real Estate

69 Halsey St, Southampton, NY 11968
/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
/46
$3,695,000 Open Sat 10:30AM - 12PM
- 5 Beds
- 3 Baths
- 2,026 Sq Ft
33 Hildreth St, Southampton, NY 11968

Village living starts here—where the Southampton lifestyle unfolds just beyond your front door, making it easy to leave the car behind. Chic 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

Angela Boyer Sothebys Int'l Realty Hamptons

33 Hildreth St, Southampton, NY 11968
/31
$3,585,000
- 5 Beds
- 5.5 Baths
- 3,378 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
/30
$8,750,000
- 7 Beds
- 10 Baths
- 11,400 Sq Ft
30 Evans Dr, Glen Head, NY 11545

Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with

Zach Elliott Nest Seekers LLC

30 Evans Dr, Glen Head, NY 11545
/50
$4,995,000 Open Wed 11:45AM - 12:30PM
- 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
/39
$1,249,000
- 5 Beds
- 3 Baths
- 2,676 Sq Ft
2794 Covered Bridge Rd, Merrick, NY 11566

Welcome to this stunning and spacious 5-bedroom, 3 full bathroom Hi-Ranch, ideally situated on a quiet residential block in the highly sought-after South Merrick neighborhood. One of the largest model Hi-Ranches available, this home offers approximately 2,700 square feet of living space, providing the perfect blend of comfort, functionality, and modern upgrades. The upper level features 3

Natan Amos Resource Realty Group

2794 Covered Bridge Rd, Merrick, NY 11566
/50
$1,849,000
- 7 Beds
- 3.5 Baths
- 5,700 Sq Ft
230 W Islip Rd, West Islip, NY 11795

Welcome to a piece of Paradise! this beautiful 1928 5,700 sq. ft. Georgian Colonial, features 7 large bedrooms, 3.5 baths, 16 rooms total, located on beautiful Sampums deep water creek, a few hundred yards from the Great South Bay. this lavish estate offers, poly/glass siding with a 50yr warranty, new central air, decks and terrace built with azek decking. All new exterior lighting, completely

Alice Yurkerwich Howard Hanna Coach

230 W Islip Rd, West Islip, NY 11795
/12
$9,800,000
- 5 Beds
- 6.5 Baths
- 6,357 Sq Ft
15 Gatsby Ln, Great Neck, NY 11024

A Luxe Waterfront Estate of Privacy & Prestige At the end of a discreet cul-de-sac in Kings Point sits a residence of rare distinction. 15 Gatsby Lane is more than a waterfront home—it's a private luxury estate, elevated high above the Long Island Sound and wrapped in seclusion, grandeur, and breathtaking panoramic views. Set on over an acre of prime Gold Coast land, the property commands

Parsa Samii Compass Greater NY LLC

15 Gatsby Ln, Great Neck, NY 11024
/43
$2,095,000
- 6 Beds
- 6 Baths
- 2,490 Sq Ft
36 Charla Dr, Southampton, NY 11968

Discover an exceptional offering in the Hamptons-this beautifully updated six-bedroom, six-bathroom residence presents the perfect balance of refined Hamptons living and outstanding investment potential. Renovated in 2021, the home features a thoughtfully designed open floor plan ideal for both everyday living and entertaining. The light-filled living area flows seamlessly into a well-appointed

Terry Thompson Douglas Elliman Real Estate

36 Charla Dr, Southampton, NY 11968
/28
$23,995,000
- 8 Beds
- 13 Baths
- 11,287 Sq Ft
84 Wainscott Hollow Rd, Wainscott, NY 11975

South of the highway and moments from the ocean, this newly constructed estate in Wainscott offers a luxurious, timeless experience. Poised to be your forever home, this property includes a pool, spa, pool house, and private pickleball court, spread across a generous 1.39-acre parcel. Enjoy views over pristine agricultural land, setting the stage for unrivaled estate living. Designed by the

Vincent Horcasitas Saunders & Associates

84 Wainscott Hollow Rd, Wainscott, NY 11975
/34
$2,625,000 Open Sat 1PM - 2:30PM
- 7 Beds
- 4 Baths
- 3,212 Sq Ft
191 Shinnecock Hills Rd, Southampton, NY 11968

This exquisitely updated home is situated at the end of a tranquil cul-de-sac and features three finished levels, seven bedrooms, and four bathrooms. The incorporation of modern, high-end finishes throughout the property introduces elements of luxury and refinement. The home has been recently renovated and is ready for immediate occupancy. Upon entering, one is greeted by impressive high

Douglas Sabo Nest Seekers International LLC

191 Shinnecock Hills Rd, Southampton, NY 11968
/38
$6,495,000
- 7 Beds
- 11 Baths
- 7,985 Sq Ft
2524 Noyack Rd, Sag Harbor, NY 11963

Stunning new construction situated on a 1.60+\- acre flag lot near the village of Sag Harbor, across from Little Peconic Bay. In a completely private, tranquil setting, this modern traditional style home features 7 bedrooms, 9 full and 2 half bathrooms, and total living space including the lower level of 7,985 square feet. The main level features a double-height foyer leading to a great room with

Christopher Burnside Brown Harris Stevens Hamptons

2524 Noyack Rd, Sag Harbor, NY 11963
/48
$9,807,230
- 6 Beds
- 12 Baths
- 16,500 Sq Ft
660 Chicken Valley Rd, Locust Valley, NY 11560

660 Chicken Valley Road | Locust Valley, Long Island Gold CoastPositioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality.Set across approximately 5.33

Huailing Deng Daniel Gale Sothebys Intl Rlty

660 Chicken Valley Rd, Locust Valley, NY 11560
/42
$9,998,000
- 6 Beds
- 5.5 Baths
- 8,000 Sq Ft
566 E Shore Rd, Great Neck, NY 11024

Experience unparalleled luxury and craftsmanship in this spectacular new construction nestled on over an acre of pristine waterview property in the heart of Kings Point. This one-of-a-kind custom-built estate spans approximately +/- 8,000 square feet of sophisticated living space, artfully designed for both grand entertaining and serene everyday living. From the moment you arrive, the home

Soheila Sharf S Sharf Realty Inc

566 E Shore Rd, Great Neck, NY 11024
/44
$6,475,000
- 6 Beds
- 6 Baths
- 6,474 Sq Ft
10 Colonial Dr, Glen Head, NY 11545

Set on 5 flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated

Nareeta Saini Daniel Gale Sothebys Intl Rlty

10 Colonial Dr, Glen Head, NY 11545
/38
$2,592,900 Open Sat 10AM - 12PM
- 5 Beds
- 4.5 Baths
- 4,353 Sq Ft
90 Belvedere Dr, Syosset, NY 11791

First time on the market in over 20 years, this exceptional custom-designed 4-bedroom residence is perfectly situated on a quiet cul-de-sac in the highly sought-after Oyster Bay Cove, within the Syosset School District. Set on 2 acres of beautifully rolling property, this home offers the ultimate blend of privacy, luxury, and lifestyle. Designed for both everyday living and entertaining, the home

Munirul Islam LAFFEY REAL ESTATE

90 Belvedere Dr, Syosset, NY 11791
/3
$2,675,000
- 5 Beds
- 7 Baths
- 4,000 Sq Ft
18 Sophia Ct, Westhampton, NY 11977

New construction in Westhampton on 1.5+/- acres. Stunning elevated Farmhouse with 5 bedrooms and 5 and one-half baths. Saltwater gunite pool and spa. Room for tennis or pickleball. Pool house optional. Pre-construction, choose your details. Completion date summer/fall 2026.

Marcia Altman Brown Harris Stevens W Hampton

18 Sophia Ct, Westhampton, NY 11977
/49
$3,599,000
- 5 Beds
- 4.5 Baths
- 6,400 Sq Ft
10 Macy Dr, Hewlett, NY 11557

Welcome to This Totally Renovated 5 Bedroom, 4.5 Bath Contemporary Home in Beautiful Hewlett Bay Park Location. Upon Entering You Will Be Captivated By The Soaring Two Story Ceiling and Flowing Open Layout. Spacious Living Room with Fireplace, Formal Dining Room, Updated Granite/Wood Eat in Kitchen with Stainless Steel Appliances, Breakfast Bar and Dining Area Opening Into an Inviting Family Room

Ronnie Gerber Douglas Elliman Real Estate

10 Macy Dr, Hewlett, NY 11557
/35
$1,200,000 Open Sat 12PM - 2PM
- 6 Beds
- 3 Baths
- 3,400 Sq Ft
21 Audubon Gate, Miller Place, NY 11764

Located on a quiet cul-de-sac north of North Country Road in a prestigious neighborhood, this exceptional Bill Hines–built Colonial has been completely and tastefully updated throughout. Set on just shy of an acre of beautifully landscaped, park-like property, this oversized 6-bedroom home offers the perfect blend of luxury, comfort, and functionality. The home features three brand-new full

Linda Stowell Howard Hanna Coach

21 Audubon Gate, Miller Place, NY 11764
/50
$2,250,000 Open Sat 1PM - 3PM
- 5 Beds
- 3.5 Baths
- 4,000 Sq Ft
129 Round Swamp Rd, Huntington, NY 11743

Welcome to This Stunning Postmodern Masterpiece in Half Hollow Hills SD. Impeccably improved and maintained by its original owner since 2001, this exceptional 5-bedroom, single-family residence offers the perfect blend of grand design, modern luxury, and total privacy. Set on a generous lot with a sweeping driveway, the home makes a statement from the moment you arrive — and delivers on every

Melissa D'Angelo Compass Greater NY LLC

129 Round Swamp Rd, Huntington, NY 11743
/2
$944,000
- 5 Beds
- 2.5 Baths
- 2,200 Sq Ft
241 Middle Island Rd, Medford, NY 11763

An Extraordinary Opportunity for the Discerning Buyer or Visionary Investor!This once-in-a-lifetime property is the perfect match for the savvy consumer seeking a unique home to cherish and create lasting memories — or for the strategic investor ready to transform potential into profit. Whether you’re looking for your dream residence or your next star performer in a buy-and-hold portfolio,

Joseph Vennera HomeSmart Premier Living Rlty

241 Middle Island Rd, Medford, NY 11763
/17
$2,998,000
- 5 Beds
- 4.5 Baths
- 4,280 Sq Ft
96 Calvin Ave, Syosset, NY 11791

Construction started! Oct/Nov Completion. A rare opportunity in the heart of North Syosset: a brand-new LUXURY residence on a flat half-acre property with IN-GROUND POOL. MODEL HOME AVAILABLE FOR VIEWING. This center hall colonial will offer approximately 4280 square feet of living space, featuring 5 bedrooms, 4.5 bathrooms, and an expansive open layout ideal for entertaining and everyday living.

Patricia Pascullo Salegna Douglas Elliman Real Estate

96 Calvin Ave, Syosset, NY 11791
/40
$1,690,000
- 6 Beds
- 4.5 Baths
- 5,200 Sq Ft
3810 Greentree Dr, Oceanside, NY 11572

Welcome to 3810 Greentree Drive, built 2024(final CO), a one-of-a-kind custom luxury residence offering rare water and park views, resort-style outdoor living, and unmatched construction quality. Elevator to all 3 floors! Annual Taxes: Currently $4750 yr! This ~5200 total sq ft home features 6 bedrooms and 5 bathrooms with 9’ ceilings and custom hardwood floors throughout. ~3,450' Taxable and

Adam Butter BERKSHIRE HATHAWAY

3810 Greentree Dr, Oceanside, NY 11572

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

5-Bedroom Homes for Sale with Private Pool in Long Island, NY

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