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

/47
$2,900,000
- 5 Beds
- 5.5 Baths
- 4,428 Sq Ft
3 Martingale Gate, Saint James, NY 11780

Welcome to 3 Martingale Gate, a luxurious and completely reimagined estate nestled on a quiet cul-de-sac in the heart of Nissequogue. Set on two private, level acres, this stunning brick-fronted residence blends timeless design with modern luxury in one of Long Island’s most desirable communities. Just moments from Nissequogue Golf Club, Smithtown Yacht Club, and the North Shore’s beautiful

Kyle Roskot The Agency Northshore NY

3 Martingale Gate, Saint James, NY 11780
/32
$5,675,000 Open Sun 3PM - 4:30PM
- 5 Beds
- 5.5 Baths
- 6,000 Sq Ft
28 Earle Dr, Syosset, NY 11791

Sanctuary 28 | Stonehill, MuttontownA modern masterpiece rooted in nature, elevated by design.Set on over an acre in the prestigious Stonehill section of Muttontown, this just-completed new construction is a rare blend of architecture, artistry, and function. With bold scale and refined materials, it offers a living experience defined by drama, glamour, and serenity.Soaring ceilings and dramatic

Karen Sharf Daniel Gale Sothebys Intl Rlty

28 Earle Dr, Syosset, NY 11791
/27
$799,999 Open Sat 1PM - 3PM
- 7 Beds
- 3.5 Baths
- 2,471 Sq Ft
81 Elmhurst Ave, Medford, NY 11763

Welcome to your dream home, nestled on a sprawling 1-acre property that offers both space and comfort. This stunning residence features seven generously sized bedrooms and three and a half bathrooms, making it perfect for those who love to entertain. With the possibility for a rental layout with proper permits, this home provides flexibility for multi-generational living.The thoughtfully

Traci Conforti Realty Connect USA L I Inc

81 Elmhurst Ave, Medford, NY 11763
/35
$999,000 Open Sat 1PM - 3PM
- 5 Beds
- 4 Baths
- 3,000 Sq Ft
611 High St, Port Jefferson, NY 11777

A stunning 5-bedroom, 4-bath Cape ideally situated in desirable Port Jefferson Village, walking distance from main street. This beautiful 1909 home holds timeless charm with modern amenities, offering comfortable living both inside and out. Ample sunlit interiors where hardwood floors, detailed millwork, and a thoughtful layout set you up to call a house a home. The spacious living room with a

Jessica Sullivan Real Broker NY LLC

611 High St, Port Jefferson, NY 11777
/26
$849,888
- 5 Beds
- 3 Baths
- 1,356 Sq Ft
2 Washington Ave, Hicksville, NY 11801

Own Your Dream Home with No Money Down! Take advantage of this exclusive opportunity to purchase this home, and we'll buy your home in a desirable neighborhood. Introducing this spacious Cape House in Hicksville has a 5-bedroom, 3-bathroom home that boasts a comfortable and functional living space. Designed with a Modern Living Room and formal dining room, this home is perfect for hosting

Raj Jaggi VORO LLC

2 Washington Ave, Hicksville, NY 11801
/29
$985,000 Open Sat 12PM - 1:30PM
- 5 Beds
- 2.5 Baths
- 3,104 Sq Ft
42 Jesse Way, Mount Sinai, NY 11766

Welcome to 42 Jesse Way, a stately five-bedroom Colonial set on a breathtaking property that feels like your very own botanical garden. With lush landscaping, a 16’ x 36’ inground swimming pool, and a serene backyard oasis, this home offers the perfect blend of tranquility and luxury. Step inside to discover a thoughtfully designed interior featuring hardwood floors throughout, a formal living

Heather Felice Keohan Compass Greater NY LLC

42 Jesse Way, Mount Sinai, NY 11766
/30
$7,449,000
- 6 Beds
- 5.5 Baths
89 Pound Hollow Rd, Glen Head, NY 11545

Old Brookville’s Crown Jewel Step into almost 8,000 square feet of pure wow in the heart of prestigious Old Brookville. Completely reimagined and renovated from head to toe within the last 24 months, this spectacular estate is the epitome of young, sexy, and dramatic design.From the moment you walk through the door, you're greeted with high style, high ceilings, and high impact. The custom

Karen Sharf Daniel Gale Sothebys Intl Rlty

89 Pound Hollow Rd, Glen Head, NY 11545
/38
$749,990
- 5 Beds
- 4 Baths
- 2,500 Sq Ft
1032 5th St, West Babylon, NY 11704

Nestled on a tranquil street in the desirable West Babylon, this spacious home offers the perfect blend of comfortable family living and income potential. Boasting a total of five bedrooms and four full bathrooms, this property provides ample space for everyone. The main residence features four generous bedrooms and three full bathrooms, while a separate, legal accessory apartment with its own

Ashley Fiore Howard Hanna Coach

1032 5th St, West Babylon, NY 11704
/20
$1,850,000
- 5 Beds
- 3 Baths
- 1,368 Sq Ft
110 Ocean Rd, Ocean Beach, NY 11770

This exquisite beach house, just steps from the ocean, is located on one of the most desirable blocks in Ocean Beach. As you enter, you'll be greeted by a spacious, open floor plan that effortlessly connects the living room, dining area, and chef’s kitchen. The kitchen features a large center island, sleek quartz countertops, premium stainless steel appliances, a wine cooler, and a beautiful teak

Robin Citriniti Netter Real Estate Inc

110 Ocean Rd, Ocean Beach, NY 11770
/33
$8,895,000
- 5 Beds
- 10 Baths
- 19,900 Sq Ft
40 Piping Rock Rd, Locust Valley, NY 11560

Welcome to a world of elegance and sophistication at 40 Piping Rock Road. Majestically situated on over 7 acres of lush, landscaped grounds in the esteemed Village of Matinecock, this timeless 1925 Colonial estate, meticulously renovated in 2008, promises an unparalleled living experience. This exquisite residence boasts a gracious and flowing layout, featuring a formal living room, an elegant

Lindsey Barnett Compass Greater NY LLC

40 Piping Rock Rd, Locust Valley, NY 11560
/30
$4,896,000 Open Sat 1PM - 3PM
- 6 Beds
- 7.5 Baths
- 4,942 Sq Ft
4 Dogwood Dr, Springs, NY 11937

New Construction! Exceptional Modern Retreat in Coveted East Hampton. Set on a beautifully landscaped level one-acre lot, this exquisite property offers the ultimate in luxury living. Designed with modern elegance and functionality in mind, the home boasts three expansive levels of living space featuring six spacious bedrooms and seven and a half pristine baths. Featuring the opportunity for a

Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

4 Dogwood Dr, Springs, NY 11937
/49
$2,499,900
- 5 Beds
- 4.5 Baths
- 4,263 Sq Ft
20 Oak Ln, Hampton Bays, NY 11946

Located in Hampton Bays’ exclusive Old Harbor Colony community on a quiet street, 20 Oak Lane is a short drive to ocean beaches, waterfront dining, and Hampton Bays town, and it’s not far from Southampton, East Hampton, and Long Island wine country. With views of Shinnecock Bay and the ocean inlet, this home has 4,263-square feet of living space, five large bedrooms (two are primary suites), four

Matthew Hart World Prop Intl Sea to Sky

20 Oak Ln, Hampton Bays, NY 11946
/27
$2,999,999 Open Sat 2PM - 3:30PM
- 8 Beds
- 7 Baths
- 6,574 Sq Ft
80 Hubbard Ln, Southampton, NY 11968

Experience a rare Hamptons compound, offering both luxury and privacy. Set on an expansive .75 acre parcel surrounded by mature evergreens with 8 bedrooms, 7 ensuite baths, gunite pool, tennis, and rare 6-car garage. Inside, light-filled interiors are finished with hardwood floors and recessed lighting throughout, while the lower level delivers a playful and luxurious extension of the home.

Edmond Zenuni Saunders & Associates

80 Hubbard Ln, Southampton, NY 11968
/38
$4,950,000
- 5 Beds
- 5.5 Baths
- 4,040 Sq Ft
104 S Ferry Rd, Shelter Island, NY 11964

This exceptional south-facing two-story home is nestled on 3.44 acres, offering breathtaking panoramic views of lush lawns, towering mature trees, a serene pond, and a charming barn. The front yard features a circular driveway and a double-arched covered porch with a beautiful bluestone patio. Inside, the entryway leads into a bright dining room and a spacious living room, both adorned with

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

104 S Ferry Rd, Shelter Island, NY 11964
/42
$2,650,000
- 5 Beds
- 5.5 Baths
- 6,574 Sq Ft
52 Brushy Neck Ln, Westhampton, NY 11977

A Masterpiece of Historic Charm and Modern SophisticationSouth of Montauk. Over 6,500 square feet. One of a kind.Step into timeless elegance at this showstopping 1875 Victorian estate, completely rebuilt in 2008 with no expense spared. Nestled on just over one acre of private, manicured grounds, this home offers more than 6,500 square feet of living space—not including a 2,000 square

Matthew Schnepf Coldwell Banker American Homes

52 Brushy Neck Ln, Westhampton, NY 11977
/23
$2,099,995
- 7 Beds
- 3.5 Baths
- 3,824 Sq Ft
14 The Glen, Locust Valley, NY 11560

Tucked away in the heart of Matinecock, this 7-bedroom, 3.5-bath country home blends timeless elegance with modern comfort. The three-level residence features spacious, light-filled interiors and expansive living areas, ideal for both intimate family gatherings and year-round entertaining. Generous bedrooms offer restful tranquility, with the en-suite primary bedroom showcasing sweeping views of

Wayne Marciano Daniel Gale Sothebys Intl Rlty

14 The Glen, Locust Valley, NY 11560
/36
$1,299,000
- 6 Beds
- 4.5 Baths
- 4,252 Sq Ft
6 Cliffside Dr, Port Jefferson, NY 11777

Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 6 bedrooms, 4.5 baths on a private 1.61 acre lush parcel.

Miriam Ainbinder Daniel Gale Sothebys Intl Rlty

6 Cliffside Dr, Port Jefferson, NY 11777
/50
$2,599,995
- 5 Beds
- 5.5 Baths
- 6,517 Sq Ft
237 Candlewood Path, Dix Hills, NY 11746

Nestled in the heart of Dix Hills, this exquisite brick colonial offers unparalleled privacy, set back from the main road down a secluded driveway on a sprawling 1.35-acre lot. Invisible from the street, this architectural masterpiece welcomes you with a grand double-height entry foyer, where natural light floods the open-concept floor plan, revealing a seamless blend of elegance and modern

Ronald Lanzillotta BERKSHIRE HATHAWAY

237 Candlewood Path, Dix Hills, NY 11746
/28
$1,249,000
- 6 Beds
- 2 Baths
- 2,600 Sq Ft
1357 Barry Dr S, Valley Stream, NY 11580

Beautiful 2 Family home located right beside the Valley Stream State Park at North Valley Stream, featuring 6 bedrooms, 2 bathrooms, Living room, Formal Dining room, Kitchen, full finished basement, 1 car attached garage, a private driveway, and a nice-sized backyard with an in-ground swimming pool. All Bathrooms and kitchens are recently updated. The house also comes with a solar panel (owned)

Shahnewaz Qurashi Exit Realty Prime

1357 Barry Dr S, Valley Stream, NY 11580
/33
$1,299,999
- 5 Beds
- 3.5 Baths
- 3,104 Sq Ft
22 Round Tree Dr, Melville, NY 11747

Welcome to this expansive and bright 5-bedroom, 3.5-bath Farm Ranch, nestled in one of Melville’s most desirable neighborhoods! A multitude of small details makes this a unique home, meticulously maintained by the original owners.The first floor boasts a spacious, sunlit, kitchen with a center island and plenty of room to gather, a comfy den with a gas fireplace, separate formal living and

Jamie Gorman Charles Rutenberg Realty Inc

22 Round Tree Dr, Melville, NY 11747
/46
$889,000 Open Sun 2PM - 3:30PM
- 5 Beds
- 2.5 Baths
- 3,400 Sq Ft
4 Scott Ln, Manorville, NY 11949

Welcome to Your Dream Home — Where Elegance Meets Functionality! Step through the double glass door entry into an impressive two-story foyer adorned with stylish 12x24 tile and beautiful lighting. This home was built for both grand entertaining and everyday comfort. The main level showcases hardwood floors throughout the formal living room, oversized dining room, and a massive great room,

Dawn Jordan Signature Premier Properties

4 Scott Ln, Manorville, NY 11949
/45
$2,699,000
- 5 Beds
- 8 Baths
- 8,000 Sq Ft
15 Armand Ct, Saint James, NY 11780

A truly one-of-a-kind gated compound set on 2.4 lush meticulously manicured acres. This remarkable estate exudes a sense of serenity combined with a modern, open concept. Designed for those who appreciate high-end custom features and the finest in craftsmanship, this property offers an extraordinary living experience. This entertainer's paradise boasts an open and sophisticated living space

Bonnie Glenn Daniel Gale Sothebys Intl Rlty

15 Armand Ct, Saint James, NY 11780
/39
$7,900,000
- 7 Beds
- 10 Baths
- 8,000 Sq Ft
1101 Harbor Rd, Hewlett, NY 11557

Welcome to your dream home at 1101 Harbor Road in Hewlett Harbor! This gorgeous estate is tucked away in a gated peninsula, offering jaw-dropping 360-degree views of the water and sky. It's the perfect spot to unwind with stunning sunrises and sunsets, just a stone's throw from NYC. This 12,000-square-foot Spanish-Mediterranean beauty was rebuilt in 2014 and has 7 spacious bedrooms, including 2

Ahmed Mohamed Compass Greater NY LLC

1101 Harbor Rd, Hewlett, NY 11557
/16
$10,995,000
- 7 Beds
- 7.5 Baths
- 10,000 Sq Ft
6 Windy Hill Ln, Southampton, NY 11932

Windy Hill Estates in Bridgehampton has 4 left and construction is underway. Sited on a generous 1.2+/- acre parcel with pool and Pickleball and borders reserve on two sides. Features 7 bedrooms, 7 full bathrooms and 1 half bath across 9000 +/- sf of living space which includes the lower level. Traditional and modern mix of materials and exquisite craftsmanship melding with architectural details

Christopher Burnside Brown Harris Stevens (Bridgehampton)

6 Windy Hill Ln, Southampton, NY 11932
/35
$5,880,000
- 7 Beds
- 7.5 Baths
- 9,333 Sq Ft
55 Coves Run, Syosset, NY 11791

Nestled at the end of a serene cul-de-sac, this breathtaking 9,400 sq. ft. estate offers an unparalleled blend of modern luxury and European inspired elegance. This exceptional home is designed for grand-scale entertaining and resort-style living.Step inside to be greeted by soaring ceilings, sun drenched rooms and a dramatic open-concept layout. The residence features seven spacious

Oksana Dowling Douglas Elliman Real Estate

55 Coves Run, Syosset, NY 11791
/33
$14,250,000
- 5 Beds
- 4.5 Baths
- 4,110 Sq Ft
322 Rose Hill Rd, Water Mill, NY 11976

Nestled in the heart of Water Mill South, this historic luxury estate is a rare opportunity to own a masterpiece of Shingle Style architecture. Renovated in 2007 and conceived and built in 1884 by Henry Turbell Rose, Rosemary Lodge stands as a testament to exceptional craftsmanship and enduring elegance. Just minutes from the ocean, 0.93-acre grounds featuring a 4,110-square-foot residence, pool

Steven Dorn Brown Harris Stevens Hamptons

322 Rose Hill Rd, Water Mill, NY 11976
/50
$1,799,999
- 6 Beds
- 5 Baths
- 4,091 Sq Ft
38 Cedar St, Stony Brook, NY 11790

Welcome to a stunning piece of history nestled in the heart of Stony Brook - a magnificent 1904 Craftsman home that seamlessly blends period charm with modern luxury. This 6-bedroom, 5-bath residence sits proudly on 0.92 acres of meticulously landscaped grounds, offering 4091 square feet of thoughtfully designed living space.Inside, discover the impeccable craftsmanship of a bygone era,

Kate Works Compass Greater NY LLC

38 Cedar St, Stony Brook, NY 11790
/39
$2,588,000
- 5 Beds
- 5.5 Baths
- 3,700 Sq Ft
60 Moss Ln, Jericho, NY 11753

Modern Luxury Meets Timeless Design in East BirchwoodWelcome to this exceptional custom-built colonial, perfectly situated in the prestigious East Birchwood neighborhood of Jericho. This newly constructed 5-bedroom, 5.5-bath home combines modern elegance with superior craftsmanship throughout.From the moment you enter, you're greeted by a grand double-height entryway that flows

Barbie Li B Square Realty

60 Moss Ln, Jericho, NY 11753
/25
$1,299,950 Open Sun 1PM - 3PM
- 6 Beds
- 3 Baths
- 4,000 Sq Ft
2415 Maple Ave, Seaford, NY 11783

Experience the epitome of luxury living in this absolutely stunning paradise, a private oasis that promises an exclusive lifestyle year-round. This remarkable home boasts six spacious bedrooms and three full bathrooms, offering ample space for relaxation and rejuvenation.The home also features crystal windows, a sprinkler system. Argent gas heating and specially textured brick exteriors provide

Bonnie Salsone Coldwell Banker American Homes

2415 Maple Ave, Seaford, NY 11783
/37
$1,600,000
- 5 Beds
- 3.5 Baths
- 2,890 Sq Ft
19 Stillwood Rd, Brookhaven, NY 11719

Welcome to 19 Stillwood Road, in the picturesque Hamlet of Brookhaven – A Sanctuary of Luxury and TranquilityNestled at the end of a quiet cul-de-sac in the desirable town of Brookhaven, 19 Stillwood Road offers an exceptional property that embodies peaceful living and luxurious comfort. Set on 3.19 acres, this 5-bedroom contemporary home strikes a perfect balance of privacy, tranquility, and

Marie Sottile Coldwell Banker M&D Good Life

19 Stillwood Rd, Brookhaven, NY 11719
/21
$713,899
- 5 Beds
- 3 Baths
- 1,632 Sq Ft
6 Frederick Ave, Freeport, NY 11520

Well maintained Expanded Cape, mid block. Five bedrooms with Master Bedroom on first floor. Large living room with wood burning fireplace and large formal dining room with bay windows. Eat-in kitchen with lots of cabinets. One bathroom on each floor. Full finished basement with bathroom and separate outside entrance. Hardwood floors throughout with lots of closets . Fenced in yard with

Dolores Wingfield John Savoretti Realty

6 Frederick Ave, Freeport, NY 11520
/46
$2,750,000 Open Sat 12PM - 2PM
- 6 Beds
- 9 Baths
- 9,000 Sq Ft
1 Uva Way, Port Jefferson, NY 11777

6 Bedrooms, 6 Full Baths And 3 Half Baths Spectacular Very Green Efficient Mansion Situated In A 1.6 Acre Secluded Belle Terre Area. A unique gem you don't want to miss!9000 Sq.Ft indoor space.40'x20' Indoor Solar Heated Gunite Swimming Pool With Ozone sanitizer. 2700 Sq.ft. Pool House with Wood Burner Stove, Changing Room, Full bath And Entertaining Area. New GAF Roof installed

Blondie Lee Ramos Howard Hanna Coach

1 Uva Way, Port Jefferson, NY 11777
/39
$2,500,000
- 6 Beds
- 6 Baths
- 4,880 Sq Ft
332 Carpenter Ave, Sea Cliff, NY 11579

The Queen of Carpenter Avenue!! You are greeted by a grand wrap around mahogany porch. The party starts outside then easily works its way indoors to the warmth of the den’s wood burning fire place. What grabs your attention immediately is the 19 ft ceiling. The home offers a seamless blend of new and old. Living room, dining room and reading nook still hold some of the original details from 1908,

Vivian Parisi Daniel Gale Sothebys Intl Rlty

332 Carpenter Ave, Sea Cliff, NY 11579
/48
$6,399,999
- 5 Beds
- 10 Baths
- 12,446 Sq Ft
67 3rd St, Garden City, NY 11530

MAGNIFICENT, one-of-a kind property, situated mid block in the heart of the Central Section of Garden City. Enter into the expansive foyer with a winding 3-story staircase. First floor features FLR, FDR, home office, open kitchen, pantry, rear mud room & den. Bedrooms abound in this home; 5 total, 3 with attached sitting room. Primary bedroom offers an expansive closet and gorgeous full bath. 3

Gina Padro Keller Williams Realty Greater

67 3rd St, Garden City, NY 11530
/43
$1,995,000
- 5 Beds
- 5 Baths
- 5,100 Sq Ft
Unlisted Address

Looking for a unique property on almost 2 Acres nested in a quiet Cul-de-Sac in desirable Dix Hills? This is the one! Welcome home to this beautifully maintained colonial on a rare private 1.7 Acre lot! With 9-foot ceilings throughout, this 5 Bedroom, 5 Bathroom home set within the highly acclaimed Half Hollow Hills School District is a must see! The first floor offers an easy and

Vasilikoula Moustakis Keller Williams Realty Greater

Unlisted Address
/49
$3,199,000
- 5 Beds
- 7 Baths
- 6,000 Sq Ft
15 Banbury Ln, Huntington, NY 11743

Approached via a bucolic, tree-lined private lane—perhaps one of the most picturesque in the Village of Lloyd Harbor, and ending on the shores of Cold Spring Harbor—this exceptional estate is a true standout. At the heart of the property is a stately 6,000+ sq. ft. Tudor mansion - classic in its architecture yet outfitted with today’s luxe fixtures & amenities. The home beckons to a bygone era,

Edward Schmidt Douglas Elliman Real Estate

15 Banbury Ln, Huntington, NY 11743
/46
$6,998,888
- 5 Beds
- 7 Baths
- 8,300 Sq Ft
117 Malba Dr, Whitestone, NY 11357

Royal Waterfront Masterpiece in Elite MalbaUltra luxurious and upscale living in the heart of the Elite NY suburbs with 5-star resort-style living in the most suburban part of Queens New York. Amazing custom-built Mediterranean waterfront masterpiece on an oversized 23,400 sqft (120x200) lot with panoramic water views. This Feng Shui-inspired architectural marvel harmoniously blends metal, water,

David Tair RE/MAX 1st Choice

117 Malba Dr, Whitestone, NY 11357
/19
$730,000
- 5 Beds
- 4 Baths
- 2,711 Sq Ft
105 Auborn Ave, Shirley, NY 11967

Entertainers delight! All spacious rooms, Radiant heated floors, Hardwood flooring, Den with fireplace and full bath, Large 1/2 acre with patio and inground heated pool. 2 Car Garage has heat and AC. 2 basements. New Roof. Legal accessary apartment on side of house.

Renee Cuitkovic Signature Premier Properties

105 Auborn Ave, Shirley, NY 11967
/40
$2,124,000 Open Sun 2PM - 3PM
- 5 Beds
- 3 Baths
- 4,320 Sq Ft
2217 E 64th St, Brooklyn, NY 11234

Luxurious Renovated Mansion in Mill Basin! Experience unparalleled living in this beautifully redesigned 5-bedroom, 4-bathroom home. The first floor offers an open-concept layout featuring a formal living room, an elegant dining room, and a state-of-the-art gourmet kitchen equipped with top-tier appliances and sliding doors leading to a backyard oasis. The backyard boasts a heated Olympic-sized

Maria Fabbro

2217 E 64th St, Brooklyn, NY 11234
/23
$1,699,000
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
969 Ripley Ln, Glen Head, NY 11545

Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

Maria Corigliano Douglas Elliman Real Estate

969 Ripley Ln, Glen Head, NY 11545

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