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

/29
$6,800,000
- 6 Beds
- 6.5 Baths
- 9,931 Sq Ft
8 Widow Coopers Path, Sag Harbor, NY 11963

**Elegant and Spacious Retreat in North Haven Point** Discover a luxurious lifestyle at 8 Widow Coopers Path, an exceptional residence nestled in the prestigious gated community of North Haven Point. This majestic home, spanning an impressive 9,931 square feet on three levels, is a masterpiece of elegant design and modern comfort, built in 2011 with meticulous attention to detail. The residence

Kathleen Zappola Compass

8 Widow Coopers Path, Sag Harbor, NY 11963
/22
$19,995,000
- 7 Beds
- 11 Baths
- 10,586 Sq Ft
136 Trelawney Rd, Bridgehampton, NY 11932

This masterfully designed estate on 2.4 acres with 10,586 +/- sq. ft. on three floors, blends classic Hamptons elegance with modern luxury. This new construction offers a complete lifestyle experience just minutes from ocean beaches and Village amenities. The home features a grand first-floor layout that includes a spacious great room with fireplace, a formal dining room, an oversized kitchen

Vincent Horcasitas Saunders & Associates

136 Trelawney Rd, Bridgehampton, NY 11932
/12
$1,848,000
- 5 Beds
- 4.5 Baths
- 3,458 Sq Ft
21 Venus Rd, Syosset, NY 11791

Exquisite New Construction "To Be Built" with an in-ground pool in Prime Syosset Location! This stunning 5-bedroom, 4.5-bath Colonial offers nearly 3,500 sq ft of luxurious living space. Thoughtfully designed with an open and bright layout, this exceptional home features a chef's kitchen complete with a large center island, gas cooking, custom cabinetry, and a seamless flow into the spacious den

Linda Freedman Douglas Elliman Real Estate

21 Venus Rd, Syosset, NY 11791
/45
$4,900,000
- 5 Beds
- 5.5 Baths
- 5,001 Sq Ft
42 Clock Tower Ln, Old Westbury, NY 11568

Experience Gilded Age elegance in this captivating 1891 Stanford White residence, once part of the original Morgan Estate and majestically set on over 4 park-like acres on iconic Clock Tower Lane. Known to be situated at one of the highest points on Long Island, this property features a grand main house with high ceilings, exceptional millwork, eight classic Stanford White fireplaces and large

Dee Dee Brix Compass Greater NY LLC

42 Clock Tower Ln, Old Westbury, NY 11568
/35
$8,900,000
- 5 Beds
- 4.5 Baths
- 6,554 Sq Ft
5 Half Moon Ln, Port Washington, NY 11050

Waterfront Living: Perfected.Custom built 21-years-young Colonial is at once grand and intimate, spacious (6554 sf) yet comfortable, and with every desired amenity. Sited on exquisitely landscaped 1.25 acre property, with pool, leading to 164' beach with private dock. Sold fully furnished. Everything about this offering says luxury and quality.

Maggie Keats Douglas Elliman Real Estate

5 Half Moon Ln, Port Washington, NY 11050
/49
$4,299,000
- 5 Beds
- 6 Baths
- 3,000 Sq Ft
125 Ocean Rd, Ocean Beach, NY 11770

slide 4 to 6 of 44 This beautiful home at 125 Ocean Road, Ocean Beach was completed in June of 2023. Bordering open spaces owned by the church, this compound is a serene retreat from the hustle and bustle of the mainland.John Ross of Ross Brothers Construction worked diligently with architect Charles Lembo from Spaces Architects and the project’s designer, Carrie Brandstrom of

Megan Wallace F I N Y Real Estate Co LLC

125 Ocean Rd, Ocean Beach, NY 11770
/36
$1,395,000
- 5 Beds
- 3.5 Baths
- 3,516 Sq Ft
213 Harbor Ln, Massapequa Park, NY 11762

Spectacular Expanded Multi-Level Ranch in the Heart of South Massapequa ParkUnique one-of-a-kind home offering expansive living space and luxurious details throughout including crown moldings and coffered ceilings. The main level features a family room with a fireplace, separate formal living room, an updated eat-in kitchen, spacious dining room, convenient butler’s pantry, stylish half bath,

Jane Clifford Signature Premier Properties

213 Harbor Ln, Massapequa Park, NY 11762
/36
$4,995,000
- 5 Beds
- 9 Baths
- 7,600 Sq Ft
8 Mill Pond Ln, Locust Valley, NY 11560

Set on 9 private acres along Mill Neck Creek, 8 Mill Pond Lane in Lattingtown is a rare waterfront sanctuary that blends bold contemporary architecture with natural serenity. Enjoy sunrise and sunset views, elevated lawns with sweeping vistas to the water’s edge, and a layout ideal for year-round indoor and outdoor living in the Locust Valley School District.A soaring 25-foot great room

Douglas Sabo Nest Seekers International LLC

8 Mill Pond Ln, Locust Valley, NY 11560
/19
$2,499,000
- 5 Beds
- 3 Baths
- 3,900 Sq Ft
50A S Phillips Ave, Remsenburg, NY 11960

Drive down a picturesque, tree-lined driveway and arrive at this stunning post-modern home nestled on a spacious, 1.08 acre private property — the perfect blend of tranquility and modern living.Boasting 5 bedrooms and 3 full bathrooms, this open-concept residence offers exceptional space and comfort. Two story living room, with large arched windows, open to dining room and 2 sided fireplace,

Dawn Heptig Keystone Realty USA Corp

50A S Phillips Ave, Remsenburg, NY 11960
/30
$2,499,000
- 5 Beds
- 3.5 Baths
- 3,530 Sq Ft
8 Rolling Dr, Glen Head, NY 11545

Welcome to your dream home in the prestigious Brookville neighborhood, located within the highly sought-after Jericho School District. This beautifully maintained, spacious colonial sits on a breathtaking 2-acre flat lot featuring a luxurious inground heated swimming pool, perfect for relaxing or entertaining.Inside, you'll find hardwood floors throughout, natural gas cooking and heating,

Lei Liu Signature Premier Properties

8 Rolling Dr, Glen Head, NY 11545
/36
$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
/5
$1,399,000 Open Sun 12PM - 2PM
- 5 Beds
- 6.5 Baths
- 5,966 Sq Ft
428 Harbor Rd, Laurel Hollow, NY 11791

Exceptional Opportunity to Build a Luxury Estate in Laurel Hollow. Perched atop a prestigious hill in the exclusive enclave of Laurel Hollow, this ultra-private property presents a rare opportunity to construct a custom-designed mansion in one of the most sought-after locations on the North Shore. Surrounded by serene natural beauty and offering maximum privacy, the estate promises to be a true

Ana Tarazona Property Professionals Realty

428 Harbor Rd, Laurel Hollow, NY 11791
/29
$870,000
- 5 Beds
- 5 Baths
- 48,787 Sq Ft
262 Radio Ave, Miller Place, NY 11764

Welcome to your dream home! Nestled on a 1.1-acre lot in Miller Place, this 5-bedroom, 5-bathroom Colonial offers the perfect blend of space, style, and serenity. Built in 1995 and meticulously maintained, this home features classic architectural charm with hardwood floors, cozy carpeting, and elegant touches throughout.Step into a bright and spacious layout ideal for both everyday living and

Oran Carr Long Island Homes & Horse Prop

262 Radio Ave, Miller Place, NY 11764
/33
$2,099,000
- 5 Beds
- 3.5 Baths
- 3,900 Sq Ft
8 Ponderosa Dr, Melville, NY 11747

Tuxedo Hills Large 5 Bedroom 3.5 Baths on 1.13 acres Completely remodeled Home by an Architect. Large Kitchen with Sub Zero, Viking and Wolf Stainless Steel Appliances including a wine cooler and warming draw. Radiant Heated Floors in Kitchen and all Bathrooms. Living Room And Dining Room have Cherry wood Floors Living Room has a gorgeous gas Fireplace. Large Family Room with 22 Foot High

Lori Ricciuti Charles Rutenberg Realty Inc

8 Ponderosa Dr, Melville, NY 11747
/40
$989,999 Open Sun 12PM - 2PM
- 5 Beds
- 3.5 Baths
- 2,530 Sq Ft
47 Yuma Ln, East Islip, NY 11730

Welcome to this beautifully renovated 5-bedroom Colonial located in the highly desirable neighborhood of East Islip. Perfectly situated near top-rated public schools, shopping centers, and public transportation, this spacious home offers the ideal blend of comfort, convenience, and modern living. Inside, you’ll find a fully updated interior featuring all-new flooring throughout, along with

Muhammad Sher Best American Homes Inc

47 Yuma Ln, East Islip, NY 11730
/30
$1,850,000
- 5 Beds
- 5.5 Baths
- 5,625 Sq Ft
2 W View Dr, Oyster Bay, NY 11771

Exceptional Opportunity – Contemporary Home in Sagamore Woods Private Cul-De-SacSet on five private acres in Sagamore Woods Private Cul De Sac this 5,900 sq. ft. contemporary home presents a rare opportunity to reimagine and renovate to your taste. A circular driveway welcomes you to this architecturally dramatic residence, where soaring ceilings and expansive spaces offer endless

Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

2 W View Dr, Oyster Bay, NY 11771
/11
$2,458,000
- 5 Beds
- 4.5 Baths
- 3,700 Sq Ft
17 Madison Ave, Jericho, NY 11753

Welcome to Your Dream Home—Under Construction! Located in the prestigious West Birchwood neighborhood of Jericho, this extraordinary custom stucco Colonial on over a 1/4 acre offers 3,700 square feet of luxury living with 5 bedrooms, 4.5 baths and two car garage. Designed with both elegance and functionality, the home features a dramatic two-story foyer, sun-drenched open layout, and expertly

Linda Freedman Douglas Elliman Real Estate

17 Madison Ave, Jericho, NY 11753
/12
$1,199,999
- 5 Beds
- 4 Baths
- 1,800 Sq Ft
8536 112th St, Richmond Hill, NY 11418

Discover a rare opportunity to own a fully legal 3-family home in the heart of Richmond Hill, perfectly positioned for both comfortable living and strong rental income. Whether you’re an investor seeking high returns or a homeowner looking for extra space and income potential, this property delivers unmatched versatility.Just 2 blocks from the expansive and scenic Forest Park, one of

hassan shah Blackstone Realty

8536 112th St, Richmond Hill, NY 11418
/23
$5,995,000
- 8 Beds
- 10 Baths
- 9,038 Sq Ft
9 Blue Jay Way, East Hampton, NY 11937

Experience a rare convergence of bold modern architecture and sustainable innovation in this newly constructed estate, perfectly sited on 1.1 acres of private, landscaped grounds. Built from durable concrete and spanning over 9,000 square feet across three levels, this residence features 8 bedrooms, 8 bathrooms, and 2 powder rooms, designed with an open, column-free layout that maximizes space

Martha Gundersen Douglas Elliman Real Estate

9 Blue Jay Way, East Hampton, NY 11937
/46
$3,688,000
- 7 Beds
- 6.5 Baths
- 5,963 Sq Ft
115-18 Mayfair Rd, Jamaica, NY 11418

Welcome to a Masterpiece in the Heart of Kew Gardens!Step into one of Kew Gardens' most distinguished custom residences, where sophistication meets unparalleled craftsmanship. Behind grand, handcrafted double doors lies a home of timeless elegance, thoughtfully designed for luxurious living and effortless entertaining.Main Level – Grace in Every DetailThe first floor unfolds in a

Alina Yukhtman Golden One Realty Group LLC

115-18 Mayfair Rd, Jamaica, NY 11418
/19
$89,000,000
- 8 Beds
- 10 Baths
- 9,000 Sq Ft
21 & 407 Fairfield Pond Ln, Sagaponack, NY 11962

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two single and separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as

Kieran Brew SERHANT.

21 & 407 Fairfield Pond Ln, Sagaponack, NY 11962
/42
$2,699,000
- 7 Beds
- 3 Baths
- 4,800 Sq Ft
22 Beaumont Dr, Melville, NY 11747

Welcome to 22 Beaumont Drive — a truly one-of-a-kind 4,800 square foot expanded contemporary masterpiece, fully renovated in 2022 and designed for luxury living and unforgettable entertaining. Situated on a pristine 0.7-acre lot, this home boasts a resort-style backyard that will take your breath away. From the travertine and marble stone pavers to the expansive sun deck, built-in jacuzzi, and

David Cohen SRG Residential LLC

22 Beaumont Dr, Melville, NY 11747
/40
$1,939,000
- 6 Beds
- 6 Baths
- 4,000 Sq Ft
21 Inlet View Path, East Moriches, NY 11940

Welcome to 21 Inlet View Path—set on nearly two acres in the desirable Baywoods Estates, this idyllic property offers space, privacy, and stylish updates! Offering 5-6 bedrooms, 4 full bathrooms, 2 half-baths and 4000 +|- SF of living space. Thoughtfully & tastefully designed, the main level features a brand new gourmet chef's kitchen with Sub-zero fridge and Wolf induction stove, dramatic living

Kenneth Hirsch Compass Greater NY LLC

21 Inlet View Path, East Moriches, NY 11940
/24
$1,995,000
- 5 Beds
- 4.5 Baths
- 3,200 Sq Ft
2060 Shipyard Ln, East Marion, NY 11939

Newly constructed home on a generous acre, just a few hundred yards from the Peconic Bay. This spacious and thoughtfully designed residence features a sun-filled living room with a gas-burning fireplace overlooking the backyard, as well as a large eat-in kitchen with a charming dining nook. Just off the attached two-car garage is a mudroom, designed for beachhouse living, complete with a laundry

Bridget Elkin Compass Greater NY LLC

2060 Shipyard Ln, East Marion, NY 11939
/28
$4,495,000
- 7 Beds
- 7.5 Baths
- 7,300 Sq Ft
19620 Soundview Ave, Southold, NY 11971

Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7,300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four

Alexis Meadows Douglas Elliman Real Estate

19620 Soundview Ave, Southold, NY 11971
/36
$2,999,999
- 8 Beds
- 4.5 Baths
- 10,000 Sq Ft
9 Convent Ln, Center Moriches, NY 11934

Timeless Grandeur on the Waterfront-Step into a world of historic elegance and boundless potential at this rare, waterfront gem. Nestled on over 3 acres of gently rolling grounds and boasting an impressive 383 feet of private bayfront, this iconic 1896 Queen Anne Victorian stands as a testament to craftsmanship, character, and charm. Spanning nearly 9,000 square feet across three expansive

Kimberly Cammarata Douglas Elliman Real Estate

9 Convent Ln, Center Moriches, NY 11934
/28
$16,400,000
- 8 Beds
- 9.5 Baths
- 9,534 Sq Ft
551 Main St, Southampton, NY 11978

Discover the ultimate in luxury living on 3 private acres with 225 feet of bulkhead along the serene Quantuck Creek in Quiogue. This stunning new construction estate offers unparalleled privacy, panoramic open creek views, and resort-style amenities crafted for both relaxation and entertaining. Step through a beautiful white oak foyer into a home rich with craftsmanship, featuring custom trim

Kimberly Cammarata Douglas Elliman Real Estate

551 Main St, Southampton, NY 11978
/29
$7,800,000
- 5 Beds
- 3.5 Baths
96 Old House Ln, Port Washington, NY 11050

Set on over two acres of pristine waterfront along the shoreline of Sands Point, this custom-built contemporary beach house, masterfully designed by award-winning architect Daniel Schartzman, is a true architectural masterpiece. Thoughtfully designed to embrace its breathtaking setting on the Long Island Sound, the residence features soaring walls of glass and oversized windows that bathe the

Jason Friedman Daniel Gale Sothebys Intl Rlty

96 Old House Ln, Port Washington, NY 11050
/36
$6,500,000
- 5 Beds
- 3.5 Baths
- 6,555 Sq Ft
116 White Hill Rd, Cold Spring Harbor, NY 11724

Eagle’s Beak, a Magnificent Estate in Cold Spring Harbor with Incredible Western Sunsets- a timeless, classic brick residence overlooking Cold Spring Harbor commands 180-degree panoramic water views. The house, designed by noted architect Aymar Embury, is perched above the harbor on 3 .5 acres of lovely private grounds, with specimen trees, a gunite pool, a walled rose garden and a charming two

Judith Goldsborough Daniel Gale Sothebys Intl Rlty

116 White Hill Rd, Cold Spring Harbor, NY 11724
/34
$1,749,999
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
8 Lisa Dr, Huntington Station, NY 11746

Welcome to 8 Lisa Drive – A Premium Corner Property in the Heart of Dix Hills!Located in the highly sought-after Half Hollow Hills School District, this beautifully maintained 5-bedroom, 3.5-bath Colonial sits on over an acre of professionally landscaped property with southern exposure and ultimate privacy.Inside, you’ll find designer details and quality craftsmanship throughout. The

Lisa Luttinger Douglas Elliman Real Estate

8 Lisa Dr, Huntington Station, NY 11746
/27
$1,695,000
- 5 Beds
- 5.5 Baths
- 5,373 Sq Ft
273 Bayville Rd, Locust Valley, NY 11560

Welcome to 273 Bayville Road – A Private 1.9-Acre Retreat with Endless PossibilitiesSet amidst mature plantings and framed by specimen trees, this charming estate offers 1.9 acres of natural beauty, complete with pool, lush flower gardens, and serene privacy.This expansive residence features 5 bedrooms, 5.5 bathrooms, and versatile living space. The sun-filled living room with a classic

Antje Dolido Daniel Gale Sothebys Intl Rlty

273 Bayville Rd, Locust Valley, NY 11560
/44
$1,359,000
- 5 Beds
- 2.5 Baths
- 2,800 Sq Ft
17 Wood Hollow Ln, Northport, NY 11768

Welcome to 17 Wood Hollow Lane — a beautifully updated 5-bedroom, 2.5-bath ranch nestled in a quiet cul-de-sac in Northport’s desirable Fort Salonga community. Located within the Kings Park School District and set on 1.1 private, park-like acres, this home offers a rare blend of comfort, functionality, and luxurious indoor-outdoor living.With over 2,800 square feet on the main level, the

Pamela Zaid Howard Hanna Coach

17 Wood Hollow Ln, Northport, NY 11768
/45
$3,180,000
- 5 Beds
- 5.5 Baths
- 4,951 Sq Ft
25 Holiday Pond Rd, Jericho, NY 11753

Welcome to this exquisite residence in the Hamlet Estates at Jericho, one of Long Island’s most sought-after luxury gated communities. This stately single-family home offers over 4,900 square feet of thoughtfully designed living space, including 5 spacious bedrooms, 5.5 baths, and a fully finished basement, ideal for entertaining or extended family living.Built in 2005 and maintained in

Lin Tan Daniel Gale Sothebys Intl Rlty

25 Holiday Pond Rd, Jericho, NY 11753
/32
$7,500,000
- 5 Beds
- 4 Baths
- 3,400 Sq Ft
118 Georgica Close Rd, East Hampton, NY 11937

Situated on Georgica Pond, this stunning mid-century modern home was originally built in 1965, and masterfully re-designed by renowned designer Amy Lau, who seamlessly blended sophistication with nature. With its expansive windows, the home invites views of the pond and surrounding landscape into every room, creating a tranquil atmosphere that you'll cherish for years to come. Inside, discover

Jennifer Wilson Saunders & Associates

118 Georgica Close Rd, East Hampton, NY 11937
/48
$4,295,000
- 5 Beds
- 6 Baths
- 6,000 Sq Ft
8 High Meadow Ct, Glen Head, NY 11545

Welcome to this Magnificent Brick Masterpiece with Guest/Pool House on Two Impeccable Resort Style Acres. This Grand Residence sets High Standards for a lifestyle of luxury offering timeless elegance and luxurious modern amenities. Sophisticated designer finishes are blended with classic appointments throughout it's refined and thoughtfully designed Interior. A stunning marble reception foyer

Ellen Zipes Compass Greater NY LLC

8 High Meadow Ct, Glen Head, NY 11545
/30
$10,995,000
- 5 Beds
- 5.5 Baths
- 4,200 Sq Ft
217 Dune Rd, Westhampton Beach, NY 11978

Introducing a Coastal Paradise! Nestled in the coveted Village of Westhampton Beach, this stunning oceanfront gem on Dune Road between the bridges awaits you! Set on approx. 100 feet of direct oceanfront, this over 4,000 sq ft stunner offers luxury, privacy, and unbeatable views. The first floor features four spacious bedrooms, three full baths, an expansive family room, and seamless flow to the

Lauren Spiegel Douglas Elliman Real Estate

217 Dune Rd, Westhampton Beach, NY 11978
/44
$1,279,000
- 5 Beds
- 4.5 Baths
- 2,699 Sq Ft
250 N Poplar St, Massapequa, NY 11758

Introducing a luxury home that epitomizes gracious space and comfort! This home is not just a wonderful house.Its a lifestyle waiting for you to embrace. Come and see this gorgeous expanded colonial home tastefully renovated completely. A delightful combination of impressive outdoor space and modern interiors with an open floor plan will impress you all the way. This beautiful house is

Samina Nadeem Douglas Elliman Real Estate

250 N Poplar St, Massapequa, NY 11758
/43
$2,225,000
- 5 Beds
- 3.5 Baths
- 4,191 Sq Ft
2 Gail Terrace, Glen Cove, NY 11542

Elegant Living in Red Spring Manor Welcome to 2 Gail Terrace, an exquisite residence in the prestigious Red Spring Manor community, offering private beach access and refined coastal living. This beautifully updated 5-bedroom, 3.5-bathroom home seamlessly blends timeless sophistication with modern comfort.Step into a grand two-story foyer with a stunning staircase, setting the tone

Nareeta Saini Daniel Gale Sothebys Intl Rlty

2 Gail Terrace, Glen Cove, NY 11542
/34
$1,099,000 Open Sun 12PM - 1:30PM
- 5 Beds
- 2.5 Baths
- 3,365 Sq Ft
2 Bridge Branch Rd, Smithtown, NY 11787

Discover this exceptional property in Smithtown Pines—spanning over 3/4 acre on a rare half-block lot directly across from a tranquil nature preserve. This beautifully remodeled 5-bedroom, 2.5-bath home seamlessly combines space, privacy & a new contemporary interior. It features oak hardwood floors, crown moldings, a formal entry hall & a sun-lit open-concept dining kitchen with quartz

Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

2 Bridge Branch Rd, Smithtown, NY 11787
/40
$2,145,000
- 5 Beds
- 4.5 Baths
- 4,416 Sq Ft
720 Motts Cove Rd N, Roslyn, NY 11576

Detached Center Hall colonial set on an oversized 1.2 acre lot Perfectly Blending 19th Century Charm With Modern FeelIn-Ground Gunite Pool and open front porch This 5-bedroom, 4.5 f bath home offers spacious living and an ideal layout for comfort and entertaining. Features include a formal living room, elegant dining room, large eat-in kitchen, and generously sized bedrooms. The primary

Paul Luciano Utopia Real Estate

720 Motts Cove Rd N, Roslyn, NY 11576

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