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

/3
$4,800,000
- 6 Beds
- 5.5 Baths
- 4,747 Sq Ft
71 Tansey Ln, Bridgehampton, NY 11932

Located on a quiet cul-de-sac in the sought-after Bridgewoods community, this brand-new 6-bedroom, 5.5-bath home offers 4,747 square feet of thoughtfully designed living space on 0.39 acres. Built in 2025, the home features a transitional style with clean lines, open living areas, and high-quality finishes throughout. The main level includes an open kitchen with quartz countertops and stainless

Ed Gaetjens

Saunders & Associates

(631) 614-5533

71 Tansey Ln, Bridgehampton, NY 11932
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/10
$4,250,000
- 5 Beds
- 6 Baths
- 4,200 Sq Ft
190A S Country Rd, Remsenburg, NY 11960

Remsenburg New Construction features 5 bedrooms, 6 designer baths, dining room, living room w/fireplace, professional kitchen, 2 laundry rooms, 2 car garage w/separate staircase to bonus room. Additional 2000 sq. ft unfinished basement with multiple egress windows, 9' ceilings, and separate outside entrance - perfect for future expansion. The 4200 sq. ft. Post Modern is set on 1 acre of

Craig Amodemo

Hampton Estates Realty LLC

(631) 515-6216

190A S Country Rd, Remsenburg, NY 11960
/49
$799,000 Open Sat 12PM - 2PM
- 5 Beds
- 3 Baths
- 3,000 Sq Ft
222 Jamaica Ave, Medford, NY 11763

Pride of ownership shines throughout this meticulously maintained 3,000+ sq ft Colonial set on a half-acre of beautifully landscaped, park-like grounds. Featuring 5 spacious bedrooms and 3 full bathrooms, with a 4th bath ready for your custom finish in the primary suite, this home offers incredible space and flexibility. The large living room with fireplace and expansive kitchen are perfect for

Mario Arias

Oversouth LLC

(631) 818-1247

222 Jamaica Ave, Medford, NY 11763
/42
$2,600,000
- 6 Beds
- 6 Baths
- 5,600 Sq Ft
19 8th St, Hicksville, NY 11801

Welcome to your dream home in the heart of Hicksville!This stunning property sits on a spacious 10,800 sq. ft. lot and was built in 2015 with top-of-the-line craftsmanship and premium materials throughout. The home features 6 bedrooms and 6 full bathrooms all with bidets, offering plenty of room for a large family and guests.Step inside to find luxury finishes and high-end appliances,

Khalidah Arifee

Property Professionals Realty

(516) 613-5748

19 8th St, Hicksville, NY 11801
/4
$3,895,000
- 5 Beds
- 6.5 Baths
12 Peconic Bay Ave, North Sea, NY 11968

Set within Southampton's coveted bayside corridor, this 2026 new construction offers the easy luxury of a private street, deeded Peconic Bay beach access, and effortless proximity to waterfront dining. Built by Cusumano Custom Homes and designed by Ryan Kesner, the 4,500 +/- SF traditional residence offers 5 bedrooms, 6.5 baths, and a thoughtful modern layout on .34 acres. The main level features

Ed Gaetjens

Saunders & Associates

(631) 529-6930

12 Peconic Bay Ave, North Sea, NY 11968
/50
$2,500,000
- 5 Beds
- 6.5 Baths
- 5,120 Sq Ft
33A Newtown Rd, Hampton Bays, NY 11946

**NEWLY REDUCED PRICE** This Residence is perhaps THE LARGEST non-waterfront property in Hampton Bays! Offering over 5,100 Square Feet of Luxurious Living Space, featuring 5 Bedrooms, 6 1/2 Baths, a Fully-Finished Lower Level, and a Spacious Guest Suite above the 3-Car Garage, this home incorporates just about everything you could imagine and desire in a property, within a resort-like setting!

Richard Connelly

Douglas Elliman Real Estate

(631) 706-9291

33A Newtown Rd, Hampton Bays, NY 11946
/8
$5,450,000
- 5 Beds
- 5.5 Baths
- 3,500 Sq Ft
131 Narrow Ln, Bridge Hampton, NY 11932

Breaking ground this year, there is still time to customize your Hamptons estate to suit your luxury lifestyle and tastes. Located in the heart of Bridgehampton on .34 acre, this is a rare opportunity to create your dream home in the Hamptons with 3,500 +/- sq. ft. of living space, 5 bedrooms, 5.5 baths, and a finished lower level. Interiors are chic and contemporary with an open-concept layout

Ed Gaetjens

Saunders & Associates

(631) 910-7797

131 Narrow Ln, Bridge Hampton, NY 11932
/45
$4,750,000
- 5 Beds
- 7 Baths
- 6,900 Sq Ft
19 Cobblestone Ct, Centerport, NY 11721

Water Views Across Centerport Harbor & the Long Island Sound — A Rare Offering. Tucked at the end of a secluded court on over three pristine acres, this English Country–inspired estate is a statement of privacy, scale, and timeless design, positioned to capture sweeping water views from every vantage point along the rear of the home. A rare natural path leads to the shoreline, offering effortless

Kieran Rodgers

The Agency Northshore NY

(631) 502-5751

19 Cobblestone Ct, Centerport, NY 11721
/4
$1,688,000
- 5 Beds
- 6 Baths
- 5,197 Sq Ft
8 China Ln, Setauket, NY 11733

Welcome to an extraordinary luxury residence nestled in the most coveted location of Poquott Village, just moments from the serene waterfront and within the highly regarded Three Village School District. This exceptional home offers the perfect blend of elegance, comfort, and modern sophistication. Built with a relatively young structure and designed to impress, the home features five spacious

Yan Wong

Modern Realty and Management

(631) 832-4031

8 China Ln, Setauket, NY 11733
/45
$2,095,000
- 5 Beds
- 3.5 Baths
- 4,805 Sq Ft
21 Sleepy Ln, Melville, NY 11747

Set on a quiet cul-de-sac and backing to expansive parkland, this fully renovated center hall Colonial offers a rare blend of privacy, space, and modern luxury. A grand entry foyer with soaring ceilings leads into beautifully reimagined interiors. At the heart of the home, a chef-designed kitchen opens seamlessly to the living room with a fireplace, creating an ideal space for both everyday

Raquel Knoell

Douglas Elliman Real Estate

(516) 973-5243

21 Sleepy Ln, Melville, NY 11747
/36
$5,950,000
- 7 Beds
- 6.5 Baths
- 7,719 Sq Ft
865 Barberry Ln, Woodmere, NY 11598

Welcome to this custom-built 7,719 sq ft Colonial that sits on a 34,848 sq ft lot and offers exceptional space and craftsmanship. A double-height foyer leads to formal living and dining rooms, a den, and a chef’s eat-in kitchen with Valcucine cabinetry, limestone floors, two cooktops, three refrigerators, three dishwashers, and dual sinks—designed for effortless entertaining. The first floor also

Bryna Flaum Five Towns Miller Realty Inc

865 Barberry Ln, Woodmere, NY 11598
/24
$999,999
- 9 Beds
- 4 Baths
- 3,561 Sq Ft
1967 Washington Ave, Seaford, NY 11783

Spacious and versatile Colonial located in the heart of Seaford! This expansive home offers 9 bedrooms and 4 full bathrooms, providing exceptional flexibility for a variety of living arrangements. The property features a full basement, enclosed patio, and an inground pool, perfect for enjoying both indoor and outdoor living. Additional highlights include a 2-car garage and a dedicated parking

Lamar Lanier Next Phase Realty LLC

1967 Washington Ave, Seaford, NY 11783
/33
$4,495,000
- 5 Beds
- 5.5 Baths
- 4,250 Sq Ft
26 Alewive Brook Rd, East Hampton, NY 11937

Experience the ultimate in sustainable luxury in this nearly new 4,250 +/- sq. ft. residence on nearly 1.5 acres of very private, lushly landscaped property. A striking blend of glass, cedar, and stucco; the home is approached by a stone driveway framed by mature plantings, offering a grand yet welcoming arrival. Inside, a custom floating steel staircase anchors the entry, leading to an open,

Richard Moran Douglas Elliman Real Estate

26 Alewive Brook Rd, East Hampton, NY 11937
/48
$1,899,000
- 6 Beds
- 3.5 Baths
- 3,583 Sq Ft
54 Chestnut St, Massapequa, NY 11758

Welcome to 54 Chestnut Street, where luxury living meets timeless design. This spectacular 6-bedroom, 3.5-bath residence has been thoughtfully crafted with exquisite finishes and attention to detail at every turn.Perfectly situated in the heart of Massapequa, this home is ideal for those who love to entertain. Step outside to your private backyard oasis, complete with multiple entertaining areas.

Ryan Lucas Home and Hearth of Long Island

54 Chestnut St, Massapequa, NY 11758
/50
$2,300,000
- 5 Beds
- 5 Baths
- 4,788 Sq Ft
2 Deepwells Ln, Saint James, NY 11780

Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level

Paul Musso Realty Connect USA L I Inc

2 Deepwells Ln, Saint James, NY 11780
/18
$2,995,000
- 5 Beds
- 4 Baths
- 2,800 Sq Ft
40 Knollwood Dr, Southampton, NY 11968

Recently completed and fully staged, this impeccably priced five-bedroom residence sits on a generous lot in a picturesque neighborhood just moments from both ocean and bay beaches. Surrounded by world-class golf courses and conveniently close to the village of Southampton, the home offers the perfect blend of luxury, lifestyle, and location. Thoughtfully designed from the ground up with no

Jairon Dubon Douglas Elliman Real Estate

40 Knollwood Dr, Southampton, NY 11968
/27
$6,800,000
- 9 Beds
- 12 Baths
- 10,745 Sq Ft
22 Willow Rd, Woodmere, NY 11598

Welcome to this magnificent custom designed Estate! This prestigious brick colonial set on over an acre is in the exclusive village of Woodsburgh. This one of a kind home features 9 bedrooms, 9 full bathrooms, 3 half baths, and is perfectly designed for grand entertaining! Arrive through a stately circular driveway, flanked by two separate two-car garages (4 total) positioned on either side of

Dara Karhu Realty Connect USA LLC

22 Willow Rd, Woodmere, NY 11598
/35
$9,750,000
- 7 Beds
- 14 Baths
- 11,926 Sq Ft
4 Red Fox Ln, Glen Head, NY 11545

Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a

Pierce Dellafera Daniel Gale Sothebys Intl Rlty

4 Red Fox Ln, Glen Head, NY 11545
/2
$5,300,000
- 5 Beds
- 5.5 Baths
24 Robins Way, East Hampton, NY 11937

This brand-new 3,591 square foot residence by Young Developments, perfectly sited on .43 acres, is tucked away on a quiet street just moments from Barnes Landing beach and Gardiners Bay. Filled with light from multiple skylights and expansive windows on all sides, and offering gracious open dimensions in both halls and public spaces, this steel-framed, 5-bedroom, 5.5-bath home provides luxury

Krae Van Sickle Saunders & Associates

24 Robins Way, East Hampton, NY 11937
/32
$4,795,000
- 7 Beds
- 7.5 Baths
- 5,900 Sq Ft
59 Shinnecock Hills Rd, Southampton, NY 11968

Now completed, and available for both sale or for seasonal rental, this truly exceptional, 5900 square foot new Transitional home is one of two that are nestled squarely in between the Shinnecock Golf Course, a beautiful nature preserve and the Shinnecock Bay. The scale of the new home and property and big sky views is truly something to behold for an offering at such an attractive price point

Mosel Katzter Douglas Elliman Real Estate

59 Shinnecock Hills Rd, Southampton, NY 11968
/46
$7,900,000
- 7 Beds
- 10 Baths
- 6,350 Sq Ft
21 Westwood Rd, Wainscott, NY 11975

Experience a one-of-a-kind modern retreat offering a true resort experience, wrapped in tranquility, privacy, and elevated design. Set at the end of a long, wooded driveway on 1.4 acres south of the highway, this brand-new 7-bedroom, 10-bathroom estate delivers architectural drama, refined luxury, and the full Hamptons resort lifestyle and is just minutes from East Hampton Village, Wainscott

Dave Barkstedt Serhant East End LLC

21 Westwood Rd, Wainscott, NY 11975
/32
$3,888,880
- 6 Beds
- 5.5 Baths
- 5,353 Sq Ft
47 Valley Rd, Old Westbury, NY 11568

JERICHO SCHOOL AND OLD WESTBURY. This Gorgeous Colonial Is Approached By A Long Circular Drive Offering Beautiful Landscaping.The House Features An Open And Airy Floor Plan Exhibiting Classic Moldings, Gleaming Hardwood Floors, Soaring Ceilings, Central A/C And Spacious Rooms. Total Six Bedrooms With Five Full Bath And One Powder Room, A Gorgeous First Floor Master Suite, Formal Dinning Room,

Yanting Yang Welhome Realty Inc

47 Valley Rd, Old Westbury, NY 11568
/42
$3,850,000
- 7 Beds
- 6.5 Baths
- 8,242 Sq Ft
11 Danton Ln N, Locust Valley, NY 11560

In the exclusive private enclave Lands End in the Village of Lattingtown, this exceptional newer estate is set on four beautifully landscaped acres and built to the highest standards of craftsmanship and design. The stately all brick colonial is introduced by a long paver driveway leading to an elegant courtyard and dramatic portico entry - creating a striking and memorable arrival. Inside,

Michael Stanco Compass Greater NY LLC

11 Danton Ln N, Locust Valley, NY 11560
/50
$3,649,000
- 5 Beds
- 7 Baths
- 6,500 Sq Ft
10 Fox Meadow Ln, Huntington, NY 11743

Nestled on a sprawling, open, and level 2 acre property, 10 Fox Meadow Lane offers the perfect blend of modern luxury and timeless traditional appeal. This beautifully renovated 1989-built home features a thoughtful two-level-inspired floor plan with soaring vaulted ceilings that create an airy and expansive feel throughout. At the heart of the property is a stunning newly renovated indoor pool

Michael Bruderman BRIC Brokers

10 Fox Meadow Ln, Huntington, NY 11743
/33
$3,295,000
- 5 Beds
- 5.5 Baths
- 5,800 Sq Ft
2675 Laurel Trail, Laurel, NY 11948

Nestled within the exclusive Laurel Links Country Club community, 2675 Laurel Trail presents a harmonious blend of luxury and comfort. This newly renovated 4 bedroom, 5.5 bathroom, office suite residence spans nearly 5800 square feet of space on .68 of an acre. Upon entering, discover 4.5 new baths and a brand new kitchen that is tuly a chef's delight, featuring a 48-inch Wolf rangetop with

Scott Bortzner Compass Greater NY LLC

2675 Laurel Trail, Laurel, NY 11948
/42
$3,800,000
- 6 Beds
- 7 Baths
- 6,000 Sq Ft
5 Mill Rd, Huntington, NY 11743

Classic, timeless, and inviting, this residence offers the perfect balance of elegance and comfort designed for grand-scale entertaining yet equally suited for relaxed, everyday living. A striking 30-foot entryway with an open-air cupola sets the tone, leading into interiors rich with custom moldings and exceptional craftsmanship. Brazilian cherry floors, mahogany inlays, and herringbone

Jennifer Keschner Signature Premier Properties

5 Mill Rd, Huntington, NY 11743
/33
$3,999,999
- 6 Beds
- 6.5 Baths
- 4,500 Sq Ft
278 Hampton St, Sag Harbor, NY 11963

Modern Elegance in Sag Harbor VillageDiscover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines

Justin Agnello Douglas Elliman Real Estate

278 Hampton St, Sag Harbor, NY 11963
/33
$3,350,000
- 5 Beds
- 5 Baths
- 3,500 Sq Ft
11 Oneck Rd, Westhampton Beach, NY 11978

Welcome to 11 Oneck Road, nestled in the highly sought after estate section of the Village Westhampton Beach. This elegant 5-bedroom, 4 bathroom home spans 3,500 square feet and sits on a generous 1.1-acre lot, offering space and privacy for an exceptional living experience. As you step inside, you are greeted by a traditional layout enhanced by rich tones and hardwood throughout. The recently

Dana Bartel Compass Greater NY LLC

11 Oneck Rd, Westhampton Beach, NY 11978
/49
$3,290,000
- 5 Beds
- 5 Baths
- 5,600 Sq Ft
3172 Sound Ave, Riverhead, NY 11901

Set high above the shoreline with sweeping western views across Long Island Sound to the Connecticut coast, this exceptional East End estate offers rare privacy, scale, and direct beach access alongside Friar’s Head Golf Club. Designed to embrace its coastal setting, the five-bedroom, five-bath residence features light-filled interiors, grand living and dining spaces with a statement fireplace,

Susan Orioli Engel & Volkers North Fork

3172 Sound Ave, Riverhead, NY 11901
/50
$4,450,000
- 5 Beds
- 5.5 Baths
- 7,053 Sq Ft
192 Burtis Ln, Syosset, NY 11791

Syosset SD – Welcome to this exceptional Hampton-style Colonial, set down a long private driveway and perfectly situated on 1.93 acres of flat, usable property in the Incorporated Village of Muttontown, within the Syosset School District. Offering over 7,000 sq ft of refined, recently updated living space, this residence features 5 bedrooms, 5.5 baths, 4 fireplaces, and a heated 4-car garage with

Kim Luneburg Daniel Gale Sothebys Intl Rlty

192 Burtis Ln, Syosset, NY 11791
/47
$3,395,000
- 5 Beds
- 6 Baths
- 3,000 Sq Ft
40 Waters Edge Rd, Southampton, NY 11968

Experience an inspired blend of Southern elegance and modern Hamptons living in this stunning new construction, perfectly positioned in the highly coveted Southampton Cove community.This exceptional residence showcases a beautifully balanced architectural design, featuring symmetrical front and rear façades accented by double stacked balconies on both levels.Step inside to an airy,

Terry Thompson Douglas Elliman Real Estate

40 Waters Edge Rd, Southampton, NY 11968
/48
$4,450,000
- 6 Beds
- 5.5 Baths
- 4,879 Sq Ft
84 Cove Neck Rd, Oyster Bay, NY 11771

A stately, custom-designed 6-bedroom, 6.5-bath Colonial set behind a long gated drive and framed by impeccably manicured boxwood hedges, this exceptional estate embodies refined elegance and elevated modern living. Located in a picturesque enclave, residents of Cove Neck benefit from waterfront walking trails, private village police oversight, and advanced security measures, including license

Jason Friedman Daniel Gale Sothebys Intl Rlty

84 Cove Neck Rd, Oyster Bay, NY 11771
/31
$3,350,000
- 5 Beds
- 4.5 Baths
- 3,104 Sq Ft
180 Longwood Crossing, Lawrence, NY 11559

Step into this timeless colonial-style home, featuring five bedrooms and four and a half baths. The elegant design include an expansive Eat in kitchen a formal living room, a dining room, and a cozy den with views of the spacious backyard. An added feature is a full 3rd floor office ,Den and full bath. Nestled in the back of Lawrence, this home sits on close to an acre of beautifully landscaped

Etty Levy BERKSHIRE HATHAWAY

180 Longwood Crossing, Lawrence, NY 11559
/41
$3,650,000
- 5 Beds
- 5.5 Baths
- 4,304 Sq Ft
36 Jagger Ln, Westhampton, NY 11977

Jagger Lane, steeped in its namesake's history, welcomes a stunning modern echo of timeless design.This newly built 5-bedroom home blends traditional tones with modern craftsmanship, space, and style. A welcoming center hall with stylish, patterned wood flooring sets the stage for this inviting home. It opens into a warm and comfortable living room, highlighted by a sleek, cozy fireplace. An

Tina Chrappa Compass

36 Jagger Ln, Westhampton, NY 11977
/39
$4,750,000
- 6 Beds
- 8 Baths
- 6,500 Sq Ft
159 Factory Pond Rd, Locust Valley, NY 11560

Tucked away on Mill Neck Creek, the tranquil setting is a perfect place to enjoy the beauty of the waterfront landscape around this classic six bedroom brick residence with fabulous architectural details and woodwork throughout. Beginning in the resplendent Foyer, the expansive floor plan shows the sun-filled rooms polished to perfection. Gracious principal rooms such as the Living Room, Sun

Christina Porter Daniel Gale Sothebys Intl Rlty

159 Factory Pond Rd, Locust Valley, NY 11560
/46
$3,799,999
- 5 Beds
- 6 Baths
- 5,285 Sq Ft
150 Deer Run, Southold, NY 11971

Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as many custom details including maple cabinetry and vanities, Marvin Elevate windows, sliding and French doors, mahogany

Jeffrey Mead Corcoran

150 Deer Run, Southold, NY 11971
/25
$3,995,000
- 7 Beds
- 6.5 Baths
- 4,932 Sq Ft
26 Pine Tree Rd, Southampton, NY 11968

Set on 0.4 acres+/- this 4,932 SF+/- residence offers 7 bedrooms, 6 full and 1 half bathrooms, and an attached 2-car garage. Designed with an 18’ x 36’ heated gunite pool, it promises both relaxation and entertainment. A visionary project by a distinguished team, this home is a testament to exceptional craftsmanship and design. Kelly Builders, architect Will Minnear, interior designer Layered

Bryan Coco Kelly Real Estate Inc

26 Pine Tree Rd, Southampton, NY 11968
/34
$3,995,000
- 5 Beds
- 5.5 Baths
- 4,085 Sq Ft
113 Sebonac Rd, Southampton, NY 11968

Discover this charming traditional home situated on a spacious .74-acre lot in prime Southampton. Upon entering, you're welcomed by a large full of light living room with a rustic wood-burning fireplace that flows seamlessly into the gourmet open kitchen. The large yard and fantastic pool can be seen through an abundance of windows and doors looking out. Culinary enthusiasts will appreciate the

Hedgerow Exclusive Team Hedgerow Exclusive Properties

113 Sebonac Rd, Southampton, NY 11968
/31
$4,250,000 Open Thu 11:30AM - 1PM
- 6 Beds
- 5.5 Baths
27 S Valley Rd, Sag Harbor, NY 11963

Breathtaking Moderne meets transitional style in this unique custom build with brand new key for March 2026. Award Winning Architecture/Design firm from Vienna. Grand entrance into the great room includes six entertaining areas, all under full height glass...there's nothing like it. Views over published gardens over the Gunite Pool & Spa from both owner suites. It total, six Bedrooms, (three with

Simon Harrison Simon Harrison Real Estate

27 S Valley Rd, Sag Harbor, NY 11963
/26
$3,795,000
- 5 Beds
- 6.5 Baths
6 Joseph Francis Blvd, Sag Harbor, NY 11963

Just moments from the heart of Sag Harbor Village, this stunning new build offers luxury and privacy on .46 acres of mature landscaping, just 1400 feet from Round Pond. The 5 bedroom 6.5 bath residence totals 3226 sf and is masterfully constructed with top-of-the-line materials and finishes. The main level has 1945 sf of light-filled spaces with elevated ceilings in the great room and kitchen,

Kim Hovey Compass

6 Joseph Francis Blvd, Sag Harbor, NY 11963

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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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