Old Westbury NY Real Estate, Homes with Pool for Sale

OLD WESTBURY Set on 2.45 meticulously landscaped acres, this Elegant Brick Manor offers approximately 7000sqft of refined living space. Built in 2006, it features six bedrooms, six full baths, beautifully appointed interiors, expansive principle rooms, and a thoughtfully designed floor plan ideal for gracious entertaining and a comfortable modern lifestyle Equally impressive, the private, resort -like grounds include a tennis court, brand new in-ground salt water pool and newly designed patios for outdoor entertaining and relaxation. Located in the highly regarded East Williston School District, this is the one you've been waiting for. By Appointment

147 Bacon Road, Old Westbury

$1,998,000

5 Beds ⋅ 4 Baths ⋅ 1031838 MLS

Exceptional opportunity to own a spacious Colonial estate set on over 2 acres of level property in the Village of Old Westbury. This 5-bedroom, 3.5-bath home offers a fabulous floor plan, impressive scale, timeless character, and outstanding potential, with recent cosmetic enhancements further showcasing its possibilities. Features include oak floors, three wood-burning fireplaces, an attached garage, in-ground saltwater pool, pond, circular driveway, and expansive flat backyard. A two-story grand entry foyer with bridal staircase and skylights creates a striking first impression. The main level offers a formal dining room with butler’s pantry, large living room with stone fireplace and sliders to deck and backyard, spacious kitchen with stainless steel appliances, and a sun-filled breakfast room overlooking the grounds. The generous family room features a vaulted ceiling, second stone fireplace, and sliders to a newer Trex deck. A library with oak built-ins offers an elegant office or possible sixth bedroom. A second, more private staircase provides convenient access to the upstairs bedroom level. Upstairs includes two bedrooms with a J & J bath, two additional bedrooms with another full bath, and a fabulous primary suite with fireplace, two walk-in closets, and private bath. The huge unfinished basement with high ceilings offers excellent future potential. Additional features include central vacuum, underground sprinklers, 2-zone hot air oil heat with humidifier, and roof approximately 15 years old. Convenient to train stations, shopping, parks, major roadways, and Old Westbury Golf & Country Club. Low taxes.

244 Store Hill Road, Old Westbury

$1,999,000

4 Beds ⋅ 3 Baths ⋅ 1028873 MLS

Welcome to 7 Laurel Lane, a beautifully appointed Colonial nestled within Westgate Estates in Old Westbury. From the moment you enter, the dramatic two-story foyer sets the tone for a home designed with both elegance and comfortable living in mind. The main level offers a gracious formal dining room and a spacious eat-in kitchen featuring rich cherry wood cabinetry, marble countertops, a center island, and polished waterproof vinyl tile flooring that continues through the hallway. A wood-burning fireplace adds warmth and character to the home. Upstairs, hardwood floors lead to four generously sized bedrooms, including a spacious primary suite with a walk-in closet and separate dressing and vanity area. The home offers 2½ baths, central air, and a two-car garage. Outdoors, the private backyard creates its own retreat with an inground pool and Jacuzzi—an ideal setting for relaxing, entertaining, and enjoying summer days at home. Located in desirable Westgate Estates, the HOA includes garbage and snow removal along with upkeep of the private entranceway. Conveniently located near shopping, major parks, and approximately 2.5 miles from the Long Island Rail Road, 7 Laurel Lane offers a wonderful combination of space, comfort, privacy, and convenience in the heart of Old Westbury

7 Laurel Lane, Old Westbury

$1,899,900

5 Beds ⋅ 5 Baths ⋅ 1020445 MLS

Nestled in the prestigious community of Old Westbury, 32 Valley Road is a recently renovated 5-bedroom, 3.5-bath residence offering approximately 3,900 sq. ft. of refined living space designed for comfort and entertaining. Sun-filled interiors and an open layout create a seamless flow throughout the home. The main-level primary suite features a walk-in closet and spa-like ensuite bath. Two spacious living rooms, each with a fireplace, provide flexible living and gathering spaces. The gourmet kitchen showcases ceramic tile flooring, an oversized island, custom cabinetry, and an open-concept design ideal for everyday living and entertaining. Outdoor amenities include a private in-ground pool, bar area, and two balconies, creating a resort-style setting for relaxation and entertaining. Additional features include four ensuite bedrooms, a two-car garage, and ample storage. Located in the Jericho School District, close to shopping, dining, golf, major highways, and with convenient access to New York City. Total taxes reflect Village of Old Westbury annual taxes of 10,846.36

32 Valley Road, Old Westbury

$3,175,000

5 Beds ⋅ 9 Baths ⋅ 978369 MLS

Situated on two flat acres of beautifully landscaped grounds along one of Old Westbury's most sought-after and prestigious streets, 9 Applegreen Drive is a striking contemporary estate offering exceptional privacy, scale, and luxury amenities. Surrounded by lush, mature plantings, the property provides a serene, park-like setting rarely found in such a prime location. A dramatic spiral staircase creates an unforgettable first impression upon entering the residence, setting the tone for the home's distinctive contemporary architectural character. Designed for both comfortable living and grand-scale entertaining, the home features 5 spacious bedrooms and 9 bathrooms (7 full and 2 half), with every bedroom enjoying its own private en-suite full bathroom. The luxurious primary suite serves as a private retreat, highlighted by a spa-inspired bathroom complete with an in-home sauna. A conveniently located first-floor laundry room enhances everyday functionality and ease of living. The chef's kitchen is equipped with premium Sub-Zero, Wolf, Bosch, and Miele appliances, along with a newly installed trash compactor, offering exceptional functionality and refined design. Complementing the main kitchen is a fully equipped butler's pantry functioning as a secondary kitchen, complete with its own refrigerator, stove, and microwave, ideal for entertaining, catering, and everyday convenience. The residence has been meticulously maintained and enhanced with numerous recent improvements, including new basement flooring, a new boiler, a new water heater, and updated deck, all installed within the past year. Outdoor living is equally impressive. A wraparound deck spans the rear of the home, providing the perfect setting for relaxing or entertaining while overlooking the expansive grounds. The estate also features a Har-Tru tennis court and a gunite swimming pool with newly installed pumps, creating a true resort-style experience. Adding tremendous versatility and value is the fully equipped pool house, thoughtfully designed for year-round enjoyment with its own dedicated heating and cooling systems. The pool house features a full kitchen complete with refrigerator, stove, and microwave, a comfortable living area, a full bathroom, dedicated washer and dryer, and charming herringbone brick flooring that creates a warm, rustic ambiance throughout the space. Whether used for entertaining, hosting guests, or relaxing poolside, the pool house offers a complete private retreat. Additional highlights include an attached two-car garage, a recently installed cesspool, freshly resealed driveway, brand-new sprinkler pump and heads, robust 400-amp electrical service, and an additional 150-amp service dedicated to the pool house and cabana amenities. Combining striking contemporary architecture, extensive capital improvements, resort-style amenities, and an exceptional location in the heart of Old Westbury, 9 Applegreen Drive presents a rare opportunity to own a meticulously maintained estate in one of Long Island's most coveted luxury enclaves.

9 Applegreen Drive, Old Westbury

$2,550,000

4 Beds ⋅ 5 Baths ⋅ 1016084 MLS

Fully renovated 2025 luxury Ranch on 2.3 private acres in prestigious Old Westbury. This 4-bedroom, 4.5-bath home features soaring cathedral ceilings, spacious rooms with two fireplaces, renovated gourmet eat-in kitchen, and a fabulous two-room primary suite with walk-in closets. Resort-style backyard features a large gunite pool, deck, and tennis court — ideal for entertaining. Conveniently near upscale shopping (Roosevelt Field & Broadway Mall), fine restaurants, and public transportation (LIRR & NICE Bus). Top-rated East Williston School District (Wheatley School). A rare gem with privacy and modern upgrades — must be seen!

249 Glen Cove Road, Old Westbury

$5,750,000

6 Beds ⋅ 8 Baths ⋅ 1006790 MLS

Set on two beautifully landscaped acres in the prestigious enclave of Old Westbury, this custom-built estate has been meticulously maintained by its original owner and thoughtfully updated to create a sophisticated blend of contemporary and traditional design. Spanning three expansive levels, over 10k SF including lower level, the residence offers a unique balance of timeless architectural detail and modern open-concept living. A dramatic double-height foyer introduces sun-filled interiors featuring soaring ceilings, oversized windows, custom millwork, and elegant finishes throughout. Traditional craftsmanship is complemented by contemporary design elements, creating a home that feels both refined and inviting. The heart of the home is a beautifully appointed chef’s kitchen featuring professional-grade appliances, custom cabinetry, and an oversized center island, seamlessly connecting to the outdoor patio and multiple living and entertaining spaces. The bedroom accommodations are generously proportioned, offering comfort, privacy, and beautifully designed bathrooms. The primary suite is privately positioned in its own wing and features two walk-in closets and an oversized spa-like bathroom with a Jacuzzi tub. Above the primary bedroom, a second-floor home office creates a quiet, elevated retreat within the suite’s private wing. The walkout lower level serves as a dedicated wellness and recreation retreat, complete with a fitness center, sauna, playroom, guest accommodations, and separate staff quarters. Outside, the estate unfolds into a private resort-like setting. Enjoy a heated swimming pool with spa, private tennis and pickleball court, dedicated playground, and sprawling lawns framed by mature landscaping and specimen trees. A three-car garage and generator complete the offering. Rarely does a property so successfully combine the warmth and character of a traditional estate with the clean lines and functionality of contemporary living. Offering privacy, scale, and exceptional amenities, this one-owner residence presents a unique opportunity in one of Long Island’s most coveted communities.

5 Coachmans Court, Old Westbury

$7,350,000

7 Beds ⋅ 10 Baths ⋅ 1006411 MLS

Old Westbury - Indoor Pool. Tucked away at the end of a quiet cul-de-sac, 12 Saddle Ridge Road is a spectacular complete gut renovated brick Colonial set on approximately 5.3 private acres. Offering approximately 10,380 square feet across three finished levels, this exceptional estate seamlessly blends timeless elegance with modern luxury. The residence features 7 en-suite bedrooms, 8 full bathrooms total, and 2 half bathrooms, including an expansive primary suite with a private library/sitting room & 2 ensuite bedrooms on the first floor. Designed for both grand entertaining and everyday comfort, the home offers 5 fireplaces, a chef’s kitchen with premium appliances, formal dining room, wet bar, media room, bonus room, indoor pool and sauna, finished basement, and a finished attic with multiple storage rooms. Additional highlights include two laundry rooms, one on the first floor, and one on the second floor with new appliances and a dedicated pet shower. Newly rebuilt from the inside out, the home showcases new windows, plumbing, electrical systems, interior framing, roofing system, 3 additional sub panels, spray foam insulation, and hardwood flooring. Modern amenities include five-zone high-efficiency heating and cooling, radiant heated floors, 400 AMP electrical service, a Generac standby generator, central vac with hideaway hose, secondary water shut-off valve at first floor for emergency, Tesla/electric vehicle charger, new front gate controls with intercom and advanced smart home technology with surveillance, intercom, music, and high-speed WiFi systems throughout. Resort-style outdoor amenities complete this extraordinary offering, featuring a heated indoor pool and spa, tennis court, basketball court, and beautifully private grounds.

12 Saddle Ridge Road, Old Westbury

$2,799,000

4 Beds ⋅ 4 Baths ⋅ 1000610 MLS

Bathed in natural light and set on two breathtaking acres in the Stone Arches section of Old Westbury, this pristine 4 bedroom, 3.5 bathroom contemporary ranch is everything one-floor living was meant to be. Soaring cathedral ceilings and skylights throughout fill every room with sun, while an open, gracious floor plan makes entertaining effortless. The formal living room stuns with walls of windows and a stone-faced wood-burning fireplace. The eat-in kitchen with center island, multiple cooktops and ovens flow seamlessly into a formal dining room. A den with custom built-ins rounds out the main living spaces beautifully. The spacious primary suite has vaulted ceilings, serene property views, an attached sitting room/office, and a spa-like bath with sunken tub, separate shower, dual walk-in closets, and a spacious vanity. Two additional bedrooms share a hall bath (with tub and 2 showers), while a fourth bedroom, full bath, mudroom, laundry, powder room, and attached 2-car garage complete the main level. The full-footprint lower level offers generous finished recreation space alongside ample storage. Outside, the park-like grounds are simply stunning with mature plantings, multiple brick patios, and a heated gunite pool with a fully equipped pool house that make every day feel like a getaway. This is a home to be experienced and not to be missed. Located in Jericho School District.

17 Hastings Road, Old Westbury

$2,599,000

4 Beds ⋅ 3 Baths ⋅ 993811 MLS

Welcome to 55 Rolling Hill Road in Old Westbury, a truly distinctive ranch-style 4-bedroom, 2.5-bath residence tucked away on a quiet dead-end cul-de-sac backing the prestigious Glen Oaks Country Club. Inspired by Japanese-influenced landscape design and natural elements, this home offers a rare blend of architectural character, serenity, and timeless craftsmanship. Set among mature trees, curated plantings, and Japanese-inspired gardens, the property creates a peaceful sense of arrival from the moment you enter. From an aerial view, the home reveals its full estate-like presence, beautifully framed by layered landscaping, vibrant specimen plantings, winding garden beds, and lush green surroundings. Inside, natural woodwork, stone accents, expansive windows, and warm organic textures define the home’s character. The dramatic family room features soaring wood ceilings, built-in shelving, a fireplace, and walls of windows that frame picturesque greenery, creating a space that feels both grand and grounded. The main level offers an ideal layout with an entrance foyer, formal dining room, open eat-in kitchen with island, first-floor bedroom, full bath, and inviting living spaces designed for both everyday comfort and entertaining — all enhanced by the ease and convenience of ranch-style living. The kitchen blends function and style with generous prep space, open shelving, and views of the surrounding landscape. The home also features a spacious laundry room, full walk-out basement, and four-car garage with driveway parking. Outdoors, the in-ground gunite pool is tucked into the garden setting, creating a private retreat surrounded by natural beauty, color, and calm. A beautifully designed stone patio provides the perfect setting for outdoor dining, lounging, and entertaining amid tranquil landscaped grounds. Stone pathways, specimen trees, mature shrubs, and layered plantings continue the home’s seamless connection to nature and design. Located within the highly regarded Jericho School District, including Cantiague Elementary, Jericho Middle School, and Jericho Senior High School, this exceptional Old Westbury home offers privacy, beauty, scale, and a story unlike any other.

55 Rolling Hill Lane, Old Westbury

$2,999,000

5 Beds ⋅ 5 Baths ⋅ 993215 MLS

JERICHO SCHOOLS * OLD WESTBURY * LUXURIOUS GILDED-AGE GOLD COAST ESTATE --set on several beautifully landscaped acres on a private cul-de-sac along prestigious Clock Tower Lane. Positioned at one of the highest elevations on Long Island, this exceptional property offers privacy, scale, and timeless elegance. The grand interior features soaring ceilings, exquisite millwork, expansive formal rooms, and 8 original woodburning fireplaces. A state-of-the-art Rutt kitchen with premium Viking ovens anchors the home. Everything has been upgraded for today's elegance and style. Resort-style grounds include a sparkling pool with pool house, beautiful patio, and private tennis court, surrounded by lush perennial gardens. Additional amenities include central air, full-house generator, Tesla charger, security system, 2-car garage, and handicap accessibility. Located in the award-winning Jericho School District. A rare opportunity to own a truly iconic Gold Coast estate.

42 Clocktower Lane, Old Westbury

$3,500,000

6 Beds ⋅ 7 Baths ⋅ 976726 MLS

STONE ARCHES, OLD WESTBURY CHOICE OF JERICHO or EAST WILLISTON School District. This Extraordinary 8000 sqft Modern Masterpiece by renowned Architect Ulrich Franzen, is a true, one of a kind, Gold Coast Gem. This striking residence is set high on a 2 acre private cul-de-sac surrounded by mature evergreens, rolling green lawns and colorful gardens. From the courtyard, a skybridge walk leads to the sunlit entrance Foyer and expansive Gallery Hall overlooking the Great Room where soaring ceilings and walls of glass capture panoramic views of breathtaking property. The First level expands to separate wings--on one side the is the Den with elevated outdoor Patio and a large Chef's Kitchen with Breakfast Rm /entrance to separate elevated patio. On the opposite wing, the Primary Suite is set privately from 3 additional bedrooms. A dramatic staircase opens to the grand lower level intended for indoor/ outdoor entertaining. Beautiful exotic woods compliment the service bar, Media room, Library/Billiard room plus two spacious en-suite Bedrooms. Inground pool, Cabana, 2 car Garage with attached storage room.

3 Paddock Court, Old Westbury

$5,795,000

5 Beds ⋅ 8 Baths ⋅ 937221 MLS

Introducing Luxury & TRANQUILITY at its finest– The Modern Classic Estate, Revitalized in 2024, this 5 bedroom 7.5 bathroom Colonial sits behind a gated entry on 2.06 beautifully landscaped acres in prestigious Old Westbury, with highly desired Jericho School District. A brand-new (2025) cedar shingle roof complements the stone-and-shingle exterior, creating spectacular curb appeal. The grand foyer with 17-ft ceilings leads to sun-filled interiors featuring light oak floors, custom millwork, and soaring vaulted ceilings. The double-height living room with fireplace opens to expansive bluestone terraces. A formal dining room connects to an elegant butler’s pantry with wine cooler and ice maker. The chef’s kitchen showcases custom cabinetry, Calacatta marble countertops, top of the line appliances, massive center island, transitioning into a vaulted family room with wood-burning fireplace and French doors. The west wing primary suite includes custom dressing rooms, dual custom-style baths with rainfall showers, soaking tub, and heated floors, plus garden access. Four en-suite bedrooms and a laundry room complete the second floor with space to create a 5th bedroom. The lower level offers a media room, gym, recreation areas, full bath, and walk-out access. Resort-style grounds feature rolling lawns, perennial gardens, and a recently marble-dusted heated gunite pool. Additional amenities include a 3-car heated garage, landscape lighting, advanced security system, central vacuum, irrigation system, and whole-house generator. Amazing Location just 25 miles from NYC; this estate offers the perfect fusion of luxury, privacy, and convenience.

119 Wheatley Road, Old Westbury

$3,295,000

7 Beds ⋅ 8 Baths ⋅ 916110 MLS

OLD WESTBURY. ICONIC COLONIAL-REVIVAL MANOR - Set on 2.26 private acres, this 1932 William Lawrence Bottomley–designed Colonial-Revival estate is distinguished by its remarkable architectural form. A four-story brick center residence is flanked by two sweeping first-floor wings that extend in a graceful semi-circle, creating both symmetry and a sense of grandeur rarely seen. Inside, timeless details include a dramatic spiral floating staircase, arched windows, intricate moldings, multiple fireplaces, and light-filled entertaining spaces. The home features 7 bedrooms, 5 full and 3 half baths, including a regal primary suite with study, dual baths, and walk-in closets. Elegant gathering rooms include a banquet-sized dining room, a solarium with wet bar and billiards area, and a stunning octagonal library with imported, fluted, conical ceiling and incredible acoustics. The grounds are equally impressive, offering a heated gunite pool with brick surround, outdoor kitchen, and a pool house with party room, kitchenette, and baths, a circular courtyard with 5 garage bays, and slate and copper roofing complete this one-of-a-kind estate. A must see!!

88 Wheatley Road, Old Westbury

$5,900,000

5 Beds ⋅ 7 Baths ⋅ 894364 MLS

Welcome to 4 Clock Tower Lane – A Private Estate in Prestigious Old Westbury Nestled 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 has two en-suite bathrooms and two walk-in closets Inside, you’ll find a gourmet kitchen perfect for entertaining, a formal dining room with a fireplace, a gracious living room with a fireplace, a family room with a fireplace, and a richly appointed library/home office. Every space is thoughtfully crafted with custom finishes and architectural detail. Beyond the main home, the estate boasts a fully equipped pool house complete with a kitchen, dining room, changing room, and bathroom—perfect for hosting unforgettable summer gatherings. An apartment above the detached 5-car garage offers a private retreat with a bedroom, full kitchen, dining area, and living room—ideal for guests, staff, or extended family. An additional 2-car garage ensures ample vehicle storage. Enjoy resort-style amenities including a sparkling in-ground pool, full-size tennis court, basketball court, private golf area, and a serene koi pond that adds a touch of tranquility to the grounds. 4 Clock Tower Lane is a rare offering that combines expansive indoor and outdoor living, all in one of Long Island’s most sought-after locations. A true legacy property ready to be enjoyed for generations.

4 Clock Tower Lane, Old Westbury

$3,988,000

5 Beds ⋅ 8 Baths ⋅ L3531333 MLS

Nestled within a sprawling 2.01-acre estate, this breathtaking 5-suite-bedroom, 8-bathroom colonial residence epitomizes luxury living. A grand mahogany entrance welcomes you, leading into an interior where elegance meets modern sophistication. The residence boasts 10-foot ceilings throughout, a magnificent double-height living room with beautiful skylight bay windows, complete with a majestic fireplace and French doors that open to a serene bluestone patio. This outdoor oasis, featuring a built-in grill, overlooks a stunning heated swimming pool and spa, set against the backdrop of a picturesque pond garden. The heart of the home is the chef's kitchen, adorned with marble countertops, an inviting island, and top-tier appliances, blending into a spacious eat-in area. The first floor features a family den with ample space for a grand piano, a beautifully appointed office, and wet bar. Ascend to the second floor, where each of the four ensuite bedrooms offers radiant heated bathrooms. The luxurious primary bedroom, accessible through double doors, is a sanctuary of comfort. A spacious landing area presents breathtaking views through an elegant arch window, capturing the essence of the property's front and backyard splendour. The fully finished basement is a world of its own, housing a wine cellar, sauna, home theatre, and gym. It also includes a kitchen and wet bar, perfect for entertaining. Advanced features such as radiant floor heating for the whole house, elevator, and state-of-the-art video camera system ensure both comfort and security. This property, with its turnabout driveway and three-car attached garage, is a masterpiece of architectural prowess and exquisite design, promising a life of unparalleled luxury and tranquillity., Additional information: Interior Features:Guest Quarters,Lr/Dr,Marble Bath

10 August Lane, Old Westbury

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