Access to content
United States
4

luxury houses with pool for sale Old Westbury, United States

Sort by

25

House with pool Old Westbury (United States)

Old Westbury,Ranch,,Large Living Room with Fire Place,Den with Fire Place,Roof is Few Years Old,Large Back Yard. Kichen with Granite Counter Tops&Granite Floors,Sub-Zero Refregerator.Granite Bath Room,2 Fire Places,Circular Drive Way,In Ground Gunite Pool with Brick Patio,Full One Acre of Land ,East Williston School District,

… 
$1,790,000
241
3bedrooms
2bathrooms

By Annonceur International

Contract pending
39

House with pool and garden Old Westbury (United States)

Set on two flat acres of beautifully landscaped grounds in one of the most sought after and desirable streets in Old Westbury, 9 Applegreen Dr. is a striking contemporary estate offering exceptional space, privacy, and modern updates. Surrounded by lush, mature plantings, the property provides a serene, park like setting rarely found in such a prime location. This impressive residence features 5 bedrooms and 9 bathrooms (7 full, 2 half), thoughtfully designed for both comfortable living and effortless entertaining. The interior is complemented by numerous recent upgrades, including new flooring in the basement, and updated mechanical systems such as a new boiler and water heater (both under one year old). The chef’s kitchen is equipped with premium Sub-Zero, Wolf, Bosch, and Miele appliances, along with a newly installed trash compactor, combining functionality with high end design. Outdoor living is equally impressive. A wraparound deck spans the rear of the home, creating the perfect setting for relaxing or entertaining while overlooking the expansive grounds. The property also features a Har-Tru tennis court and a gunite pool with new pumps installed within the past year, offering a true resort style experience. Additional highlights include a one year old cesspool, freshly resealed driveway, brand new sprinkler pump and heads, and robust 400-amp electrical service plus an additional 150-amp service for the cabana. Blending contemporary architecture, extensive upgrades, and stunning natural surroundings, 9 Applegreen Dr. presents a rare opportunity to own a meticulously maintained estate in one of Old Westbury’s most sought after locations. Schedule your private showing today with listing agents Nareeta Saini at (347) 531-7099 or Danny Dhillon at (347) 210-3881.

… 
$3,175,000
5bedrooms
9bathrooms
land 8,175

By Daniel Gale Sotheby's International Realty

30

House with pool Old Westbury (United States)

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.

… 
$2,799,000
4bedrooms
4bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

108 listings near Old Westbury

Nearby
30

House with pool Glen Head (United States)

Set on 2 private and beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow development of Brookville, this newly built estate offers over 11,400 square feet of total living space—including a 3,600 SF walk-out lower level and a fully outfitted pool cabana—within the top-rated Jericho School District. Designed with a perfect balance of form and function, this luxurious home features 7 en-suite bedrooms and 10 baths, including a first-floor junior primary suite and a grand second-floor primary retreat with a spa-like bath, steam shower, double vanity and expansive his and her’s closets. Many of the secondary suites also feature access to private balconies with amazing views of the retreat-like landscape. Radiant heat runs throughout, and every detail is elevated with bespoke finishes, custom millwork, and designer craftsmanship. The interiors showcase a custom chef’s kitchen, a marble-wrapped family room feature wall, multiple Davinci fireplaces, and a striking lounge with a backlit stone display and integrated cabinetry. A full-house generator ensures uninterrupted comfort and peace of mind year-round. Outdoors, a 65-foot pool with baja shelf, oversized spa, and sunken fire pit lounge anchor the resort-style grounds. Expansive patios, a full cabana with bath and storage, and a built-in BBQ with island bar complete the entertainer’s dream. A rare opportunity to own a newly constructed, design-forward residence in one of Brookville’s most prestigious enclaves.

… 
$8,350,000
1,059
7bedrooms
8bathrooms

By Annonceur International

Nearby
50

House with pool Glen Head (United States)

Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak floors set the stage for exquisite architectural details, including a sweeping staircase and intricate custom millwork. The first floor offers a seamless blend of grandeur and comfort. The magnificent living room and banquet-sized dining room both feature elegant fireplaces, while the gourmet kitchen boasts a spacious center island and a bright breakfast room. A butler’s pantry adds convenience, and the library, adorned with built-in bookcases and a fireplace, offers a cozy retreat. Additional highlights include a sunroom, two en suite guest bedrooms, a first-floor washer/dryer, and a powder room. Oversized windows throughout the home provide breathtaking views of the lush grounds. The expansive primary suite is a private sanctuary, complete with a fireplace, spa-like bath, dressing area, and a large balcony overlooking the manicured gardens. This level also features four additional bedrooms with two Jack-and-Jill baths, two additional fireplaces, a gracious hall bath, a gym/bedroom, an office/bedroom, and a second-floor laundry room. The lower level offers an abundance of recreational space, including a playroom, arts and crafts area, and a full bath. The exquisitely landscaped grounds provide something for everyone, offering endless opportunities for relaxation and entertainment. The sunken gardens, originally designed by renowned landscape architect Robert Ludlow Fowler Jr., are a marvel to behold. They gracefully lead the way to a serene 20x50 saltwater gunite pool that is complemented by a spacious, elegant pool house. Sports enthusiasts will appreciate the lighted clay tennis court and a heated, enclosed outdoor structure, perfect for squash or basketball. Adding to the estate’s appeal, a charming three-bedroom, two-bath guest cottage provides comfortable accommodations, while a three-car heated garage with a separate workroom ensures ample space for vehicles and storage. This extraordinary estate is a timeless masterpiece inside and out, seamlessly blending historic charm with modern refinement.

… 
$5,499,000
9bedrooms
8bathrooms
land 1.3ha

By Daniel Gale Sotheby's International Realty

Nearby
49

House with pool Roslyn (United States)

Introducing 110 Dogwood Avenue, an extraordinary new construction set on 1.25 private acres in the prestigious Village of Roslyn Harbor. The finishing touches are complete and interior photos now available. This exceptional residence offers over 10,000 sq ft of meticulously crafted living space across three levels, seamlessly blending sophisticated design, uncompromising quality, and modern luxury. A dramatic entry introduces soaring ceilings, expansive living spaces, and impeccable finishes throughout. Designed for both grand-scale entertaining and comfortable everyday living, the home features eight bedrooms, eight full baths, and two half baths, including a spectacular primary suite retreat with dual custom walk-in closets and a spa-inspired bath featuring a steam shower, dual water closets, and designer finishes. Every bedroom is thoughtfully appointed with its own en-suite bath and walk-in closet. A three-stop elevator services all levels, while custom millwork, oversized solid-core doors, wide-plank white oak flooring, two gas fireplaces, and bespoke cabinetry elevate every room. The state-of-the-art chef’s kitchen flows effortlessly into elegant entertaining spaces and outdoor living areas, while the finished walk-out lower level offers exceptional flexibility with additional bedrooms, a gym, recreation spaces, and abundant natural light. Resort-style amenities abound. The professionally designed grounds showcase an impressive 18’ x 42’ heated saltwater pool with integrated spa, automatic cover, LED lighting, and expansive patio spaces. A fully equipped outdoor kitchen with barbecue, refrigeration, sink, and storage creates the perfect setting for outdoor entertaining. Covered patios and private balconies further enhance the seamless indoor-outdoor lifestyle. Built with an unwavering commitment to quality, the home features Marvin windows, a high-efficiency five-zone HVAC system with HEPA air filtration, radiant heated floors, spray foam insulation, advanced smart-home wiring, security system, and maintenance-free exterior finishes including Hardie Board, Azek, and porcelain veneer. A rare opportunity to own a newly built luxury estate in one of Long Island’s most coveted North Shore communities, where timeless architecture, exceptional craftsmanship, and modern convenience come together in perfect harmony. Located within Roslyn School District.

… 
$6,895,000
8bedrooms
10bathrooms
land 0.5ha

By Daniel Gale Sotheby's International Realty

Nearby
42

House with pool Glen Head (United States)

Welcome to this exceptional 2.29-acre park-like estate, located at the end of a private cul-de-sac in the Jericho School District. This extraordinary contemporary residence offers a unique blend of architectural brilliance and resort-style living, designed for both grand entertaining and comfortable everyday life. As you arrive, a circular driveway paved with cobblestone, flame granite, and Belgium block leads to the impressive granite façade of this sensational home. Expertly crafted with technical precision and architectural artistry, the home features an open, multi-level layout where each room is oriented to maximize views and natural light. The main level is graced by stunning 1860s 2.5-inch marble flooring, offering panoramic perspectives of the home's dramatic design. Walls of glass, bronze entryways, and soaring ceilings create a seamless connection between the indoors and the outdoors. The breathtaking family room serves as the heart of the home, complete with a sensational marble fireplace, a dedicated dance floor, and direct vistas of the indoor pool area. A splendid floating staircase serves as a sculptural centerpiece, providing access to all levels with elegance and ease. The home boasts a majestic Master Suite, additional well-appointed bedrooms, and a grand Guest Suite. The 4.5 bathrooms are exquisitely finished with imported Italian marble and high-end fixtures. The architectural masterpiece includes a spectacular floor-to-ceiling vaulted solarium that wraps around the indoor heated pool, which is surrounded by beautiful Crab Orchard stone. While this area offers exceptional potential for year-round enjoyment, the indoor pool and its enclosure present a significant opportunity for the new owner to modernize and customize the space to their personal taste. The expansive lower level offers a wealth of amenities, including a wine cellar, sauna, exercise room, Maid’s Quarters, and a private study. The 2.29 acres of lush, park-like grounds offer endless possibilities. Once a vineyard, this expansive property can be revived by a wine connoisseur or utilized for recreational purposes, such as the addition of a tennis court. A true masterpiece inside and out, this home offers a rare opportunity to own a contemporary sanctuary designed for entertaining in one of Long Island’s most desirable locations.

… 
$3,280,000
5bedrooms
5bathrooms
land 0.9ha

By Daniel Gale Sotheby's International Realty

Nearby
50

House with pool Glen Head (United States)

Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers 3,838 square feet of thoughtfully updated living space. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

… 
$3,799,000
5bedrooms
5bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
50

House with pool Glen Head (United States)

A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

… 
$8,995,000
5bedrooms
12bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
45
Video

House with pool Glen Head (United States)

Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

… 
$4,399,000
5bedrooms
8bathrooms
land 1.1ha

By Daniel Gale Sotheby's International Realty

Nearby
26

House with pool Westbury (United States)

Welcome to 1118 Howard Drive, a stunning split-level home in Westbury located within the East Meadow School District, Bowling Green Drive, Clark High School offering beautiful architectural details, spacious living areas, and an incredible outdoor retreat. Featuring 3 bedrooms and 2½ bathrooms, this exceptional home combines style, comfort, and functionality. The inviting main level features a spacious living room highlighted by vaulted ceilings, a gorgeous fireplace, and a dramatic full-brick accent wall. A formal dining room provides the perfect setting for entertaining, while the eat-in chef’s kitchen is beautifully appointed with rich wood cabinetry, granite countertops, stainless steel appliances, and convenient Pella sliding glass doors leading directly to the backyard oasis. Beautiful wood flooring, granite flooring, crown molding, and thoughtful details throughout create an elegant yet comfortable atmosphere. Upstairs, the spacious primary suite offers a private en-suite bathroom, featuring a Kohler bidet. The multi-level layout provides exceptional versatility and room for everyone. The finished lower levels offer even more living and entertaining space, with beautiful wainscoting details and tiled floors. A dedicated laundry room includes a Whirlpool washer and dryer, along with a utility sink. Step outside to your own private paradise featuring a gorgeous in-ground pool, expansive patio, and beautifully designed paver oasis—perfect for summer entertaining, relaxing, and creating lasting memories. Thoughtfully designed for both comfort and connection, this is a home where every season brings new opportunities to enjoy the way you live. Don’t miss the chance to make this exceptional Westbury property your own.

… 
$1,188,000
3bedrooms
3bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
Contract pending
39
Video

Property with pool Brookville (United States)

This exceptional two acre Brookville estate offers the perfect blend of luxury, privacy, and resort-style living. Surrounded by pristine, professionally landscaped grounds, the property is a true outdoor oasis designed for both relaxation and entertaining. Filled with an abundance of natural light, the residence showcases hardwood floors throughout and beautifully appointed living spaces designed for both comfortable living and elegant entertaining. The gourmet chef’s kitchen is equipped with top-of-the-line appliances, custom cabinetry, and a spacious breakfast area that opens seamlessly to an inviting den with a fireplace. The kitchen also provides direct access to the expansive wraparound porch, creating effortless indoor-outdoor living. Additional first-floor highlights include a formal dining room, a sun-filled living room with access to the porch, a first-floor bedroom, and a convenient laundry room. The second level is anchored by a luxurious primary suite retreat featuring two expansive closets, a spa-inspired bath, and private office with a balcony overlooking the pool and spectacular backyard. Three additional en-suite bedrooms offer comfort and privacy, while a versatile recreation room provides flexible space for a playroom, media room, fitness studio, or additional office. The finished lower level offers an expansive entertainment area along with abundant storage space. Outside, the property evokes the ambiance of a private country club. The breathtaking grounds feature a sparkling pool, sport court, cabana-style pavilion, sprawling lawns, and mature landscaping that create a serene and picturesque setting. Completing this extraordinary estate is a three-car garage and ample space for entertaining on a grand scale. A rare opportunity to own a private Brookville retreat offering timeless elegance, exceptional amenities, and an unparalleled North Shore lifestyle.

… 
$4,200,000
5bedrooms
6bathrooms
land 8,984

By Daniel Gale Sotheby's International Realty

Nearby
45

House with pool Glen Head (United States)

Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

… 
$3,500,000
5bedrooms
5bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
35

House with pool Glen Head (United States)

Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine to create an extraordinary living experience. From the moment you enter the dramatic two-story foyer, you are captivated by three magnificent floor-to-ceiling Palladian windows that frame breathtaking views of the terraced, verdant grounds beyond. The home's impressive two-story ceilings, rich hardwood floors, four fireplaces, and generously proportioned principal rooms create an atmosphere that is both grand and inviting, while seamlessly blending the beauty of the outdoors with every interior space. Designed for both everyday living and elegant entertaining, the home features a stunning culinary kitchen appointed with lacquered cabinetry, dual center islands, and an extraordinary Redwood Triple Glass Conservatory that bathes the space in natural sunlight. After dining in the elegant dinig room enhanced by a fireplace, a comfortable den provides the perfect place to unwind, while a private home office offers an ideal remote work environment. The main-level primary suite serves as a luxurious retreat, complete with a sitting room, spa-inspired bath, and custom-fitted closets. Upstairs, three additional bedrooms are complemented by a welcoming loft with a fireplace—a wonderful gathering space for relaxation and recreation. The home's most exceptional feature awaits on the walk-out lower level: a meticulously maintained heated indoor swimming pool that can be enjoyed year-round, creating a private resort within your own home. Outside, the beautifully terraced landscape is anchored by impressive natural boulders that enhance the property's architectural beauty and park-like setting. A serene, Zen-inspired brook gently winds through the grounds, creating a soothing sense of tranquility, while expansive bluestone patios, an outdoor kitchen, and lush lawns provide the perfect setting for entertaining, recreation, and peaceful reflection. This is a rare opportunity to experience luxury living at its finest. Generator and Level 3EV Charging

… 
$3,900,000
5bedrooms
7bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
32

Property with pool Upper Brookville (United States)

Set on five flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated level of security and exclusivity. A grand double height foyer welcomes you, anchored by a magnificent Baccarat chandelier, immediately setting a tone of timeless elegance. The home is thoughtfully designed for both grand scale entertaining and comfortable everyday living, featuring 4 fireplaces, a formal living room, elegant dining room, refined library, and a luxury bar area. The main level includes two bedrooms with two full bathrooms nearby, ideal for guests or extended living, along with a fully equipped laundry room. At the heart of the home, the sun-drenched chef’s kitchen is enhanced by skylights and oversized custom windows, creating a bright and inviting atmosphere. Completed with premium appliances including a double wall Wolf oven, Wolf gas cooktop, and two Bosch dishwashers, breakfast nook and two pantries. The space seamlessly connects to the main living areas and opens to the patio, where retractable awnings provide effortless indoor to outdoor living. Upstairs, four spacious en-suite bedrooms include a luxurious primary suite featuring its own fireplace and a spa-inspired bath, offering a true private retreat. A Juliet balcony giving a view of serene front outdoor space. A finished attic adds a versatile open space suitable for a variety of lifestyle needs. The outdoor grounds are equally exceptional, showcasing expansive flat land, a heated gunite pool, tennis court, and multiple areas for entertaining and al fresco dining, all set within one of the most picturesque locations on Colonial Drive. Additional highlights include a finished basement with extra high ceilings, a whole house surround sound system, a recently updated roof (approximately 4 years old), and newer windows (approximately 1 year old). Updated Kitchen and bathrooms. Custom-made furnishings imported from Italy are included, further elevating the home’s refined aesthetic. This extraordinary estate seamlessly blends classic Georgian architecture with modern upgrades, offering unparalleled privacy, scale, and sophistication in one of the North Shore’s most coveted locations.

… 
$6,475,000
6bedrooms
6bathrooms
land 2ha

By Daniel Gale Sotheby's International Realty

Nearby
30

House with pool Glen Head (United States)

Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

… 
$5,585,000
1,634
9bedrooms
12bathrooms
land 3.6ha

By Annonceur International

Nearby
30

House with pool and garden Upper Brookville (United States)

Experience Applewood Estate a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself.nnHidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Islands historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities.nnThe centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds.nnDesigned as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat.nnOutdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estates serene natural surroundings.nnRarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shores most coveted enclaves. Applewood Estate is not simply a home it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

… 
$25,000,000
2,084
13bedrooms
11bathrooms

By Annonceur International

Nearby
47

House with pool Oyster Bay (United States)

Set on two flat, quiet and bucolic acres surrounded by beautiful park-like plantings, mature specimen trees and colorful perennials, this renovated four-bedroom Center Hall Colonial offers serene country setting with exceptional convenience for commuting. A dramatic and elegant entry hall welcomes you with marble flooring and a striking staircase with decorative wrought-iron banister. Just off the foyer is a beautifully appointed full bath featuring custom, high-end porcelain and marble finishes. At the heart of the home is the sleek and stunning eat-in kitchen, thoughtfully designed with two sinks, two dishwashers and a quartzite waterfall center island with seating. GE Café appliances, a French oven and porcelain farmhouse sink complete the sophisticated space. Recessed ceiling lighting and motion-activated floor lighting provide both ambiance and effortless nighttime navigation. Radiant heat adds an additional level of comfort. The spacious formal living room features a wood-burning fireplace with marble surround and an abundance of natural light fro a wall of windows and French doors opening to the bluestone rear patio-ideal for seamless indoor-outdoor entertaining. The sunny formal living room showcases beautiful new wood floors and flows into a private office/den with French doors opening to a covered concrete patio. Upstairs are four bright bedrooms, including a spacious primary en-suite. All bathrooms have been custom designed with luxurious European finishes, including Grohe fixtures, heated towel bars and radiant heat. Outside, the spectacular, level property creates a truly dreamy setting. Expansive lawns, established perrenials and magnificent mature specimen trees surround a fenced, heated Gunite in-ground pool, offering exceptional privacy and a resort-like atmosphere. Numerous recent improvements include new Pella windows throughout, an updated cesspool, roof and plumbing, a new boiler and a full-house generator. Smart-home features allow heating, cooling, washer and dryer functions to be conveniently controlled from your phone. A beautifully renovated home combining timeless elegance, modern amenities and magnificent grounds in an exceptionally peaceful setting.

… 
$2,480,000
4bedrooms
3bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
45

House with pool Locust Valley (United States)

Set amid mature, beautifully landscaped grounds in the coveted Village of Matinecock, this distinguished brick North Shore residence, built in 2006, offers an exceptional combination of scale, craftsmanship, privacy, and resort-inspired living. Rich hardwood floors, substantial millwork, designer wallcoverings, and thoughtfully updated interiors create a home that is at once impressive and inviting. A dramatic, columned double-height foyer with graceful bridal staircases sets an elegant tone upon arrival. The formal dining room is distinguished by a coffered ceiling, while a handsome wood-burning fireplace anchors the spacious den. French doors extend the living spaces to an expansive slate-and-brick terrace overlooking the lush grounds. Designed for both everyday living and effortless entertaining, the eat-in chef’s kitchen features custom cabinetry extending to the ceiling, marble countertops, an oversized center island, generous pantry storage, wine refrigeration, and professional-grade Thermador stainless steel appliances. The first floor primary suite is a private retreat, entered through double doors and appointed with a fireplace, sitting den, two closets, substantial moldings, and an en-suite bath. A formal living room, sunroom with terracotta floors, beautifully appointed laundry room with abundant storage, an elegant powder room, and a bedroom with an attached full bath complete the first floor. Outdoors, the residence unfolds as a private North Shore oasis. The fully fenced 2.06-acre property is framed by mature landscaping and enhanced by multiple fountains and water features. An inviting saltwater swimming pool with an electric cover is framed by handsome slate terraces, while a built-in spa with a cascading waterfall flowing into the pool enhances the resort-like setting. A beautifully designed teak outdoor shower and playset complete an environment equally suited to sophisticated entertaining and leisurely summer days. For the automobile enthusiast or collector, an extraordinary combination of attached and detached garaging accommodates up to eight vehicles - a rare and remarkably versatile offering. Additional amenities include radiant heat beneath tiled areas, central vacuum, whole-house water filtration, natural gas, a generator, integrated audio, Lutron lighting system, seamless speaker systems, and an electric privacy gate at the entrance to the property. The expansive unfinished lower level, with tall ceilings and concrete floors, includes a matted fitness area, provides direct access to the attached garage, and offers substantial storage along with exciting potential for future recreation, wine, or entertainment spaces. Private yet welcoming, refined yet eminently livable, this exceptional Matinecock residence captures the enduring appeal of North Shore estate living, with gracious interiors, expansive grounds, resort-like amenities, and an extraordinary setting designed to be enjoyed in every season. Located within the esteemed Locust Valley Central School District.

… 
$5,950,000
6bedrooms
5bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
30

House with pool and garden Syosset (United States)

Classic elegance and timeless sophistication define this stately Colonial estate set on approximately 2.73 private acres in the prestigious Village of Muttontown. Offering 6 bedrooms, 6 full bathrooms, and 2 half bathrooms, this exceptional residence showcases a grand center hall foyer, gracious formal entertaining rooms, a spacious chef's kitchen with expansive breakfast area, multiple family and gathering spaces, a private home office, and a luxurious primary suite designed as a private sanctuary complete with dual walk-in closets and a spa-inspired bath. Rich architectural details, generous proportions, and abundant natural light create an atmosphere of refined comfort throughout. Surrounded by beautifully landscaped, park-like grounds, the estate offers a true resort-style lifestyle complete with a heated gunite pool, a three-stall barn, access to preserved nature trails, and serene wooded vistas. Additional highlights include a substantial bonus room, a sprawling lower level offering exceptional recreation and storage space, and a three-car garage. Combining extraordinary privacy, scale, and elegance with the convenience of nearby shopping, dining, transportation, and the highly acclaimed Jericho School District, this remarkable property represents Gold Coast living at its finest.

… 
$3,995,000
579
6bedrooms
8bathrooms
land 1.1ha

By Annonceur International

Nearby
38

House with pool Syosset (United States)

Welcome to this exceptional 6-bedroom Colonial set on a magnificent 2.46-acre flat property in Jericho School district. Offering a versatile floor plan, this residence features two additional rooms on first floor that can easily serve as bedrooms, private home offices, a library or guest quarters. The heart of the home is a stunning European-style eat-in kitchen appointed with top of the line appliances, granite countertops, and abundant space for gathering. The kitchen flows seamlessly into a grand dining room with a fireplace and an expansive family room highlighted by soaring ceilings, a striking stone fireplace and walls of windows that showcase breathtaking views of picturesque grounds. This impressive entertaining space is ideal for hosting family and friends while enjoying the beauty of the surrounding landscape. The spacious primary suite offers a peaceful retreat with a beautifully updated oversized bath featuring a soaking jacuzzi tub, separate shower, and elegant finishes. Generously sized secondary bedrooms provide comfort and flexibility for today's lifestyle, while abundant closet space throughout the home provides exceptional storage and organization. Step outside to your own country club backyard surrounded by mature specimen plantings. The sprawling grounds feature an inground pool, expansive patio, estate fencing, and endless opportunities for outdoor entertaining, recreation or relaxation. Additional amenities include central air conditioning, whole house fan, lower taxes, and a prime location close to shopping, houses of worship, and major highways for easy commuting. This is a rare opportunity to customize and make this remarkable property your own while enjoying space, privacy, abundant storage, and endless potential in one of Long Island's most desirable communities.

… 
$1,888,000
6bedrooms
3bathrooms
land 1ha

By Daniel Gale Sotheby's International Realty

Nearby
42

House with pool Syosset (United States)

Set on two beautifully maintained, level acres in the heart of Muttontown, a short distance from Muttontown Preserve, which encompasses 550 acres of fields, woodlands, and ponds, this charming 1948 expanded Cape offers timeless appeal, exceptional privacy, and the rare opportunity to choose between the Jericho or Syosset School Districts. Surrounded by mature specimen trees and lush landscaping, the property enjoys a remarkably private setting with no neighboring homes in view. Expansive lawns and colorful perennial gardens further enhance the serene country setting, just minutes from shopping, dining, major parkways, and the LIRR. The welcoming interior features a gracious formal living room with a wood-burning fireplace, a formal dining room with a custom built-in cabinetry, and a sun-filled eat-in kitchen that opens to a cozy den. French doors lead to a spacious paver patio, creating an effortless transition to outdoor living and entertaining. The first-floor primary suite offers comfort and convenience with an en-suite bath, while the second level features three additional bedrooms and a full bath. A powder room completes the main level. Outside, the fenced in-ground Gunite pool is surrounded by beautiful landscaping and expansive level grounds, offering endless possibilities for recreation, entertaining, future expansion, or simply enjoying the peaceful surroundings. An outdoor storage shed provides additional space for gardening equipment and seasonal storage. Additional highlights include and automatic generator, in-ground propane tank, central air conditioning, lawn sprinkler system, attic fan, security alarm, updated boiler, and newer washer and dryer. A rare offering combining classic architecture, beautifully landscaped acreage, outstanding amenities, and an exceptional locations of one of Long Island's most sought-after communities.

… 
$1,900,000
4bedrooms
3bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
43

House with pool Sea Cliff (United States)

Get ready, the perfect Sea Cliff home is here! Welcome to this idyllic 4-bedroom, 3-bath gem on coveted Lafayette Avenue, right in the heart of prime Sea Cliff. Set on flat land, just blocks from the school and vibrant town, this home offers the lifestyle everyone dreams about;  from sunny afternoons by the pool, to unforgettable Halloween nights as nearby Carpenter Avenue fills with laughter, costumes, and neighborhood magic. Warm, welcoming, and full of charm, this is more than a home — it’s the perfect place to make lifelong memories.

… 
$1,990,000
4bedrooms
3bathrooms
land 0.2ha

By Daniel Gale Sotheby's International Realty

Nearby
7

House with pool Muttontown Road (United States)

This mini Oheka castle was a wedding gift given by Otto Kahn for his son. Built in 1936 by Famed Architect John Russell Pope, this French Styled Chateau offers old world details and exceptional millwork throughout. Polished wood plank floors, exposed beams, fine paneling and moldings are some of the original details. The 10.4+ acres is beautiful property featuring an equestrian jump course, paddock, barn with 8 stalls, inground pool, a US Open-grade tennis court, two bluestone patios, flower garden and Award-winning Landscaping. Must see to appreciate all the amenities on this estate. Total acreage can be divided as represented- 10.46 acres with house, pool tennis court and 3 lots $6.8M 2 Acre approved Lot on Muttontown $1.7M 2+ Acre lot with Barn off Midlane $1.6M 2+ Acre lot to be developed off Midlane $1.7M

… 
$6,800,000
9bedrooms
10bathrooms
land 4.2ha

By Daniel Gale Sotheby's International Realty

Nearby
30

Contemporary house with pool and garden Oyster Bay (United States)

OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026.nnMaison Blanche: An Architectural Icon in Upper BrookvillenExperience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (20232026) masterpiece.nnThe residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chefs kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands.nnUniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen.nnApp-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living. GPS. Off of Chicken Valley Rd.

… 
$8,994,999
939
6bedrooms
6bathrooms

By Annonceur International

*

Receive by email any new listing that may match your search criteria

Your criteria :

  • For sale
  • Old Westbury, United States, +30 km
  • Houses
  • Pool

How satisfied are you with this page?

(not the listings itself)