Old Westbury Homes with Pool

Welcome to Old Westbury, a picturesque gem nestled in the heart of Nassau County, New York. Known for its sprawling estates and lush landscapes, this enchanting neighborhood exudes an air of sophistication and tranquility. With its rich history and vibrant community, Old Westbury offers a unique blend of suburban charm and urban convenience, making it one of Long Island's most sought-after locations.

As you explore Old Westbury, you’ll be captivated by its stunning architecture, which ranges from grand mansions to charming cottages, many of which are set on expansive grounds. The neighborhood is renowned for its luxurious homes, many of which feature private pools that provide a perfect oasis for relaxation and entertainment during the warm summer months. Imagine hosting gatherings with friends and family, basking in the sun by your own sparkling pool, or enjoying serene evenings under the stars in your beautifully landscaped backyard.

Old Westbury is not just about beautiful homes; it’s also about community. Residents enjoy easy access to top-rated schools, upscale shopping, and fine dining options. The area is rich in cultural heritage, with nearby attractions such as the Old Westbury Gardens, where you can stroll through breathtaking gardens and historic estates.

For those seeking a tranquil yet vibrant lifestyle, Old Westbury is the perfect place to call home. With its idyllic surroundings, luxurious properties, and a welcoming community, it’s no wonder that this neighborhood continues to capture the hearts of many. Discover your dream home with a pool in Old Westbury, where every day feels like a retreat.

Newest Old Westbury Homes with Pool

$2,499,000

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

$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

$6,990,000

6 Beds ⋅ 8 Baths ⋅ 949378 MLS

A long private drive leads you to an extraordinary 8000 + square foot classic contemporary estate set on over six pristine level park like acres in the prestigious village of Old Westbury. This one-of-a-kind residence offers a slate roof and copper entry doors, 6 gracious ensuite bedrooms and eight luxurious baths seamlessly blending architectural grandeur and timeless elegance. The impressive entry foyer opens to a dramatic formal living room featuring a 30 foot soaring ceiling, walls of floor to ceiling glass, and a striking glass fireplace creating a breathtaking setting filled with natural light. An impressive formal dining room provides the perfect backdrop for elegant entertaining on a grand scale. The expansive chef's kitchen features a generous center island with gas burners, slate roof, custom wood cabinetry, and stainless-steel appliances. The kitchen opens seamlessly to a sun-filled breakfast area plus an inviting den, creating an ideal space for both everyday living and entertaining. Also on this level are private guest quarters with private entrance, offering an ensuite bedroom, office, and additional half bath, perfect for extended stays or work-from-home flexibility. A serene primary marble suite is a luxurious private oasis featuring an expansive spa-like marble bath and 2 designer walk in closets. It also includes a sauna and private office, for the ultimate retreat. The second floor features an expansive sun-drenched landing that leads to three generously-sized ensuite bedrooms with access to a shared balcony. This level also provides access to the primary suite’s private sauna and Home Office, both offering serene, picturesque views of the beautiful, manicured estate. The resort-style lower level is designed for ultimate wellness and entertainment. Features include a state-of-the-art fitness center with a private sauna, custom 2-tier home theatre, temperature-controlled wine cellar, and a full-service bar. The expansive recreation area offers billiards and table tennis, while a dedicated entertainment studio includes professional karaoke equipment, pull down screen, mirrored dance floor, and a ballet barre. An exceptional space for both relaxation and hosting at the highest level. Encompassing 6 acres of exquisitely landscaped grounds, this remarkable property features a stunning stone and glass pool house, pool, and a professional Har-tru tennis court, creating a resort caliber experience. Three car attached garage. Jericho schools. Old Westbury is perfectly located on the North Shore of Long Island's Gold Coast, offering riding trails, the Meadowbrook Polo Club, prestigious country clubs, and in close proximity to the Americana Shopping Center, known for world-class shopping and fine dining. Nearby, the renowned Old Westbury Gardens offers beautiful grounds and cultural experiences. This home is half-way to the Hamptons and only 30 min to Manhattan, offering the best of both worlds.

101 Wheatley Road, Old Westbury

$4,999,988

5 Beds ⋅ 6 Baths ⋅ 953465 MLS

This all-brick New Construction home represents the height of modern luxury, perfectly situated on two acres within a quiet cul-de-sac in the Village of Old Westbury. Architectural excellence is defined by an open-concept floor plan with soaring 10-foot ceilings on the first and second floors, complemented by a massive 11-foot basement with a dedicated outside entrance. Large Anderson 400 series windows flood the interiors with natural light, highlighting custom millwork, striking feature walls, and 8-inch wide-plank white oak flooring throughout. The custom kitchen is a masterpiece of design, crafted with meticulous attention to detail and featuring a rare double-island configuration with stunning waterfall quartz countertops. This culinary space is anchored by 36-inch Gaggenau refrigerator and freezer columns, a Wolf range and wall oven, and an integrated coffee system. Further enhanced by dual Bosch dishwashers and True beverage drawers, the kitchen transitions into a refined butler’s pantry with a wine cooler and dedicated ice maker. The main level flows seamlessly from the formal living room into the family room, which is anchored by a sleek gas fireplace. Every bedroom is a private retreat featuring its own en-suite bath and custom-fitted closets. The primary suite serves as a true sanctuary, boasting a spa-like bath with radiant heated flooring, a separate water closet, a custom dressing room, and a Juliet balcony overlooking the lush grounds and pool. Modern sophistication is integrated throughout, including an internal elevator serving all levels, a comprehensive central vacuum system, and a three-car garage with a built-in dog wash station. The home features an extensive Lutron lighting system, color-adjustable LED lighting, and a security system—all seamlessly managed via a central smart-home tablet. Built for ultimate reliability, the residence is generator-ready with dual Generac panels. The exterior is an entertainer's sanctuary, centered around a pristine in-ground gunite pool and spa framed by premium masonry. A masterclass in modern living, this estate offers a rare opportunity to experience the ultimate in Gold Coast sophistication.

26 Saint Andrews Court, 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

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.