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

$3,700,000

5 Beds ⋅ 9 Baths ⋅ 1048263 MLS

Welcome to this beautiful estate, where you will be immersed in luxury and convenience. This shy 5,000 sq-ft home is an entertainer's delight, smart technology and multiple settings to impress. The bespoke "Bar Room" with a lighted alabaster bar, vaulted stamped copper ceiling and dual fireplace is a unique entertaining spot. This ‘Lifestyle’ home features radiant heat, an expansive kitchen with 2 breakfast areas, and a unique 'Show Kitchen' that opens to the dining room. The great room features high coffered ceilings with custom lighting, a large fireplace and walls of glass doors to the patios. The Primary suite boasts 2 Primary baths and 2 large walk-in closets, as well as 2 private balconies and an impressively grand fireplace. The finished Basement provides maid's quarters with outside entrance, a huge gym plus a full bath with a large steam shower. This spectacular residence is situated on 1.17 acres and boasts an all-new driveway, patios, wall, landscaping, new heated salt-water pool, new separate hot tub, 2-car garage, and renovated 1,152 sq-ft Pool/Guest house. With 5 fireplaces, 2 outdoor kitchens, a huge covered dining area with pizza oven and outdoor movie screen, this property is the perfect setting for cherished memories to come! Wheatley Schools, Village of Old Westbury

213 Guinea Woods Road, Old Westbury

$4,800,000

6 Beds ⋅ 7 Baths ⋅ 1048694 MLS

OLD WESTBURY Set behind a Gated Courtyard entrance 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

$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

$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

$5,900,000

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.