Syosset Homes with Pool

Welcome to Syosset, a vibrant community nestled in the heart of Nassau County, New York, where exceptional living meets educational excellence. Renowned for its top-tier school district, Syosset boasts a reputation for academic achievement and a commitment to fostering a nurturing environment for students. The Syosset Central School District is consistently ranked among the best in the state, offering a comprehensive curriculum, outstanding extracurricular activities, and a diverse range of programs that cater to the unique needs of every student. Parents can rest easy knowing their children are receiving a quality education that prepares them for future success.

In addition to its stellar educational offerings, Syosset is a picturesque suburban haven that features a variety of beautiful homes, many of which come with the delightful addition of private pools. Imagine spending warm summer days lounging by your own pool, hosting gatherings with friends and family, or simply enjoying a refreshing dip after a long day. Homes with pools in Syosset not only provide a luxurious lifestyle but also create the perfect backdrop for unforgettable memories.

With its charming neighborhoods, convenient access to shopping and dining, and a strong sense of community, Syosset is a place where families can thrive. Whether you're seeking a spacious family home with a pool or a cozy retreat to call your own, Syosset offers a diverse array of real estate options that cater to all lifestyles. Explore the enchanting world of Syosset today, where your dream home awaits amidst an exceptional community!

Newest Syosset Homes with Pool

$1,688,888

3 Beds ⋅ 3 Baths ⋅ 1022916 MLS

Welcome To This Beautifully Renovated Split Level Home Located In The Highly Sought After Community Of Woodbury Within the Award Winning Syosset Central School District.Perfectly Positioned On A Quiet Mid Block Location With Easy Access To Major Parkways And Transportation. This Exceptional Property Combines Luxury Comfort And Convenience.This Move In Ready Residence Features 3 Spacious Bedrooms, 2.5 Updated Bathrooms And A Fully Finished Basement Offering Versatile Living Space For Todays Lifestyle. The Heart Of The Homes Is The Stunning Gourmet Kitchen Thoughtfully Designed With Exquisite Cabinetry Granite Countertops And Hi End Stainless Steel Appliances Creating The Perfect Setting Fort Both Everyday Living And Entertaining.The Home Has Been Completely Updated And Boasts Recessed Lighting Throughout Central Air conditioning a High Efficiency Boiler Automatic Back Up Generator Security Camera System Climate Controlled 2 Car Garage with Built In Cabinets And In Ground Sprinkler System For Added Comfort And Peace Of Mind. The Inviting Den Features a Beautiful Gas Fireplace And A theatre Surround Sound System Creating The Ultimate Space For Relaxing Entertaining Or Enjoying Move Nights At Home.Step Outside Yo Your Private Backyard Oasis Situated On A Large Fenced In Property. Enjoy Days In The Sparkling In Ground Salt Water Heated Swimming Poll.Entertain Guests In The Outdoor Kitchen Or Simply Relax In The Beautifully Maintained Outdoor Space Designed For Year Round Enjoyment. Offering A Rare Combination Of Premium Upgrades Modern Amenities Exceptional Outdoor Living And a Prime Location This Home Presents An Outstanding Opportunity To Enjoy Luxury Living In One Of Long Islands Most Desirable Neighborhoods.

32 Lark Drive, Woodbury

$1,488,888

4 Beds ⋅ 3 Baths ⋅ 1031203 MLS

Welcome to 20 Sagamore Way, Jericho — a beautifully appointed home offering comfort, space, and luxury living. This residence features 4 spacious bedrooms and 2.5 bathrooms. The first floor offers a private office room, perfect for working from home. Enjoy a chef’s kitchen equipped with stainless steel appliances, a pantry room, and ample cabinetry. The main level also includes a formal dining area, a cozy family room with fireplace, and a bright living room — ideal for both everyday living and entertaining. A stunning staircase with modern glass railing leads to the second floor, where you’ll find four generously sized bedrooms, all with spacious closets, along with a common full bathroom. The primary suite features his-and-her closets and an en-suite full bathroom for added comfort and privacy. Exterior highlights include a circular driveway, 2-car garage, and a spacious backyard perfect for summer grilling and entertaining friends and family. The property also boasts an in-ground pool, creating your own private outdoor oasis. Conveniently located near top-rated schools.

20 Sagamore Way S, Jericho

$3,598,000

5 Beds ⋅ 6 Baths ⋅ 1025444 MLS

Picture Perfect in the Heart of North Syosset! Welcome to this extraordinary new construction set on a private acre in one of North Syosset's most desirable tree-lined neighborhoods. This Hampton-style Center Hall Colonial blends timeless architecture with today's most sought-after luxury amenities. A dramatic two-story foyer creates a stunning first impression, while the custom stone and shake exterior delivers exceptional curb appeal. Inside sun-filled spaces, soaring ceilings, wide-plank White Oak floors, custom millwork, and designer finishes showcase impeccable craftsmanship throughout. The heart of the home is a banquet-sized chef's kitchen featuring premium appliances, spacious walk-in pantry and seamless flow into the spectacular great room with a modern linear gas fireplace flanked by floating built-ins. Designed for both entertaining and everyday living, the thoughtfully crafted floor plan offers five en-suite bedrooms all with walk-in closets, including a first-floor guest suite with private terrace access. The luxurious primary retreat features a spa-inspired bath with two premium custom walk-in closets. Step outside to your private resort-style backyard, complete with an infinity terrace, heated salt water pool with spa, sun shelf, and automatic retractable cover. Additional highlights include designer bathrooms, large mudroom, three-car garage, and a 10-foot basement with endless possibilities for customization. Located in the award-winning Syosset School District and just minutes from golf clubs, fine dining, shopping, and transportation, this exceptional residence offers the ultimate blend of luxury, comfort, and convenience! (virtually staged)

32 Pine Road, Syosset

$2,699,000

5 Beds ⋅ 4 Baths ⋅ 1029820 MLS

Welcome to 4 Shannon Drive, a sprawling 4,095-square-foot home located in the heart of Woodbury. A stunning post modern 5 bedroom Colonial showcasing exceptional craftsmanship and timeless design. This elegant residence offers a spacious and versatile layout, featuring oversized rooms, soaring ceilings and sun-drenched rooms, sweeping staircase, and seamless flow for entertaining. At the heart of the home is a large chef’s center island kitchen equipped with top-of-the-line appliances, radiant heated flooring and custom Wood Cabinetry, ideal for culinary enthusiasts and gatherings of any size. Tucked away from the main living areas, a main floor guest bedroom and fully renovated bathroom offers privacy and independence. The second floor primary suite is defined by vaulted ceilings and the cozy glow of a gas fireplace. This expansive retreat features a walk-in closet and flows seamlessly into a reimagined, spa-inspired ensuite. Designed for rejuvenation, the bathroom offers a sleek double vanity, a deep jacuzzi tub for indulgent soaks, and an oversized steam shower, creating a private haven of sophisticated comfort. Additional 3 generously sized bedrooms provide flexibility for extended living. Additional features a finished basement with ample storage, a first floor laundry room, gas heat, central vacuum, State of the Art security and camera system, whole house water filtration system, 3 car garage, CAC plus so much more! Set on an incredible .46-acre landscaped property with In Ground Heated Pool and built in professional BBQ, this special home offers fabulous outdoor entertaining possibilities. Set in one of Long Island's most prestigious school districts, and just minutes to shopping, dining, and the train station, this home perfectly balances a lifestyle defined by style, scale, and a premier North Shore location.

4 Shannon Drive, Woodbury

$1,499,000

5 Beds ⋅ 2 Baths ⋅ 1028701 MLS

Discover the magic of this house the moment you step inside. Lovingly restored for today while honoring the craftsmanship of yesterday, this extraordinary home blends timeless character with today's modern comforts. Wide plank hardwood pine floors, exposed beams, custom millwork and five wood-burning fireplaces create a warmth and charm that simply cannot be duplicated. The beautifully crafted kitchen features custom Tiger Maple solid wood cabinetry, young windows and roof, central air conditioning, gas heat and thoughtful updates throughout allow you to simply move in and enjoy. Offering five bedrooms, two full baths and an extraordinary, detached garage with room for up to eight vehicles, this one-of-a-kind property is ideal for car enthusiasts, hobbyists or anyone in need of exceptional workspace. The beautifully landscaped grounds provide a peaceful setting, completing a home that is as distinctive as it is welcoming. This is more than a home—it is an experience that must be seen to be appreciated. For the buyer who appreciates craftsmanship, history, and authenticity, there is simply nothing like it. Come See!

211 Berry Hill Road, Syosset

$5,000,000

5 Beds ⋅ 6 Baths ⋅ 1028542 MLS

A One-of-a-Kind Custom Estate A masterpiece of custom craftsmanship and timeless design, this extraordinary estate offers nearly 6,000 square feet of luxurious living space—exclusive of the basement and three-car garage. Conceived, designed, and meticulously built by its owners, every detail reflects an uncompromising commitment to quality, elegance, and enduring value. Exceptional Property Highlights Architectural Distinction – The home’s striking exterior is clad in exquisite natural Turkish stone, quarried in Turkey, precision-cut overseas, and imported by container exclusively for this residence, creating a timeless and distinguished façade rarely found in today’s luxury homes. Resort-Caliber Outdoor Living – A spectacular custom-designed swimming pool, completed in 2025, anchors an extraordinary outdoor oasis. Over $1.8 Million Invested Outdoors – The grounds have been transformed into a private resort with over $1.8 million invested in the backyard, featuring a luxury swimming pool and a professional multi-sport court designed for tennis, pickleball, and basketball. Complete Landscape & Engineering Transformation – Originally situated on a steep hillside, the entire backyard was professionally re-engineered, reconstructed, and regraded to create an expansive, level outdoor living space that seamlessly combines beauty, functionality, and exceptional usability. Comprehensive Drainage System – A professionally engineered French drain system extends throughout the property, ensuring superior drainage and long-term protection. Newly Constructed Grand Driveway – A beautifully designed driveway, completed in 2025, enhances the home’s impressive curb appeal and grand arrival. Three-Car Garage – A spacious three-car garage provides generous room for vehicles, storage, and everyday convenience. Grand Lower Level – The full basement boasts impressive 10-foot clear ceilings, offering exceptional scale and endless possibilities for additional living and entertainment space. It also includes a custom-built reinforced bomb/storm shelter, providing an added level of security and peace of mind. Sophisticated Interior Living Five generously proportioned bedrooms and five-and-a-half luxurious bathrooms, thoughtfully designed for both everyday living and elegant entertaining. Three private bedroom suites, each with its own full en-suite bathroom, offering exceptional comfort and privacy for family members or guests. Two additional en-suite bedrooms, creating a home where every bedroom enjoys the comfort and convenience of its own dedicated bath. Every inch of this remarkable residence was thoughtfully envisioned and custom crafted by its owners. From the imported natural stone exterior to the extensive structural enhancements and resort-inspired grounds, this is a home of exceptional quality, timeless elegance, and enduring craftsmanship—a truly rare offering in today’s luxury market.

8 Headley Way, Woodbury

$2,390,000

5 Beds ⋅ 5 Baths ⋅ 1025514 MLS

Tucked behind the gates with a guard on duty, in the Windemere community, this architecturally distinctive contemporary was designed around light, volume, and an effortless connection to nature. Soaring vaulted ceilings rise approximately 20 feet above the principal living areas, where walls of floor-to-ceiling windows overlook park-like grounds and fill the home with natural light from the moment you step through its one-of-a-kind handcrafted sculptural double entry doors. The dramatic living room, anchored by a grand architectural wood-burning fireplace, flows into a formal dining area, scaled for large gatherings. A sculptural spiral staircase ascends to a gallery library overlooking the living room, richly appointed with wood paneling and extensive custom-built bookcases — a true showpiece. Multi-zone audio carries music seamlessly throughout the whole home. The open, vaulted kitchen — outfitted with a Sub-Zero refrigerator, two Thermador wall ovens, and a Miele cooktop — connects directly to the family room and casual dining area, with a walk-in pantry and a laundry room with an additional Sub-Zero freezer. The main-level primary suite is a private retreat with a vaulted ceiling, floor-to-ceiling windows, and three walk-in closets. Its spa-inspired bath features a dry sauna, a walk-in shower with Schluter radiant heat in the floor, bench, and accent wall, a smart toilet in its own enclosed room, layered designer lighting, and a skylight overhead. A guest suite offers a marble bath and private outside entrance. Two additional bedrooms share a stunning, fully redone onyx Jack-and-Jill bath with radiant heated floors. Upstairs, a spacious loft makes an ideal teen retreat, office, or bonus room. The finished lower level adds a mirrored gym, hobby and recreation space, a room-size cedar closet, and multiple storage rooms. Outside, resort-style living awaits: a gas-heated saltwater pool, composite (Trex) deck accessed directly from the kitchen and living room, and tranquil pond views beyond the established landscaping. Community tennis and pickleball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.

27 Windemere Way, Woodbury

$2,498,000

6 Beds ⋅ 5 Baths ⋅ 1024371 MLS

Located in the heart of Syosset this remarkable home has an unmatched combination of space, style and functionality. Meticulously updated and thoughtfully designed, this extraordinary residence is the perfect blend of luxury, comfort and versatility. This Home’s flexible floor plan is ideal for today’s lifestyle, featuring a handicap accessible main level living suite with a beautifully designed spa-inspired bath, perfect for multigenerational living, extended family, or guests. Offering six spacious bedrooms, beautifully, renovated bathrooms, and a breathtaking primary retreat that must be experienced to be appreciated. Every detail has been carefully curated. Your own private Staycation awaits you with a spectacular backyard featuring a saltwater in-ground pool, relaxing Jacuzzi, outdoor kitchen, expansive deck, spacious patio, and a fully fenced yard ideal for entertaining or enjoying peaceful days at home. Simply too many exceptional features to list. This is a must see property!!!!

1 Geoffrey Avenue, Syosset

$1,280,000

3 Beds ⋅ 3 Baths ⋅ 997943 MLS

Move right into this beautifully renovated, spacious home, where a custom European front door creates a stunning first impression and sets the tone for the thoughtful design found throughout. The main level welcomes you with an inviting entry foyer, with skylight, and an updated eat-in kitchen with a vaulted ceiling, featuring a GAS stove, crisp white cabinetry, granite countertops, and stainless-steel appliances. A formal dining room and sun-filled living room create an effortless flow for everyday living and entertaining. The upper level offers three generously sized bedrooms, including a primary suite with a walk-in closet and a luxuriously renovated primary bathroom featuring a premium bidet. Two additional bedrooms are complemented by a renovated hall bathroom with designer finishes. The lower level provides a warm and inviting den, complete with a fireplace and built-in entertainment center, creating the perfect space to relax or gather with guests. This level also includes a renovated half bath and direct access to the two-car garage. Sliding glass doors lead to a fully fenced backyard and a private outdoor retreat featuring a deck, patio, and a resort-style heated saltwater in-ground pool, creating the perfect setting for outdoor living. The basement offers additional flexible living space, a laundry room, and abundant storage. Additional highlights include hardwood floors, central air conditioning, GAS heating, motorized shades in all bedrooms and in-ground sprinklers. Every detail has been carefully considered, from the custom Italian doors throughout the home to the exquisite renovations, allowing you to simply move in and enjoy this exceptional mid-block home surrounded by beautiful mature trees and located in the Syosset School District. Conveniently close to shopping, dining, parks, train stations, and major highways. This one will not last!

11 Sunbeam Road, Syosset

$1,188,000

4 Beds ⋅ 3 Baths ⋅ 1025998 MLS

This property has 3 bathrooms and 4 bedroom. The house was total renovated 3 years ago. This is beautiful move in ready house,1,690 sqft of floor space. This property has a lot size of 7956 sqft and was built in 1955.

238 Jerome Street, Syosset

$2,395,000

6 Beds ⋅ 6 Baths ⋅ 1020613 MLS

Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury

$1,378,000

3 Beds ⋅ 3 Baths ⋅ 1024168 MLS

Welcome to this beautifully expanded home featuring a spectacular 23’ x 24’ great room with a cozy fireplace and picturesque views of the private backyard with an inground vinyl pool ( pool liner less than 3 years old). The formal living room, elegant dining room, and spacious light & bright 1 year old kitchen with natural gas/ New Samsung Refrigerator with smart touch and Quartz countertops flow seamlessly into the great room, creating the perfect layout for both everyday living and entertaining. Sliding glass doors provide easy access to the backyard oasis. Three bedrooms upstairs with 2 new baths offer luxury and space. Additional living space includes a comfortable den with half bath, a finished basement w/ cedar closet ideal for recreation or a home office, and an attached two-car garage, offering exceptional versatility and convenience. 2 zone CAC. Famed Syosset School District. Some pics with furniture are AI generated.

30 Harriet Drive, Syosset

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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.