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

$1,999,000

4 Beds ⋅ 3 Baths ⋅ 1042523 MLS

Welcome to this beautifully updated, multi-level home located in North Syosset, just minutes from the LIRR and Syosset schools. Inside, you’ll find an ideal layout designed for effortless everyday living and entertaining. The main level boasts soaring 10-foot ceilings, a spacious family room, an elegant living room, dining room, a cozy den, and a gorgeous chef’s kitchen. The upper level features four bedrooms and two renovated baths, highlighted by a primary suite with 18-foot cathedral ceilings, three walk-in closets, and a renovated en-suite with heated flooring. Everyday functionality is made simple with a second-floor laundry room and two pull-down attics for extra storage. Below, the full basement with 9-foot ceilings and a dedicated outside entrance offers flexible additional space. Outside, your own personal resort-style retreat awaits! The fully fenced backyard is built for ultimate relaxation and summer hosting, complete with a private deck, in-ground pool, hot tub, and custom stone surround. An inviting covered front porch, a multi-car driveway, and an updated garage with expansive upstairs storage complete this exceptional home.

59 Meadowbrook Road, Syosset

$3,200,000

6 Beds ⋅ 6 Baths ⋅ 1048013 MLS

Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Castle Court

$2,498,998

7 Beds ⋅ 4 Baths ⋅ 1037686 MLS

Welcome to North Syosset and the 34 Lisa Ct!! An Impressive Center Hall Colonial Offering Exceptional Space, Privacy, and Endless Possibilities. Set on Two Private Acres At The End of An Intimate Cul-de-sac, This Spacious Home Provides Room For Everyone & An Incredible Opportunity to Make it Truly Your Own. The First Floor Features a Formal Living Room and a Dinning Room A Spacious Eat In Kitchen a Private Guest Room, Dedicated Office and An Expansive Family Room with a Fireplace. First Floor Laundry , Powder Room and Full Bath Completes The First Floor . Upstairs You’ll Find Five Generously Size Bedrooms Sharing a Very Spacious Bathroom With A Possibility Of Adding A Second One. The Primary Suite Enjoys Its Own Wing, Creating a Wonderful Sense of Separation and Privacy. This Property Offers Endless Possibilities For Creating Your Own Outdoor Retreat. Surrounded by Mature Landscaping and Abundant Space The Grounds Provide a Beautiful Space For Entertaining, Relaxing & Enjoying The Privacy Of This Exceptional Setting. With its Versatile Layout and Remarkable Location This Home Presents a Rare Opportunity To Create The Home You’ve Been Envisioning. Within Walking Distance to the LIRR A Must See!!

34 Lisa Court, Syosset

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 1037062 MLS

Set on a quiet cul-de-sac in desirable North Syosset, 1 Ryan Court offers an exceptional blend of space, privacy, and outdoor living. Situated on a generous quarter-acre lot within the renowned Syosset School District, this 3-bedroom, 2.5-bath residence offers an expansive multi-level layout with generously sized living spaces designed to accommodate a variety of lifestyles. Step inside to a bright and welcoming interior where natural light fills the home throughout the day. Oversized windows in the living and dining rooms create an airy atmosphere, while rich hardwood floors add warmth and timeless appeal. The thoughtfully designed floor plan offers spacious, comfortable rooms with an effortless flow, making the home equally suited for everyday living and entertaining. The well-appointed kitchen features a Sub-Zero refrigerator, professional stainless steel gas range with exhaust hood, double ovens, extensive cabinetry, and sliding glass doors leading directly outdoors. Step outside to an impressive private retreat featuring a brand-new Trex deck with multiple areas for dining, relaxing, and entertaining. The spacious backyard includes a large in-ground pool, outdoor kitchen area, and a beautiful koi pond with a cascading waterfall, creating a peaceful and distinctive outdoor oasis. Additional features include a two-car garage, dedicated laundry area, and abundant closet and storage space. Located on a quiet private court while remaining conveniently close to shopping, dining, train station, and everyday conveniences, this home offers the perfect combination of tranquility and accessibility. With its spacious interior, exceptional outdoor amenities, and highly sought-after North Syosset location, this is an opportunity not to be missed.

1 Ryan Court, Syosset

$1,500,000

4 Beds ⋅ 4 Baths ⋅ 1035555 MLS

Unique 4 Bed, 3.5 Bathrooms, Multi-level Main Level Great family Room w/fireplace (20X20), Cathedral Ceiling, Maple Hardwood Floors, Huge Granite Kitchen, Center Island W/Stainless Steel Appliances. Master Bedroom w/Large Closet, Bathtub Jacuzzi, Glassed in Shower. Sliding Glass Doors To Resort Backyard, Custom Paver/Stone Patio, Stunning Salt Water Pool, backyard gate entrance into Dorothy Street Park.

26 Kathleen Drive E, Syosset

$2,975,000

4 Beds ⋅ 6 Baths ⋅ 1033228 MLS

Completely renovated in 2024, this one-of-a-kind custom architectural modern masterpiece is the home you've been waiting for. Designed with an open-concept floor plan and soaring vaulted ceilings, every space is crafted for both elegant living and effortless entertaining. The new gourmet eat-in kitchen serves as the heart of the home, flowing seamlessly into expansive living and dining areas accented by walls of windows and French doors that fill the home with natural light while overlooking the spectacular backyard retreat. The luxurious primary suite is a private sanctuary, featuring an incredible four-room layout that offers exceptional space, comfort, and versatility. Step outside to your own resort-style oasis complete with a heated in-ground pool, cabana, outdoor bar and kitchen, and beautifully landscaped grounds with room for tennis and pickle ball—creating the perfect setting for entertaining or relaxing. The newly finished basement, featuring 9-foot ceilings, provides additional living and recreation space ideal for a home theater, gym, game room, and guest accommodations. Adding to the property's unique appeal is a beautifully renovated three-room cottage, perfect for guests, extended family, a private office, or creative studio. This diamond-condition residence truly offers the best of both worlds—a luxury home and a year-round vacation destination, all on one exceptional property. A rare opportunity not to be missed. Located in the award winning Syosset School District.

537 Split Rock Road, Syosset

$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

$3,598,000

5 Beds ⋅ 6 Baths ⋅ 1025444 MLS

Luxury living exactly where you want to be! Set on a private acre in one of North Syosset's most desirable tree-lined neighborhoods, this picture perfect new construction features sun drenched spaces, timeless architecture and 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 provides 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

$1,350,000

5 Beds ⋅ 2 Baths ⋅ 1028701 MLS

Historic Home Meets Modern Lifestyle. Built in 1838, this incredible home has stood the test of time- and still offers the comforts and amenities today's buyers are looking for! Imagine the possibilities of blending this homes historic character and original charm with fresh modern style. 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. Wideboard pine flooring, 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 5 bedrooms, 2 full baths and an oversized detached garage, ideal for car enthusiasts, hobbyists or anyone in need of exceptional workspace. Imagine the possibilities! Historic details. Timeless character, Modern comfort.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. Would you keep the historic style, go completly modern, or create a mix of both? 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

Start Your Search

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.