Syosset Homes with Walt Whitman Elementary School Elementary school

Welcome to the charming community of Woodbury, NY, nestled in the heart of Nassau County. One of the standout features of this vibrant area is its exceptional school district: Syosset. Renowned for its commitment to academic excellence, the Syosset School District consistently ranks among the top in New York State. Families seeking a nurturing environment for their children will find a wealth of opportunities here, from innovative educational programs to a multitude of extracurricular activities.

At the heart of this district is the highly regarded Walt Whitman Elementary School. Known for its dedicated faculty and a curriculum that fosters creativity and critical thinking, Walt Whitman is a beacon for young learners. The school emphasizes a holistic approach to education, ensuring that students not only excel academically but also develop socially and emotionally. With small class sizes and a strong sense of community, parents can rest assured that their children are receiving personalized attention and support.

Living in Woodbury means being part of a close-knit community that values education and growth. Homes in this area are often situated within a short distance from Walt Whitman Elementary, making morning commutes a breeze for families. Whether you’re looking for a charming single-family home or a spacious property with room to grow, Woodbury offers a variety of options to suit your needs.

Investing in a home here not only provides a beautiful living space but also grants access to one of the best school districts in the region. Experience the perfect blend of suburban tranquility and educational excellence in Woodbury, NY—where your family can thrive!

Newest Syosset Homes with Walt Whitman Elementary School Elementary school

$1,975,000

3 Beds ⋅ 4 Baths ⋅ 1061196 MLS

The Sagamore at Mill Ponds is an Exclusive Gated Community in Woodbury Featuring 76 Homes w/Soaring Ceilings and Walls of Black Clad Windows. Residents Enjoy the Private Clubhouse Offering Sitting Rooms w/Fireplace, Card Playing, Bar, Pool Table, TV, Gym, Golf Simulator, & Screening Room. Additional Amenities Include an Outdoor Pool, Gas Grill & Outdoor Seating, Fire Pit, Tennis & Pickleball Courts, Putting Green, Playground & Dog Park. The Community is Beautifully Landscaped Utilizing a Consistent Color Scheme. This Sought After End Unit Features 10' Ceilings & 8' Interior Solid Wood Doors on the Main Living Floor; 9' Ceilings & 7' Doors Complete the Second Floor & Basement. The Outdoor Views are Wonderful! Custom Shades Throughout. Spacious Primary Suite w/2 Walk In Closets & Double Door Balcony w/Double Screens. Watch the Sunsets! $280,000 of Upgrades Including: Custom Upgraded Center Island Kitchen & Butler's Pantry-Cabinetry to Ceiling, "Dekcon" Kitchen Counters & Backsplash, Oversize Built-In Sub-Zero Refrigerator, Stainless Range Hood & Built-In Microwave/Convection/Air Fryer. 5" Hardwood Flooring. Upgraded Plumbing, Electrical, Bathrooms, Paint & Hardware! Closets are Customized. Larger Deck w/Railings. Epoxy-Like Flooring in Waterproofed Basement & 2 Car Garage. High Efficiency 2 Zone Central Air & Gas Heating System & Tankless Gas Hot Water Heater. A Luxurious Townhouse End Unit Which Shows Off the Lovely Landscaping & Flowers Offering Privacy & Beauty. All Located in Woodbury, Within the Renowned Syosset School District and Offering Access to Town Parks and Tobay Beach.

10 Three Ponds Lane, Woodbury

$2,049,888

6 Beds ⋅ 5 Baths ⋅ 1059193 MLS

Discover unparalleled luxury in this stunning 4,333 sq ft uber luxurious New Construction, perfectly positioned on a sprawling half-acre in the heart of Woodbury. Located within the prestigious Syosset School District, this custom-built home offers modern elegance, top-tier finishes, and exceptional attention to detail throughout. Step inside to a sun-drenched, open-concept layout featuring a luxurious eat-in kitchen equipped with a massive center island, premium Sub-Zero/Wolf appliance package, and elegant custom cabinetry. The seamless flow continues into the spacious living room with a sleek see-through fireplace, a spacious formal dining room, a stunning a cozy den with an additional fireplace, and a versatile office or guest bedroom on the main level. The grand primary suite is a true retreat—offering soaring ceilings, multiple walk-in closets, and a spa-inspired bathroom with designer fixtures. Three additional bedrooms include a Jack and Jill bathroom and a private en-suite, ideal for family or guests. The fully finished basement provides exceptional bonus space with multiple egress windows, a bedroom, full bathroom, and endless possibilities for recreation, gym, or media room. Energy efficiency meets cutting-edge tech with owned solar panels and a Tesla Powerwall energy storage system. Enjoy built-in speakers throughout, and too many upgrades and extras to list. This is a rare opportunity to own a move-in-ready, luxury home in one of Long Island’s most desirable communities. A must-see!

46 Plainview Road, Woodbury

$1,799,999

6 Beds ⋅ 4 Baths ⋅ 1059145 MLS

Elegant & Spacious 6-Bedroom Residence in Hunting Hill, Woodbury with Resort-Style Backyard Welcome to this beautifully updated and generously proportioned 6-bedroom, 3.5-bath residence, ideally located in the desirable Hunting Hill section of Woodbury. Offering an exceptional blend of elegance, comfort, and effortless entertaining, this home features a spacious layout, thoughtfully updated interiors, and a spectacular private outdoor retreat. Inside, the home showcases updated bathrooms, a beautifully appointed kitchen with granite countertops, hardwood floors, hi-hat lighting, and updated windows. The expansive floor plan includes two luxurious primary suites, offering exceptional flexibility, privacy, and comfort for family and guests. Additional highlights include a gas boiler, 200-amp electric service, whole-house water filtration system, central air conditioning updated in 2021, and a mini-split system for enhanced year-round comfort. A two-car garage, two storage sheds, and a new whole-house generator provide convenience, functionality, and peace of mind. Step outside and experience your own private resort-style oasis. The beautifully landscaped grounds feature a heated in-ground pool, covered outdoor patio with TV, expansive paver patio and side yard, fire pit, and in-ground sprinkler system—creating an exceptional setting for summer entertaining, relaxing poolside, or enjoying memorable gatherings with family and friends. The property also offers newer siding and a roof approximately 10 years old, along with meticulously maintained outdoor spaces that enhance the home's impressive curb appeal. A truly special Woodbury home—beautifully updated, thoughtfully designed, and ready to be enjoyed.

4 Hunting Hill Road, Woodbury

$2,349,000

6 Beds ⋅ 4 Baths ⋅ 1054993 MLS

Perched high on a hill within The Gates of Woodbury, this impressive 3600 square foot Colonial boasts 6 bedrooms, 3.5 baths - a compelling combination of space, privacy and versatility. Set on over one acre of fully fenced property, 39 Orchard Court enjoys an elevated presence and a beautifully level backyard. It's ideal for entertaining and offers plenty of room for future outdoor amenities such as a tennis or sport court. Inside, generously proportioned rooms present a flexible layout for everyday living and gatherings... including a spacious living room with fireplace and an additional sitting room through French doors. The expansive family room also features a wood-burning fireplace. A large eat-in kitchen and separate dining room provide ample space for casual meals or special occasions. Just off the kitchen, a dedicated gym room with wall-to-wall windows overlooks the beautiful backyard. Two main-level bedrooms and a full bath affords options for guests, home offices and multi-generational living. Upstairs, the primary bedroom features a fireplace, two walk-in closets and an en-suite bath with a steam shower and jacuzzi tub. Three additional oversized bedrooms complete the second floor. The full basement with egress includes a theatre room, sound-proof music room and abundant storage - so much potential for endless entertainment! A 3 car garage allows for additional space for vehicles and equipment. With its gracious setting, substantial square footage, expansive rooms and grounds, 39 Orchard Court gives you the room to explore so many possibilities. Gunite pool offered as-is. Conveniently located near all major highways, the train station and shopping centers, and within the Syosset School District. Don't miss this opportunity to live in The Gates! More pictures coming soon.

39 Orchard Court, Woodbury

$1,999,888

6 Beds ⋅ 5 Baths ⋅ 1039543 MLS

Experience exceptional luxury in this beautifully crafted 4,333 sq ft New Construction, ideally situated on a private half-acre in the heart of Woodbury and located within the highly regarded Syosset School District. Designed with both sophistication and everyday living in mind, this custom home showcases high-end finishes, thoughtful craftsmanship, and impressive attention to detail throughout. The sun-filled, open-concept main level features a spectacular eat-in kitchen with an oversized center island, premium Sub-Zero and Wolf appliance package, custom cabinetry, and elegant designer finishes. The kitchen flows seamlessly into the spacious living areas, including a dramatic living room with a sleek see-through fireplace, a generous formal dining room, a warm and inviting den with an additional fireplace, and a flexible first-floor office or guest bedroom. Upstairs, the grand primary suite offers a private retreat with soaring ceilings, multiple walk-in closets, and a spa-like bathroom featuring luxurious fixtures and finishes. Three additional bedrooms provide plenty of space, including a Jack-and-Jill bath and a private en-suite. The fully finished basement adds tremendous additional living space with multiple egress windows, a bedroom, full bathroom, and endless possibilities for a home gym, media room, recreation area, or additional guest space. Modern technology and energy efficiency are seamlessly incorporated with owned solar panels, a Tesla Powerwall energy storage system, built-in speakers throughout, and numerous additional upgrades. A rare opportunity to own a sophisticated, move-in-ready new construction home in one of Long Island's most sought-after communities. Luxury, comfort, and modern convenience come together beautifully in this exceptional Woodbury residence.

44 Plainview Road, Woodbury

$2,088,888

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, and an attached 2 car garage, 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—providing a total of four garage bays across the two buildings. 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

$899,900

4 Beds ⋅ 3 Baths ⋅ 1020349 MLS

Come and See this Oversized Colonial with 4 beds and 2.5 bath located in Syosset school district. Plenty of room for extended family. Close to shopping, transportation and major roadways.

216 Woodbury Road, Woodbury

$2,299,999

5 Beds ⋅ 5 Baths ⋅ 1015209 MLS

Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by an inviting, open-concept layout that allows you to see the true expanse of the home. Designed for both grand entertaining and comfortable daily living, the main level features a sun-drenched formal living room, a gracious formal dining room, and a massive den off the kitchen complete with a custom bar—perfect for hosting gatherings. Upstairs, the sleeping quarters are remarkably spacious, highlighted by a sprawling primary suite featuring dual walk-in closets and a dedicated en-suite bath. A massive, full finished basement with high ceilings offers the perfect footprint for a home theater, gym, or recreation area. Step outside onto a trex deck and overlook your own private paradise. The meticulously landscaped, park-like yard features a sweeping patio surrounding a pristine in-ground pool—your private summer country club. This home has been meticulously maintained, it is the perfect opportunity to bring your own personal style and vision to a beautifully maintained estate. This is your chance to create a forever home of your own in one of Woodbury's most desirable neighborhoods. 3D Tour: https://my.matterport.com/show/?m=WmMqijM6QPP

2 Greenwood Lane, Woodbury

$4,450,000

8 Beds ⋅ 9 Baths ⋅ 000011 MLS

Introducing the most sought-after home in Woodbury, 5 Kodiak Drive. An epitome of contemporary luxury nestled in Syosset School District. This architectural masterpiece redefines opulence with its sleek design and an array of innovative amenities, ensuring a lifestyle of unparalleled comfort and sophistication. Situated on a sprawling one-acre lot, this estate seamlessly combines modernity with timeless elegance. As you step through the grand entrance, you're greeted by a fusion of sleek lines and luxurious materials, setting the stage for an exceptional living experience. Crafted for the most discerning homeowner, this residence boasts 8 bedrooms and 9 bathrooms, each meticulously designed with premium finishes and thoughtful details. Smart climate control systems, integrated sound, and lighting elevate the living experience to new heights. The main level is a haven for relaxation and entertainment. A stylish bar room invites you to unwind by the fireplace, while the formal dining room offers the perfect setting for intimate gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, pizza oven, custom cabinetry, and a breakfast area overlooking the lush backyard. Outside, the expansive grounds offer a sanctuary for outdoor living. A private tennis court with overhead lighting provides endless opportunities for recreation, while the heated in-ground Gunite pool and cabana area offer a serene retreat for lazy afternoons and al fresco dining. The pool features an infinity edge and a mesmerizing water feature with multiple fire elements, creating a captivating ambiance. Upstairs, the primary suite is a luxurious escape, complete with a sitting area, private balcony, and spa-like ensuite bath featuring a soaking tub and steam shower. Four additional bedrooms, each with its own ensuite bathroom, provide ample space for family and guests. Downstairs, the lower level is a hub of activity, with a fitness room, billiards area, and home theater offering endless entertainment options. A three-car garage provides ample space for vehicles and storage, while smart home features ensure convenience and security. With its blend of contemporary design and timeless elegance, this estate sets a new standard for luxury living in Woodbury, NY, offering a lifestyle characterized by indulgence, sophistication, and unparalleled amenities.

5 Kodiak Drive, Woodbury

$2,999,000

5 Beds ⋅ 6 Baths ⋅ 1005913 MLS

Welcome to Crest Hill! An extraordinary luxury estate set on 2.02 private acres in the heart of prestigious Woodbury, New York. Offered fully furnished and completely turnkey, this remarkable residence combines timeless elegance with modern sophistication for an unparalleled North Shore lifestyle. A grand mansion-style approach welcomes you home with an expansive front driveway framed by stately brick piers, already wired and prepared for iron security gates controlled directly from within the residence. Every detail has been thoughtfully designed to create a private sanctuary of luxury, comfort, and distinction. This magnificent 10-room Colonial offers 5 spacious bedrooms and 6 designer bathrooms, all flooded with natural sunlight through oversized windows and soaring architectural spaces. The dramatic sunlit entry foyer introduces the home with exquisite porcelain flooring and an impressive custom curved bridal staircase adorned with wrought iron and brass detailing. Designed for both elegant entertaining and everyday living, the open-concept layout seamlessly connects the gourmet kitchen to the grand great room featuring an elegant gas fireplace. The flow continues beautifully into the formal living room with a second gas fireplace toward the stunning double mahogany and glass entry doors that create a striking architectural statement. A first-floor guest or in-law suite provides ideal accommodations for extended family or visitors. Upstairs, the luxurious primary suite and second bedroom suite each feature private Juliet balconies overlooking the serene courtyard and surrounding natural landscape. Spa inspired designer baths throughout the home include premium finishes, with the principal bath featuring heated flooring for ultimate comfort. The fully finished lower level expands the home’s exceptional living space and includes a gym, two legal egresses, a media room wired and ready for a custom home theater, and endless possibilities for recreation, wellness, or private retreat spaces. Exterior features an outdoor kitchen with gas BBQ, sink, beverage cooler, storage and more. The double width driveway from top to bottom allows for passing another car and additional parking for parties. An extensive entertainment patio off the kitchen lends itself to another world of outdoor living. Permits are in place for an inground pool and lighting, approved by the town. The architecture of the home is complemented by concrete walls, special pathways, and a garden walk on the hillside. Crest Hill is truly an entertainer’s dream; a residence where luxury, privacy, and functionality exist in perfect harmony. Simply bring your designer bags and step into your own private world of sophistication. Ideally situated near the Long Island Rail Road, the Villages of Huntington and Cold Spring Harbor, and the renowned Woodbury shopping district, the location offers convenient access to elegant dining, boutique shopping, hiking trails, boating, fishing, and the very best of Long Island’s celebrated North Shore lifestyle. Beautiful Long Island beaches are just 15 minutes away by car. Crest Hill is more than a home, it is a statement of luxury living. Make this dream home your next stop! View 3d tour, click virtual tour link for video and more.

23 Woodbury Road, Woodbury

$1,999,999

6 Beds ⋅ 5 Baths ⋅ 1005538 MLS

Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with high-end appointments throughout. Every detail has been meticulously cared for, presenting in turn-key, move-in condition for the most discerning buyer. The true showpiece lies beyond the walls. Step outside to a country-club-caliber backyard where an inground pool anchors a private oasis overlooking serene pond views. Whether entertaining on a grand scale or enjoying a quiet morning by the water, the oversized lot delivers privacy and resort-style living rarely found this close to everything. Located within the prestigious Syosset School District and minutes from premier shopping, dining, and parkway access, this is a rare opportunity to own a true estate property on Long Island!

119 Plainview Road, Woodbury

$2,200,000

5 Beds ⋅ 5 Baths ⋅ 992528 MLS

Located within the prestigious gated community of The Gates in Woodbury, this exceptional 5 bedroom, 5 bath residence offers the perfect blend of elegance and everyday livability on a breathtaking one acre park-like setting. Designed with entertaining in mind, the home features spacious principal rooms that flow seamlessly from one to the next. The inviting den is a true showstopper, anchored by a cozy fireplace, warmed by radiant heated floors, and opening directly to the patio through walkout access, making indoor-outdoor living effortless. The primary suite is a private retreat, complete with a beautifully renovated en suite bath. Step outside and discover a lush, expansive acre with endless possibilities, ample room to add a pool or simply enjoy the serene, park-like grounds as they are. Syosset School District.

21 Kodiak Drive, Woodbury

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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.