$1,730,567Average Value$575Average Price per Sq Ft19Homes For Sale
Highly rated school district 34 miles from New York City
Woodbury, 34 miles from New York City, has everything from shopping to transportation. The residential and commercial area is located within the Town of Oyster Bay and beside Syosset. “My biggest thing is they’re very beautiful neighborhoods, but they’re convenient to get to where you need to go,” says Frances Mazer, an associate broker and the founding agent of the Woodbury office for Compass Real Estate who has lived in the community for over 40 years. “The shopping is great, and if you need a mall or just want an independent store, you could be there in five or 10 minutes. The accessibility is wonderful.” Woodbury’s location is a big draw for the area, and the community has access to major roadways and public transportation. The area is also known for its highly-rated school district. The area is served by the Syosset Central School District, which has an A-plus rating on Niche, as does every school in the district. The CAP Index crime score is a 2 out of 10. The national average is 4.
The West Hills train station is just minutes from Woodbury.
For great food and atmosphere check out On Parade Diner in Woodbury.
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Retro gaming at Syosset Public Library
“The people from Woodbury come into Syosset for the parades and celebrations,” says Patricia Pascullo, an associate broker with Douglas Elliman. The hamlet of Syosset hosts holiday parades and gatherings throughout the year, some of which are held at the shared community park. The Syosset Public Library also draws Woodbury residents into Syosset with events year-round. The library offers Chinese language programs and retro game nights, where old game cabinets are available during an after-hours program. Residents looking to attend religious services may visit Woodbury Jewish Center, United Methodist Church of Woodbury, Holy Name of Jesus Church and other houses of worship in the area.
Woodbury Syosset park has athletic fields seasonal swimming pools and an outdoor ice rink.
Practice your jump shop at Woodbury Syosset Park.
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Shopping and dining along Jericho Turnpike
Shopping and dining are found along Jericho Turnpike, which cuts through the center of town. There are four shopping malls, Woodbury Village, Woodbury Town Plaza, Woodbury Country Square and Woodbury Common Shopping Center, where residents may find groceries, eateries, and retailers. A popular restaurant is Dugan’s Sandwich Shop, which has been making fresh bread for their sandwiches every day for over 60 years. Another local favorite is Rustic Root, a farm-to-table tavern known for its organic meals and skillet cornbread. Groceries may be found at Stop & Shop, but for specialty items, locals visit Iavarone Brothers, an Italian grocery store or Meyer’s Farm & Greenhouses for farm-fresh produce.
Rustic Root of Woodbury serves fresh seasonal food and drinks.
Dugan's Sandwich Shop in Woodbury boasts the best homemade bread around.
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Single-family homes start at $1 million
Winding streets with large homes sit beneath pine trees on lawns dotted with manicured hedges. There are no sidewalks in the residential areas, and homes are set back from the road, which has long, wide driveways. Most residents are homeowners, and only 16% of residents rent. “There is similar housing to Syosset, but at a slightly higher price,” says Pascullo. “They still have an affordability aspect for first-time home buyers and very nice rental apartments.” Homes in the area are in the split-level, new historicism, Colonial Revival and postmodernism styles. Townhouses and condos are available and range from $730,000 to $2.2 million. Most single-family homes range from $1 million to $3 million, but some homes can be found between $800,000 and $1 million. Larger homes cost between $2 million and $4 million.
You can see beautiful architectural landscape design in Woodbury.
Ranch style homes can be found in Woodbury.
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A-plus rated schools in Syosset Central School District
Children may attend Walt Whitman Elementary School and H.B. Thompson Middle School. Students advance to Syosset High School. Walt Whitman, H.B. Thompson and Syosset all receive an A-plus from Niche. Syosset High School, a National Blue Ribbon School of Excellence, offers various sports and extracurricular activities, including mathletes, art club, ice skating, and others.
Walt Whitman Elementary School is part of Syosset Central School District.
Syosset Senior High School has 2,237 students in grades 9th - 12th.
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Summer concerts in Syosset-Woodbury Community Park
At 400 acres, Trail View State Park has over 7 miles of hiking and biking trails and is popular among birdwatchers. Its location on the Atlantic flyway makes it a prime place to observe spring and fall bird migrations. Visitors to the park can horseback ride and cross-country ski in the winter. The Honorable Joseph Colby Golf Course is an 18-hole community course named after its founder, the former New York State Supreme Court Justice. Local flora and fauna have 270 acres of dedicated space in Stillwell Woods Preserve. Residents may explore this area using the hiking and biking trails. Syosset-Woodbury Community Park has a playground and a wide selection of athletic courts and fields, including an outdoor ice-skating rink in the winter. The park has a pool where residents can swim and cool off during the summer. There is a free concert series in the park in July and August.
The field support football soccer and lacrosse at Syosset-Woodbury Community Park
Woodbury.
Enjoy the 454 acres of protected land at Trail View State Park in Woodbury.
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Commuters use Jericho Turnpike and Syosset train station
The commercial area along Jericho Turnpike has sidewalks, but the community is mainly car-dependent. “I just love the convenience. I can go anywhere. I can be at three different supermarkets in 10 minutes if that,” says Mazer. The Northern State Parkway and Interstate 495 border the area. There is one bus stop in the area along the Jericho Turnpike, and residents may commute to New York by train from Syosset. John F. Kennedy International Airport is 28 miles away.
Written By
Bryan Winter
Photography Contributed By
Jeff Rainone
Video By
Bryan Winter
Interested in learning more about homes in this area?
Reach out to
Andréa Sorrentino,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Woodbury, NY sell after 75 days on the market compared to the national average of 56 days. The median sale price for homes in Woodbury, NY over the last 12 months is $1,477,500, up 14% from the median home sale price over the previous 12 months.
Syosset School District, Private Lake, there is a band new swimming pool in the backyard and a fish pond in the front yard, New A/C, Kitchen with underfloor heating, home theater in the basement
Welcome to 14 Pine Drive, a stately 4-bedroom, 6-bathroom residence nestled in the prestigious Hunting Hill community of Woodbury. Set on over an acre of flat, beautifully manicured land, this home offers an incredible lifestyle with a private tennis court and expansive outdoor space perfect for entertaining or relaxing in total privacy. Inside, the home opens with a grand entry foyer leading to
Welcome to this meticulously maintained and expanded split-level home in the heart of Woodbury. This beautifully updated residence offers 3 spacious bedrooms and 3 full bathrooms, complemented by an open and inviting floor plan designed for today’s lifestyle. The main living areas flow seamlessly, creating a bright and airy atmosphere ideal for both everyday living and entertaining. A spacious
There are opportunities... and then there are opportunities that allow you to shape an entire vision from the ground up.Welcome to Cranberry Drive in Highland Mills, where this shovel ready subdivision presents a remarkable chance to create something truly special in the heart of Woodbury, NY. This offering provides a rare plug and play development opportunity for a builder or investor ready
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
Welcome to the former Model home in the gated community of Hunters Run. Unique in architecture and design. This wonderful traditional Contemporary has the potential for 6 bedrooms! Elegant entertaining space. Kitchen & main living areas featured in Home magazine and were designed by a well known interior designer. Unique features include remote shades, large picture windows. An Anderson sliding
An exceptional new construction residence in the prestigious Gates Section of Woodbury, located within the top rated Syosset School District, thoughtfully designed for refined modern living. This architectural masterpiece features dramatic floor-to-ceiling windows and a grand great room highlighted by a 16-foot sliding glass wall opening to an elegant stone patio. The striking exterior blends
Syosset School District, Private Lake, there is a band new swimming pool in the backyard and a fish pond in the front yard, New A/C, Kitchen with underfloor heating, home theater in the basement
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
Welcome to 14 Pine Drive, a stately 4-bedroom, 6-bathroom residence nestled in the prestigious Hunting Hill community of Woodbury. Set on over an acre of flat, beautifully manicured land, this home offers an incredible lifestyle with a private tennis court and expansive outdoor space perfect for entertaining or relaxing in total privacy. Inside, the home opens with a grand entry foyer leading to
Architecturally distinguished and extensively updated, this stately custom Colonial set on nearly one acre of private cul-de-sac property in the heart of Woodbury. Offering 5,181 square feet of refined living space, this residence reflects timeless design, superior craftsmanship, and meticulous attention to detail. The home presents with a fresh, like-new aesthetic, highlighted by a fully
Welcome to 6 Clearmeadow Ct, located in Hunters Run a premier 24-hour gated community within the highly sought-after Woodbury enclave and the Syosset School District. This residence, set on a beautifully landscaped .65-acre lot, seamlessly blends timeless charm with modern sophistication.Originally built in 1987 and updated in 2025, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer
Large 1.19-acre parcel of vacant land, enjoying a beautiful location on a residential street in the heart of Woodbury. This offering has close proximity and ease of access to various neighborhood amenities, including parks, shopping, the Crest Hollow Country Club, and other nearby conveniences. Being sold in its current condition, subject to DEC consent order and violations. Priced below market
Discover comfort and convenience in this well-maintained 3-bedroom, 2-bathroom +bonus room, mobile home with a fenced in rear yard. Located in the highly sought-after Monroe School District. This home offers a spacious and open layout, perfect for modern living. The primary suite features an en-suite bathroom for added privacy, while the additional bedrooms provide ample space for guests, or a
Excellent opportunity to build your ideal home on a well-situated 5,166 sq ft lot.Perfectly sized for a thoughtfully designed custom residence.Located in a desirable residential setting with convenient access to local amenities.Bring your architect and create a modern, efficient living space tailored to your needs.A rare chance to build new in an established neighborhood.
Tucked back on tranquil, park-inspired grounds, Eagle Rock Apartments at Woodbury offers a maintenance-free lifestyle in a spectacular setting. Choose between our one and two bedroom apartment homes. With a large and light-filled floor plan and a beautifully updated chef-inspired kitchen, your new home is perfect for relaxing, entertaining, and everything in between. Create a living space you
In the desirable community of Woodland Pond in Woodbury. End unit with granite, stainless steel eat-in-kitchen. Beautiful moldings, sunken living room with shutters. Vaulted ceiling with skylight. Move right in and enjoy country club lifestyle. Pool, tennis, clubhouse, gym, and basketball. Syosset school district.
Excellent retail opportunity in the middle of Central Valley, NY! Just a half mile from Woodbury Common, on Route 32. Brand new mixed use building approved for restaurants, retail stores and professional offices. Spaces available range from 930 sq ft up to 7,427 square feet. Favorable lease terms, including build to suit and long term lease options.Brokers Protected.
THIS SECOND FLOOR APARTMENT IN CENTRAL VALLEY HAS HARD WOOD FLOORS, CEILING FANS AND WINDOW TREATMENTS. UPDATED KITCHEN WITH A MICROWAVE. LARGE LIVING AND DINING ROOM. TWO BRIGHT BEDROOMS AND A REN0VATED BATH. OFF STREET PARKING AND SHARED WASHER DRYER . APARTMENT IS OVER CENTRAL VALLEY LIQUOR STORE.CLOSE TO WOODBURY- COMMONS AND NEW YORK STATE THRUWAY.RENTAL APPLICATION TO INCLUDE FULL
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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