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Woodbury, NY Homes for Sale

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    $2,937,000

    • Land
    • 11 Acres
    • $267,000 per Acre

    34 Cranberry Dr, Woodbury, NY 10930

    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

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 547-7784

    34 Cranberry Dr, Woodbury, NY 10930
  • /46

    $2,299,999

    • 6 Beds
    • 4.5 Baths
    • 4,333 Sq Ft

    46 Plainview Rd, Woodbury, NY 11797

    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

    Jared Sarney SRG Residential LLC

    46 Plainview Rd, Woodbury, NY 11797
  • /48

    $2,300,000

    • 6 Beds
    • 3.5 Baths
    • 3,821 Sq Ft

    9 the Grasslands, Woodbury, NY 11797

    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

    Mara Navaretta Homes By Mara

    9 the Grasslands, Woodbury, NY 11797
  • /40

    $2,790,000

    • 7 Beds
    • 5.5 Baths
    • 5,195 Sq Ft

    117 Plainview Rd, Woodbury, NY 11797

    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

    Baimei Wan Winzone Realty Inc

    117 Plainview Rd, Woodbury, NY 11797
  • /49

    $2,349,999

    • 6 Beds
    • 4.5 Baths
    • 4,333 Sq Ft

    48 Plainview Rd, Woodbury, NY 11797

    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

    Jared Sarney SRG Residential LLC

    48 Plainview Rd, Woodbury, NY 11797
  • /45

    $2,499,000

    • 4 Beds
    • 6 Baths
    • 4,288 Sq Ft

    14 Pine Dr, Woodbury, NY 11797

    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

    David Cohen SRG Residential LLC

    14 Pine Dr, Woodbury, NY 11797
  • /49

    $3,298,000

    • 5 Beds
    • 5.5 Baths
    • 5,181 Sq Ft

    15 Pironi Ct, Woodbury, NY 11797

    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

    Steven Shaughnessy Charles Rutenberg Realty Inc

    15 Pironi Ct, Woodbury, NY 11797
  • /27

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 3,739 Sq Ft

    6 Clearmeadow Ct, Woodbury, NY 11797

    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

    Lanna Weisfeld W Brothers Brokerage LLC

    6 Clearmeadow Ct, Woodbury, NY 11797
  • /37

    $2,499,999

    • 6 Beds
    • 4 Baths
    • 4,670 Sq Ft

    18 Windemere Way, Woodbury, NY 11797

    Sun-drenched and beautifully designed, this 6 bedroom, 4 full bath, 4670 square foot contemporary home offers an expansive open floor plan with soaring ceilings and an effortless flow for both everyday living and entertaining. Generous room sizes throughout are complemented by a striking living room featuring a stacked stone accent wall with a gas fireplace.The updated, state-of-the-art

    Fran Mazer Compass Greater NY LLC

    18 Windemere Way, Woodbury, NY 11797
  • /49

    $3,199,000

    • 5 Beds
    • 3.5 Baths
    • 4,474 Sq Ft

    48 Westwood Ct, Woodbury, NY 11797

    Welcome to this stunning contemporary Colonial located in the Rolling Hills community, within the Syosset Central School District. Zoned for Walt Whitman Elementary School, H.B. Thompson Middle School, and Syosset High School, this exceptional home offers the perfect blend of style, comfort, and location.Completely redone within the last 5–10 years, this move-right-in residence showcases a

    Fran Mazer Compass Greater NY LLC

    48 Westwood Ct, Woodbury, NY 11797
  • /45

    $2,299,000

    • 4 Beds
    • 2.5 Baths
    • 2,918 Sq Ft

    161 Yukon Dr, Woodbury, NY 11797

    Privately set on a beautifully landscaped acre, this exceptional four bedroom ranch is approached by a long driveway, offering both privacy and a striking first impression. This beautiful home blends timeless architecture with modern updates, highlighted by soaring ceilings, walls of glass, skylights, and wide-plank white oak flooring that create a light-filled, open atmosphere throughout. A

    Lara Raifman Compass Greater NY LLC

    161 Yukon Dr, Woodbury, NY 11797
  • /33

    $2,895,000

    • 5 Beds
    • 5 Baths
    • 5,289 Sq Ft

    7 Windemere Crest, Woodbury, NY 11797

    Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities.From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with

    Zach Elliott Nest Seekers LLC

    7 Windemere Crest, Woodbury, NY 11797
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    $549,900

    • Land
    • 1.2 Acres
    • $459,398 per Acre

    55 Juneau Blvd, Woodbury, NY 11797

    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

    Todd Yovino Island Advantage Realty LLC

    55 Juneau Blvd, Woodbury, NY 11797
  • /17

    $119,995

    • 3 Beds
    • 2 Baths
    • 980 Sq Ft

    9 Lily Ct, Woodbury, NY 10930

    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

    Ivan Carvalho Exit Realty Connections

    9 Lily Ct, Woodbury, NY 10930
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    $4,600,000

    • 5 Beds
    • 6.5 Baths
    • 6,500 Sq Ft

    20 Juneau Blvd, Woodbury, NY 11797

    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

    Najla Erfan Property Professionals Realty

    20 Juneau Blvd, Woodbury, NY 11797
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    $75,000

    • Land
    • 5,166 Sq Ft
    • $632,378 per Acre

    35 Dunderberg Rd, Woodbury, NY 10917

    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.

    Shlome Knobloch Nationwide Houses LLC

    35 Dunderberg Rd, Woodbury, NY 10917
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    $4,988,000

    • 6 Beds
    • 6.5 Baths
    • 7,049 Sq Ft

    7 the Rise, Woodbury, NY 11797

    Modern Luxury to be built in The Gates of Woodbury. Welcome to 7 The Rise, a breathtaking custom-designed residence located in one of Woodbury’s most prestigious and sought-after neighborhoods. Set on a full one-acre property, this custom built masterpiece offers exceptional craftsmanship, refined architectural detail, and a lifestyle of elevated comfort. Inside, you’ll find soaring ceilings,

    Stephen Gaon Real Broker NY LLC

    7 the Rise, Woodbury, NY 11797
  • /17

    $1,200,000

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    26 Canterbury Rd, Woodbury, NY 11797

    Welcome to this charming split-level home, offering three spacious bedrooms, three full bathrooms and a half bath. The open concept living area boasts gleaming wood floors and an abundance of natural light. The kitchen is a chef's dream, featuring a large island, quartz counters, SS appliances and a vaulted ceiling with skylights. A dedicated playroom and a full finished basement provide ample

    Kendra Stryska Netter Real Estate Inc

    26 Canterbury Rd, Woodbury, NY 11797
  • /33

    $1,699,888

    • 3 Beds
    • 3 Baths
    • 1,798 Sq Ft

    17 Woodbury Rd, Woodbury, NY 11797

    Welcome to this beautifully renovated luxury home located in the highly sought-after Syosset School District,located in the prestigious Woodbury community. Situated on an expansive 2-acre lot, this exceptional property offers privacy, space, and refined modern living. The main level features approximately 1,798 sq ft of thoughtfully designed living space, showcasing premium solid hardwood

    Vivian Li Prospes Real Estate Corp

    17 Woodbury Rd, Woodbury, NY 11797
  • /26

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    381 New York 32, Woodbury, NY 10917

    "FINISH THE DREAM" - Set on a rare and expansive 1.2-acre parcel, this partially renovated residence presents a compelling opportunity to bring your vision to life in one of the area’s most desirable and commuter-friendly locations. With over $150,000 in upgrades already completed, much of the heavy lifting has been done—offering the perfect canvas for a buyer to step in and add their own

    Adam Blankfort Corcoran Baer & McIntosh

    381 New York 32, Woodbury, NY 10917
  • /50

    $1,069,000

    • 4 Beds
    • 2.5 Baths
    • 2,145 Sq Ft

    54 Estate Ct Unit 54, Woodbury, NY 11797

    Magnificent, spacious and beautifully updated, this rare 4 Bedroom | 3 Full Bath Woodlands Condo offers comfortable, move-in ready living in one of Woodbury’s most sought-after communities. The home features a luxurious open floor plan highlighted by a renovated eat-in kitchen with quartzite countertops, designer tile backsplash, updated flooring, and LED lighting throughout. A first-floor full

    Elena Galluzzo Compass Greater NY LLC

    54 Estate Ct Unit 54, Woodbury, NY 11797
  • /32

    $1,479,000

    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    49 Canterbury Rd, Woodbury, NY 11797

    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

    Danielle Taylor Vantage Realty Partners

    49 Canterbury Rd, Woodbury, NY 11797
  • /49

    $1,750,000

    • 5 Beds
    • 3.5 Baths
    • 2,603 Sq Ft

    28 Elm St, Woodbury, NY 11797

    Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District.Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday

    Sima Levy Nest Seekers LLC

    28 Elm St, Woodbury, NY 11797
  • /35

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 2,707 Sq Ft

    1 the Brae, Woodbury, NY 11797

    Discover the perfect blend of mid-century elegance and expansive potential at 1 The Brae. Nestled on a sprawling 1.00-acre lot in one of Woodbury’s most coveted neighborhoods, this 4-bedroom, 5-bathroom residence offers a rare sanctuary of privacy and grace. Built in 1958 and spanning 2,707 square feet across two levels, the home features a thoughtful layout with a cozy fireplace and a versatile

    Batul Morbi Compass Greater NY LLC

    1 the Brae, Woodbury, NY 11797
  • /2

    $849,888 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,530 Sq Ft

    109 Aspen Dr E, Woodbury, NY 11797

    This beautifully updated 3 Bedroom, 2.5 Bath Townhouse with a Full Finished Basement is located in The Woodlands Community within the Syosset School District! There is Hardwood Flooring and Recessed Lighting Throughout. The Eat in Kitchen has Granite Countertops, a Granite Island and Stainless-Steel Appliances. Continuing on the main level is a Pantry Closet, Half Bath, Washer/Dryer, Dining Room

    Laura Bloom Douglas Elliman Real Estate

    109 Aspen Dr E, Woodbury, NY 11797
  • /40

    $1,479,999

    • 4 Beds
    • 3.5 Baths
    • 1,927 Sq Ft

    39 Chestnut Ln, Woodbury, NY 11797

    Welcome to this beautifully renovated Briarwood model, a highly desirable end unit offering 4 bedrooms and 3.5 baths in the sought-after Woodbury Greens. This sun-filled home showcases a sleek, modern aesthetic throughout and features stunning water and pond views, best enjoyed from your private terrace.The designer eat-in kitchen is outfitted with custom cabinetry, granite countertops, and

    Jared Sarney SRG Residential LLC

    39 Chestnut Ln, Woodbury, NY 11797
  • /45

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 5,075 Sq Ft

    1040 Washington Ave, Plainview, NY 11803

    Welcome to a truly one-of-a-kind Colonial, tucked away on a quiet private road in the heart of Plainview’s desirable Washington Ave/College Section. This exceptional home offers the perfect blend of privacy, space, and timeless charm.From the moment you arrive, the expansive wraparound porch sets the tone perfect for morning coffee or unwinding at the end of the day. Step inside through the

    Jason Pick Compass Greater NY LLC

    1040 Washington Ave, Plainview, NY 11803
  • /40

    $799,888

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    105 Glen Way, Syosset, NY 11791

    Welcome to this spacious 3-bedroom, 2.5-bath Knoll Model located in the gated community of Hidden Ridge. Filled with potential, this home is ready for you to make it your own. The upper level features three generously sized bedrooms and two full baths, providing comfortable living for all. The full finished basement offers exceptional bonus space, complete with an unrepresented full bath and a

    Fran Mazer Compass Greater NY LLC

    105 Glen Way, Syosset, NY 11791
  • /34

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    17 Park Dr E, Syosset, NY 11791

    Stunning New Construction Colonial in Syosset! This exceptional 5-bedroom, 3.5-bathroom home features elegant stucco siding and high-end finishes throughout. The thoughtfully designed layout creates a seamless flow between living spaces, with spacious bedrooms and elegantly appointed bathrooms that reflect superior craftsmanship. Situated in highly sought-after Syosset with its top-rated school

    Gurveer Lungani Property Professionals Realty

    17 Park Dr E, Syosset, NY 11791

Why Live in Woodbury

Woodbury, New York, located 34 miles from New York City, is a residential and commercial area within the Town of Oyster Bay, adjacent to Syosset. Known for its accessibility, Woodbury offers convenient access to major roadways and public transportation, making it easy for residents to reach shopping centers and other destinations. The community is served by the highly-rated Syosset Central School District, with schools like Walt Whitman Elementary, H.B. Thompson Middle School, and Syosset High School, all receiving top ratings. Woodbury's crime rate is lower than the national average, contributing to its appeal. The area features a variety of attractions, including Trail View State Park, which offers hiking, biking, and birdwatching opportunities, and the Syosset-Woodbury Community Park, known for its playground, athletic courts, and summer concert series. Shopping and dining are centered along Jericho Turnpike, home to several malls and popular eateries like Dugan’s Sandwich Shop and Rustic Root. Housing in Woodbury includes split-level, Colonial Revival, and postmodern styles, with most homes set back on large lots without sidewalks. The community is primarily car-dependent, with Jericho Turnpike and the Syosset train station facilitating commutes. For air travel, John F. Kennedy International Airport is 28 miles away.

Frequently Asked Questions

What is the average home price in Woodbury, NY?
Homes for sale in Woodbury, NY have an average home price of $1,802,989.
How many homes have sold over the last 12 months in Woodbury, NY?
88 homes have sold in Woodbury, NY over the last 12 months.
What are the most popular zip codes in Woodbury, Nassau County, NY?
The most popular zip codes in Woodbury, Nassau County, NY include 11797, 11791, 11743, 11803 and 11747.
How much do you need to make to afford a house in Woodbury?
The median home price in Woodbury is $1,599,000. If you put a 20% down payment of $319,800 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $7,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $337K a year to afford the median home price in Woodbury. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Woodbury, NY?
Woodbury, NY has highly rated public and private schools. Some of the best schools in Woodbury based on Niche Grades are Syosset Senior High School, West Side Elementary School and Cold Spring Harbor High School. Browse all the schools in Woodbury, NY to learn more.

Home Trends in Woodbury, NY

Housing Trends

Median Sale Price
$1,477,500
Median Single Family Sale Price
$1,920,000
Median Townhouse Sale Price
$990,000
Median 2 Bedroom Sale Price
$829,000
Median 1 Bedroom Sale Price
$755,000
Average Price Per Sq Ft
$574
Number of Homes for Sale
21
Last 12 months Home Sales
88
Months of Supply
2.90
Median List Price
$1,599,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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