20

Woodbury, NY Homes for Sale with Acreage

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  • /49

    $1,998,000

    • 4 Beds
    • 5 Baths
    • 2,890 Sq Ft

    316 S Woods Rd, Woodbury, NY 11797

    Welcome to this exceptional Hampton-style Colonial with your own gate, privately set on a flat 1 beautifully landscaped acre with heated pool and outdoor shower and powder room. An inviting oversized front porch overlooks lush emerald lawns, mature specimen trees, and beautifully landscaped grounds. A tranquil pond with a cascading waterfall, graceful Japanese maple, and vibrant seasonal blooms

    Agent Photo

    Michelle Zhao

    ZI Realty LLC

    316 S Woods Rd, Woodbury, NY 11797
  • /40

    $2,899,999

    $299K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,111 Sq Ft

    12 Chauncey Place, Woodbury, NY 11797

    Welcome to this exceptional home offering the perfect blend of luxury, space, and modern living. Boasting 6 spacious bedrooms and 6.5 beautifully appointed bathrooms, this residence is thoughtfully designed for both everyday comfort and upscale entertaining. The first floor features a seamless open-concept layout anchored by a stunning kitchen that flows effortlessly into expansive living,

    Agent Photo

    Arjun Nagpal

    Property Professionals Realty

    12 Chauncey Place, Woodbury, NY 11797
  • /45

    $5,000,000

    Open Sat 12:30PM - 2PM
    • 5 Beds
    • 5.5 Baths
    • 6,696 Sq Ft

    8 Headley Way, Woodbury, NY 11797

    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

    Agent Photo

    Khalidah Arifee

    Property Professionals Realty

    8 Headley Way, Woodbury, NY 11797
  • /33

    $4,450,000

    $300K PRICE DROP
    • 8 Beds
    • 9 Baths
    • 7,635 Sq Ft

    5 Kodiak Dr, Woodbury, NY 11797

    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

    Zach Elliott Nest Seekers LLC

    5 Kodiak Dr, Woodbury, NY 11797
  • /2

    $699,000

    • Land
    • 1 Acre
    • $699,000 per Acre

    14 Julien Ct, Woodbury, NY 10950

    Discover the perfect canvas for your dream home with this exceptional 1-acre lot, nestled directly behind the highly sought-after and fully established community of Woodbury Junction. This rare offering provides a unique blend of privacy and accessibility, making it an ideal setting. With approved permits already in place, you can begin building your custom home without delay. Surrounded by

    Moshe Kaufman MK Realty Inc

    14 Julien Ct, Woodbury, NY 10950
  • /23

    $2,200,000

    $200K PRICE INCREASE
    • 5 Beds
    • 5 Baths
    • 3,401 Sq Ft

    21 Kodiak Dr, Woodbury, NY 11797

    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

    Orit Ofir Daniel Gale Sothebys Intl Rlty

    21 Kodiak Dr, Woodbury, NY 11797
  • /50

    $2,650,000

    $140K PRICE DROP
    • 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
  • /48

    $2,299,999

    $200K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,415 Sq Ft

    119 Plainview Rd, Woodbury, NY 11797

    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

    Jared Sarney Corcoran SRG Residential

    119 Plainview Rd, Woodbury, NY 11797
  • /8

    $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 Serhant East End LLC

    7 the Rise, Woodbury, NY 11797
  • /36

    $2,050,000

    • 5 Beds
    • 3.5 Baths
    • 2,884 Sq Ft

    19 Seward Dr, Woodbury, NY 11797

    Perfectly positioned on a coveted mid-block location within The Gates of Woodbury, this impressive Center Hall Colonial is set on a beautiful one-acre property and offers an exceptional blend of space, comfort, and timeless design. Thoughtfully crafted for both everyday living and entertaining, the home features generously proportioned rooms, a classic and highly functional floor plan, and

    Fran Mazer Compass Greater NY LLC

    19 Seward Dr, Woodbury, NY 11797
  • /50

    $2,999,000

    New Construction $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,019 Sq Ft

    23 Woodbury Rd, Woodbury, NY 11797

    Welcome to Crest Hill! An extraordinary newly constructed luxury estate set on 2.02 private acres in the heart of prestigious Woodbury, New York. Quality construction built in 2024 and 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

    Regina Rogers Douglas Elliman Real Estate

    23 Woodbury Rd, Woodbury, NY 11797
  • /45

    $2,349,999

    $149K PRICE DROP
    • 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 Corcoran SRG Residential

    14 Pine Dr, Woodbury, NY 11797
  • /24

    $1,488,878

    Open Sat 12PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,182 Sq Ft

    24 Chestnut Ln, Woodbury, NY 11797

    Back on market! Showstopping and better than new, this completely gutted and fully renovated 3-bedroom, 2.5-bath Aspen model with a full basement showcases ultra-luxurious finishes throughout, seamlessly blending sleek modern design with the comfort of living in the highly desirable Woodbury Greens community. The home features radiant heated floors throughout, rich hardwood flooring, all-new

    Eunice Ho Keller Williams Rty Gold Coast

    24 Chestnut Ln, Woodbury, NY 11797
  • /26

    $550,000

    $49K PRICE DROP
    • 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
  • /22

    $1,180,000

    • 3 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    71 Eagle Chase, Woodbury, NY 11797

    Welcome to 71 Eagle Chase, a beautiful home in the prestigious 24-hour gated Eagle Chase community, featuring 3 bedrooms and 2.5 bathrooms. Enter through grand double doors into a bright, open-concept layout with soaring vaulted ceilings and a skylight that fills the space with natural light. The main level includes a guest bedroom with a private balcony, a home office, and a powder room. The

    Amber Lin Keller Williams Rlty Landmark

    71 Eagle Chase, Woodbury, NY 11797
  • /33

    $2,895,000

    • 6 Beds
    • 5.5 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
  • /3

    $2,790,000

    • Land
    • 6.11 Acres
    • $456,628 per Acre

    Lot #6 and #7 Plainview Rd, Huntington, NY 11743

    Rare development opportunity in the Town of Huntington with a highly desirable Woodbury address! Two residentially zoned parcels located south of Jericho Turnpike on the easterly side of Plainview Road create a unique opportunity for builders, investors and end users seeking substantial acreage. The subjects are midblock lots with a combined 42.00 feet of frontage on the easterly side of

    Linda Jonas Howard Hanna Coach

    Lot #6 and #7 Plainview Rd, Huntington, NY 11743
  • /50

    $2,599,999

    $129K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,671 Sq Ft

    2 Greenwood Ln, Woodbury, NY 11797

    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

    Lyndsey Gallagher Coldwell Banker American Homes

    2 Greenwood Ln, Woodbury, NY 11797
  • /43

    $2,499,000

    $301K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    225 Laurel Ln, Syosset, NY 11791

    Nestled on two private, professionally landscaped acres in the Incorporated Village of Laurel Hollow, this completely renovated ranch offers the perfect blend of luxury, comfort, and effortless living. Thoughtfully reimagined with no expense spared, this turnkey home showcases exceptional craftsmanship, premium finishes, and timeless design. Featuring 3 bedrooms, 2.5 baths, a full finished

    Jyll Kata Signature Premier Properties

    225 Laurel Ln, Syosset, NY 11791
  • /23

    $1,990,000

    Open Sun 12:30PM - 2PM
    • 5 Beds
    • 3 Baths
    • 3,300 Sq Ft

    3 South Run, Cold Spring Harbor, NY 11724

    Welcome to Terre Haute Perched atop a commanding 2.55-acre hilltop at the end of a quiet cul-de-sac, this exceptional 3,300-square-foot residence offers 4/5 bedrooms, 3 full baths, and extraordinary 360-degree privacy, creating a true estate setting on one of Cold Spring Harbor’s most desirable multi-acre properties. Enjoy seasonal harbor views through the trees, with the opportunity to add a

    Ken Coleman Signature Premier Properties

    3 South Run, Cold Spring Harbor, NY 11724

Home Price Trends

Median Sale Price
$1,425,000
Median Single Family Sale Price
$1,949,000
Median Townhouse Sale Price
$990,000
Median 2 Bedroom Sale Price
$802,000
Average Price Per Sq Ft
$560
Number of Homes for Sale
31
Last 12 months Home Sales
91
Months of Supply
4.10
Median List Price
$1,567,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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