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Woodbury, NY Homes for Sale with Pool

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  • /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

    $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
  • /2

    $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
  • /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 Real Broker NY LLC

    7 the Rise, Woodbury, NY 11797
  • /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
  • /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
  • /21

    $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
  • /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

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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