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Colonial Homes for Sale in Woodbury, NY

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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
  • /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
  • /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
  • /31

    $919,900

    • 4 Beds
    • 2.5 Baths
    • 2,244 Sq Ft

    216 Woodbury Rd, Woodbury, NY 11797

    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.

    Agent Photo

    Mike Carroll

    RE/MAX Best

    216 Woodbury Rd, 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
  • /16

    $2,199,000

    $81K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft

    6 Polo Ct, Woodbury, NY 11797

    Welcome to 6 Polo Court, a beautifully maintained residence tucked away on a quiet cul-de-sac in desirable Woodbury. Set on an oversized lot, this spacious home offers an elegant layout designed for both comfortable everyday living and effortless entertaining. The home features 5 bedrooms, generous living and dining spaces, a bright eat-in kitchen, and multiple areas ideal for gathering, working,

    Daimian Dai Tru International Realty Corp

    6 Polo Ct, 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
  • /50

    $2,680,000

    • 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 andthe 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 2026, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer with

    Josh Weisfeld W Brothers Brokerage LLC

    6 Clearmeadow Ct, 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
  • /50

    $2,998,000

    $300K PRICE DROP
    • 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
  • /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
  • /37

    $2,395,000

    • 6 Beds
    • 5.5 Baths
    • 4,085 Sq Ft

    96 Plainview Rd, Woodbury, NY 11797

    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

    Michael Pesce BERKSHIRE HATHAWAY

    96 Plainview Rd, Woodbury, NY 11797
  • /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
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