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Woodbury, NY Houses for Sale

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  • /47

    $3,249,888

    • 5 Beds
    • 3.5 Baths

    22 Woodbury Farms Dr, Woodbury, NY 11797

    Smart Luxury in Rolling Hills II — Renovated Brick Colonial on ¾ Acre Property!Welcome to this completely expanded and renovated 5-bedroom, 3.5-bath brick Colonial in the Rolling Hills II community in the Syosset School District, this state-of-the-art smart home offers full automation for lighting, blinds, security, HVAC, water, pool, and sprinklers—bringing comfort and convenience

    Agent Photo

    Fran Mazer

    Compass Greater NY LLC

    (516) 973-5460

    22 Woodbury Farms Dr, Woodbury, NY 11797
  • /42

    $2,488,888

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    12 Caumsett Farms Ln, Woodbury, NY 11797

    Nestled in Woodbury’s most sought-after neighborhoods, this stunning young Colonial blends timeless elegance with modern luxury in a truly pristine setting. From the moment you enter the dramatic two-story foyer, you'll be captivated by the craftsmanship and care throughout gleaming hardwood floors, custom crown moldings, and thoughtfully designed spaces. The state-of-the-art eat-in kitchen flows

    Agent Photo

    Michelle Zhao

    BERKSHIRE HATHAWAY

    (516) 813-6502

    12 Caumsett Farms Ln, Woodbury, NY 11797
  • /41

    $1,448,000

    • 4 Beds
    • 2.5 Baths
    • 2,013 Sq Ft

    3 Colgate Ln, Woodbury, NY 11797

    Fully renovated in 2021/2022, this updated 4-bedroom, 3.5-bath Colonial offers a thoughtfully designed layout with modern upgrades throughout, located in the Sterling Ridge neighborhood. The open-concept eat-in kitchen features a large center island, white cabinetry, stainless steel appliances, and ample counter space—ideal for everyday use and entertaining. Just off the kitchen, the expanded

    Agent Photo

    Fran Mazer

    Compass Greater NY LLC

    (516) 585-2772

    3 Colgate Ln, Woodbury, NY 11797
  • /2

    $799,000

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    24 Laura Ln, Woodbury, NY 10917

    The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 205-7720

    24 Laura Ln, Woodbury, NY 10917
  • /22

    $2,000,000

    • 5 Beds
    • 4 Baths
    • 2,650 Sq Ft

    240 Plainview Rd, Woodbury, NY 11797

    House For Sale.

    Xiao Feng Pan Winzone Realty Inc

    240 Plainview Rd, Woodbury, NY 11797
  • /4

    $2,000,000

    • 5 Beds
    • 4 Baths
    • 3,650 Sq Ft

    228 Plainview Rd, Woodbury, NY 11797

    House For Sale.

    Xiao Feng Pan Winzone Realty Inc

    228 Plainview Rd, Woodbury, NY 11797
  • /50

    $2,399,000

    • 4 Beds
    • 6 Baths
    • 4,500 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

    David Cohen SRG Residential LLC

    14 Pine Dr, Woodbury, NY 11797
  • /27

    $1,928,000

    • 6 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    21 the Rise, Woodbury, NY 11797

    Renovated 6-Bedroom Hampton-Style Home in The Gates of WoodburyTurnkey living awaits at this stunning, recently renovated 6-bedroom, 3.5-bath, Hampton-style home offering a versatile layout designed to meet a variety of needs. Set in The Gates of Woodbury and located within the Syosset School District with Walt Whitman Elementary School, the main level features a spacious entry foyer with

    Tracy Greenberg Daniel Gale Sothebys Intl Rlty

    21 the Rise, Woodbury, NY 11797
  • /39

    $2,799,999

    • 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

    Jared Sarney SRG Residential LLC

    46 Plainview Rd, Woodbury, NY 11797
  • /30

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 3,001 Sq Ft

    65 Avery Rd, Woodbury, NY 11797

    Elegant Center Hall Colonial In Woodbury’s Prestigious Hunting Hills. Set On Over One Private Acre In The Sought After Syosset School District, This Over 3000 Square Foot Colonial Blends Timeless Elegance With Modern Luxury. Featuring Five Bedrooms And 3.5 Baths Including A First Floor Guest Suite, This Home Impresses From The Moment You Enter It’s Marble Foyer.Enjoy A Sun Drenched Custom

    Sandra Camhi Compass Greater NY LLC

    65 Avery Rd, Woodbury, NY 11797
  • /39

    $2,050,000

    • 5 Beds
    • 5 Baths
    • 3,400 Sq Ft

    10 Hunting Hill Rd, Woodbury, NY 11797

    Set on a lush, private acre in the heart of Woodbury, this beautifully maintained Colonial offers timeless curb appeal, generous space, and the kind of quiet privacy that’s hard to come by.With over 3,800 square feet, the home features 5 bedrooms, 3 full and 2 half bathrooms, and a flexible layout made for easy everyday living and seamless entertaining. The kitchen is updated with

    Edgar Iglesias Serhant LLC

    10 Hunting Hill Rd, Woodbury, NY 11797
  • /31

    $2,380,888

    • 6 Beds
    • 4.5 Baths
    • 4,234 Sq Ft

    6 Victor Ln, Woodbury, NY 11797

    Welcome to your dream home in the prestigious Woodbury neighborhood, located within the top-rated Syosset School District! Nestled on almost half an acre of flat, beautifully landscaped land, this stunning property has been completely renovated inside and out with no detail overlooked. Key Features Include: Elegant first-floor bedroom with full bathroom – perfect for guests or multi-generational

    Lei Liu Signature Premier Properties

    6 Victor Ln, Woodbury, NY 11797
  • /50

    $2,799,000

    • 7 Beds
    • 4.5 Baths
    • 6,556 Sq Ft

    304 Syosset Woodbury Rd, Woodbury, NY 11797

    A Storybook Retreat Where Elegance Meets Ease. A Home Of Grace, Excellence, And Timeless Soul. Every Season Tells A Story.There’s A Moment, Just As You Pull Into The Drive At Kalliste Grove, When The World Quiets. Welcome To A Place Where Natural Beauty And Architectural Grace Come Together To Create A Lifestyle That Feels Both Inspired And Enduring. This Extraordinary Estate Lives Up To Its

    Lisa Fasano Compass Greater NY LLC

    304 Syosset Woodbury Rd, Woodbury, NY 11797
  • /40

    $1,959,000

    • 5 Beds
    • 5 Baths
    • 3,401 Sq Ft

    21 Kodiak Dr, Woodbury, NY 11797

    Welcome to 21 Kodiak Drive, an exceptional residence nestled within the prestigious Gates of Woodbury. Situated on a full acre of beautifully landscaped grounds, this stately home offers the perfect blend of timeless charm and modern comfort.This sun-filled 5-bedroom, 5-bathroom features generously sized living spaces designed with versatility in mind. The main level includes an inviting

    Orit Ofir Daniel Gale Sothebys Intl Rlty

    21 Kodiak Dr, Woodbury, NY 11797
  • /27

    $1,850,000

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    3 South Run, Cold Spring Harbor, NY 11724

    Unmatched value! This 3,300 SF (4 bedroom, 3-bath) home sits on a commanding 2.55 acre hilltop site, with 360-degree privacy that enhances the estate-type grounds off a quiet cul-de-sac. Enjoy seasonal harbor views through the trees—or add a second story for year-round harbor vistas. A rare find at this price combines luxury, privacy, on one of the best multi-acre sites in all of Cold Spring

    Pamela Doyle Daniel Gale Sothebys Intl Rlty

    3 South Run, Cold Spring Harbor, NY 11724
  • /3

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    17 Harvard Dr, Woodbury, NY 11797

    Welcome home to this beautiful, move-in ready ranch in Woodbury’s sought-after College Section. This updated three-bedroom home feels bright and inviting—all set in the award-winning Syosset School District. The SPECTACULAR country club backyard is your own private retreat and truly magical, with a gorgeous inground, heated saltwater pool, surrounded by lush, manicured & pretty landscaping that

    Belinda Wiseman BERKSHIRE HATHAWAY

    17 Harvard Dr, Woodbury, NY 11797
  • /43

    $1,329,000

    • 3 Beds
    • 3 Baths
    • 2,062 Sq Ft

    39 Harvard Dr, Woodbury, NY 11797

    Move right into this mid-block 4-bedroom ranch in the college section of Woodbury. shy 1/2 acre with private backyard and stone patio. Full finished lower level. Family room is open to the dining room with access to the rear yard. Spacious attatched 2 car garage.

    Mark Laffey LAFFEY REAL ESTATE

    39 Harvard Dr, Woodbury, NY 11797
  • /38

    $4,488,888 Open Thu 5:30PM - 7:30PM

    • 5 Beds
    • 4.5 Baths
    • 5,889 Sq Ft

    2 Maple Way, Woodbury, NY 11797

    Welcome to The Gates at Woodbury, where modern luxury, innovation, and design excellence come together in this professionally designed 5-bedroom, 4.5-bathroom smart home spanning approximately 6,000 square feet. Built in 2024, this fully energy-efficient residence offers low taxes, paid-off solar panels, four-zone central air and heating, integrated built-in surround sound, and advanced smart

    Manoj Kumar Property Professionals Realty

    2 Maple Way, Woodbury, NY 11797
  • /45

    $1,599,999

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    4 2nd St, Woodbury, NY 11797

    Beautiful Colonial in the Heart of WoodburyLocated in an elegant and sought-after area of Woodbury, this charming Colonial-style home offers 4 spacious bedrooms and 3 updated bathrooms with award winning Syosset schools. The property boasts a range of recent upgrades, including new appliances, beautifully renovated bathrooms, updated windows, and fresh landscaping that enhances its curb

    Gagandeep Manuja Realty Connect USA LLC

    4 2nd St, Woodbury, NY 11797
  • /37

    $1,595,000

    • 5 Beds
    • 4 Baths
    • 3,012 Sq Ft

    85 Joyce Ln, Woodbury, NY 11797

    Welcome to this stylish, modern farm ranch nestled mid-block on a quiet, tree-lined street in sought-after Woodbury Knolls. This spacious 5-bedroom, 4-bathroom home offers approximately 3,200 square feet of beautifully updated living space, including two luxurious primary suites, one on each level, providing the ideal layout for both privacy and flexibility. Renovated in 2018, the first floor

    Nicole Eskanazy Douglas Elliman Real Estate

    85 Joyce Ln, Woodbury, NY 11797
  • /14

    $869,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    17 Wren Dr, Woodbury, NY 11797

    Wonderful split in mid-block location. Hardwood floors, ceiling fans, new windows, sliders to deck. Large backyard with deck and shed.

    Marilyn Stein Realty Connect USA LLC

    17 Wren Dr, Woodbury, NY 11797
  • /29

    $1,580,000

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    26 Roseanne Dr, Woodbury, NY 11797

    Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home located in the Syosset School District. Boasting 2,800 square feet of luxurious living space, this home has been meticulously updated with high-end materials and top-tier craftsmanship, offering a perfect blend of modern comfort and timeless style.The exterior shines with a brand-new roof and siding, both under an 8-year

    Yiyi Zhang E Realty International Corp

    26 Roseanne Dr, Woodbury, NY 11797
  • /32

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 3,005 Sq Ft

    419 Woodbury Rd, Woodbury, NY 11797

    Welcome to this spacious and sun-filled 4-bedroom, 3.5-bath home set on 1.75 acres of flat, park-like property in the heart of Woodbury, within the top-rated Syosset School District.The home's generous layout is designed for both comfort and possibility, featuring a warm and inviting living room with a classic wood-burning fireplace and a den surrounded by windows that frame peaceful

    Belinda Wiseman BERKSHIRE HATHAWAY

    419 Woodbury Rd, Woodbury, NY 11797
  • /16

    $3,250,000

    • 6 Beds
    • 6 Baths
    • 5,467 Sq Ft

    26 Windemere Way, Woodbury, NY 11797

    Elegant Contemporary Colonial Fully Renovated with Modern Flare. Sought After Gated Community in Woodbury. This stunning 6 bedroom 4 and 2 half bath home offers charm and cutting edge design. As you enter you are greeted by a grand foyer with soaring ceilings, the layout has been thoughtfully reimagined with an open concept feel featuring expansive living and dining spaces, enhanced by custom

    Michele Gort Compass Greater NY LLC

    26 Windemere Way, Woodbury, NY 11797
  • /50

    $3,699,999

    • 6 Beds
    • 8 Baths
    • 6,000 Sq Ft

    3 the Brae, Woodbury, NY 11797

    A Rare and one-of-a kind living experience awaits you in this Hampton Style sun-drenched beauty. Gracefully poised and beautifully designed, this unique farm ranch exudes sophistication, class and gracious North Shore luxury living. This property located in the acclaimed “The Gates” of Woodbury, boasts the utmost attention to detail, finest European imported materials, seamless quality and

    MaryAnn Clara Douglas Elliman Real Estate

    3 the Brae, Woodbury, NY 11797
  • /25

    $1,049,900

    • 5 Beds
    • 2 Baths
    • 2,120 Sq Ft

    9 Hillside Ave, Woodbury, NY 11797

    Nestled in the serene and sought-after community of Woodbury, this beautiful home, zoned for Syosset school district, with extension completed in 2021, offers excellent flow and the ideal blend of functionality and privacy. The open floor plan showcases a modern kitchen with a large peninsula and granite countertops, a dining area, and a sunlit living space with vaulted ceilings and large windows

    Meijiang Duncan Compass Greater NY LLC

    9 Hillside Ave, Woodbury, NY 11797
  • /34

    $1,499,888

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    17 Irving Dr, Woodbury, NY 11797

    If you want a home that doesn’t feel like "another project—this might be exactly what you’ve been looking for. Everything you need is on the main level: 3 bedrooms, 2.5 baths, a cozy fireplace, hardwood floors, and radiant heat in both full bathrooms (yes, even the floors are warm!). The layout is open and inviting, with a sunny eat-in kitchen and formal dining room that makes hosting a

    andrea Glickstein EXP Realty

    17 Irving Dr, Woodbury, NY 11797
  • /30

    $1,599,999

    • 5 Beds
    • 3 Baths

    208 Woodbury Rd, Woodbury, NY 11797

    Move right into this expanded ranch. This beautiful house is loaded with lots of updates. All 3 bathrooms are newly renovated. Wood floors throughout the house along with fresh paint. modern light fixtures. Stainless Steel appliances Blue pearl kitchen with cherrywood cabinets. Living room has 2 remote controlled skylights and vaulted ceiling. Spacious basement with lots of storage.

    Farukh Islam Douglas Elliman Real Estate

    208 Woodbury Rd, Woodbury, NY 11797
  • /28

    $739,888

    • 3 Beds
    • 3 Baths
    • 1,746 Sq Ft

    38 Park Dr E, Syosset, NY 11791

    It's Here! The Home You Have Been Searching For Has Finally Arrived And It's Awesome With Endless Possibilities!!*** Welcome To This Original Family Owned Expanded Ranch Style Home Where a Lifetime Of Memories Were Made ***Walk In The Door And You Will Appreciate The Beautiful Hardwood Floors And The Vast Living Room To Relax In. Looking For More Space To Get Cosy In? The Den Is Just The

    Kristine Purish Signature Premier Properties

    38 Park Dr E, Syosset, NY 11791
  • /39

    $3,800,000

    • 5 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    352 Cold Spring Rd, Syosset, NY 11791

    Brand-New Luxury Estate on 1 Acre Experience elevated living in this exquisite new construction, perfectly situated on a rare 1-acre lot in the heart of Syosset. Designed with sophistication and functionality in mind, this architectural masterpiece offers the ultimate blend of modern elegance, privacy, and indoor-outdoor flow.Spanning approximately 5,500 square feet, this home

    Jason Simeone Coldwell Banker American Homes

    352 Cold Spring Rd, Syosset, NY 11791
  • /14

    $1,168,000

    • 6 Beds
    • 3 Baths
    • 2,400 Sq Ft

    18 Park Dr E, Syosset, NY 11791

    Easy Mother-Daughter Style! !This stunning Beautiful High Ranch features spacious 5-6 bedrooms and 3 full bathrooms, perfect for a large family or multigenerational living. The home has been extensively updated with a brand new roof, modern kitchen, new flooring throughout, new sidewalk, new driveway, and a new updated swimming pool!Located in the award-winning Syosset School District, this

    Qun Lin Sweet Key Realty Group Inc

    18 Park Dr E, Syosset, NY 11791
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