281 Old Road, Windham, NY 12496
OFF MARKET

281 Old Road
Windham, NY 12496

    (on 4.81 acres)

    Local Information

    • Map ViewExplore the area around 281 Old Road.
    • Schools1 Preschool School1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Description

    Introducing - Windham Farms now offering three pristine private parcels all approved! Are you looking for a private, elevated setting with distance mountain views just minutes to Windham Ski Resort ?LOT 3 : Build your custom Ski Chalet nestled within the hemlocks bordering a mountain stream on a benched plateau consisting of 4.81 acres. Enjoy the peaceful serene woodland setting and the sound of songbirds. No through traffic as the planned private drive is 850' from Old Road as you pass a well-manicured picturesque farm setting with horse fencing and crystal-clear pond. All the engineering has been done for you offering a Shovel ready building lot. Let's walk and talk about planning your custom home located in the Catskill Mountains or purchase for a future investment asbuilding lots in Windham are becoming hard to find.
    281 Old Road, Windham, NY 12496 is a lot/land. It last sold for $280,000 on May 23, 2024 (3% below the $289,000 asking price). It is currently off market. The Trulia Estimate rent is $4,461/month.

    Home Highlights

    Parking
    No Info
    Outdoor
    No Info
    HOA
    None
    Price/Sqft
    No Info
    Listed
    180+ days ago

    Home Details for 281 Old Road

    Active Status

    MLS Status: Closed

    Interior Features

    Appliances & Utilities
    Utilities: Electricity Available
    Gas & Electric
    Has Electric on Property
    View
    Has a ViewView: Mountain(s), Pasture

    Exterior Features

    Exterior Home Features
    Wooded Area Size: 3920400
    Frontage
    Waterfront: Pond, StreamRoad Surface Type: PavedNot on Waterfront
    Water & Sewer
    Sewer: None

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Unimproved Land
    Property Information
    Parcel Number: 79.00149

    Price & Status

    Price
    List Price: $289,000
    Status Change & Dates
    Off Market Date: Fri Apr 19 2024

    Location

    Direction & Address
    City: Windham
    School Information
    High School District: Wind-Ash-Jewett

    HOA

    No HOA

    Lot Information

    Lot Area: 4.81 Acres

    Miscellaneous

    Mls Number: 149728
    Last check for updates: about 10 hours ago
    Listed by Laurie Hanenberg
    Hunter Windham Real Estate
    Dylan Hanenberg
    Hunter Windham Real Estate
    Bought with: Laurie Hanenberg, Hunter Windham Real Estate
    Source: HVCRMLS, MLS#149728

    Price History for 281 Old Road

    DatePriceEventSource
    05/23/2024$280,000Sold
    HVCRMLS #149728
    09/01/2023$899,000Listed For SaleColumbia Greene Northern Dutchess MLS #149660
    08/26/2023ListingRemovedColumbia Greene Northern Dutchess MLS #147497
    08/09/2023$899,000Listed For SaleColumbia Greene Northern Dutchess MLS #147497
    02/02/2021$585,000ListingRemovedColumbia Greene Northern Dutchess MLS #133343
    11/21/2020$585,000PendingAgent Provided
    11/03/2020$585,000PriceChange
    Agent Provided
    10/03/2020$749,000PriceChange
    Agent Provided
    01/23/2020$785,000Listed For SaleAgent Provided
    09/20/2016$385,000Sold
    HVCRMLS #109024
    05/09/2016$449,000PriceChange
    Agent Provided
    12/17/2015$479,000PriceChange
    Agent Provided
    08/27/2015$525,000Listed For SaleAgent Provided
    07/09/2015$599,000ListingRemovedAgent Provided
    03/27/2014$599,000PriceChange
    Agent Provided
    02/01/2014$640,000Listed For SaleAgent Provided
    10/09/2010$575,000ListingRemovedAgent Provided
    04/11/2010$575,000Listed For SaleAgent Provided

    Market trends in Windham

    Last updated May 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    —
    Sale-to-List Price
    —
    Price per sq ft
    —
    Available listings
    57
    3    MoM
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    Property Tax and Assessment

    Year2022
    Tax
    Assessment$252,597
    Home facts updated by county records

    Comparable Sales for 281 Old Road

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    65 Sundance Drive, Windham, NY
    0.76
    Lot/Land
    $440,000
    01/21/26
    -
    -
    611 Old Road, Windham, NY
    1.61
    Lot/Land
    $75,000
    07/11/25
    -
    -
    Tbd Boulder Brook Lot 8 Road, Windham, NY
    2.11
    Lot/Land
    $169,900
    06/22/26
    -
    -
    Tbd Boulder Brook Lot B10, Windham, NY
    2.14
    Lot/Land
    $159,900
    06/22/26
    -
    -
    L34 Boulder Brook Road, Windham, NY
    2.17
    Lot/Land
    $159,900
    06/22/26
    -
    -
    Tbd Hollow View Road, Windham, NY
    2.37
    Lot/Land
    $65,000
    08/14/25
    -
    -
    TBD Boulder Brook lot B10 Road, Windham, NY
    2.85
    Lot/Land
    $159,900
    06/22/26
    -
    -
    1 - 886 Mill Street, Windham, NY
    3.20
    Lot/Land
    $81,500
    08/13/25
    -
    -
    0 Goshen Street, Jewett, NY
    3.42
    Lot/Land
    $40,000
    02/11/26
    -
    -
    0 County Route 40, East Jewett, NY
    3.98
    Lot/Land
    $76,000
    12/30/25
    -
    -

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 281 Old Road.

    What Locals Say about Windham

    At least 14 Trulia users voted on each feature.

    • 95 % Say there's holiday spirit

    • 90 % Say there's wildlife

    • 88 % Say parking is easy

    • 80 % Say yards are well-kept

    • 80 % Say it's quiet

    • 79 % Say car is needed

    • 71 % Say they plan to stay for at least 5 years

    • 68 % Say people would walk alone at night

    • 65 % Say it's dog friendly

    • 62 % Say neighbors are friendly

    • 53 % Say kids play outside

    • 47 % Say it's walkable to grocery stores

    • 47 % Say streets are well-lit

    • 40 % Say there are community events

    • 37 % Say it's walkable to restaurants

    • 37 % Say there are sidewalks

    Sourced by Trulia users. Learn more about our methodology.
    • Claudia H.
      "School parades the primary grade students mid day. The police are out keeping an eye on the children and the fire department gives away hot chocolate and hot dogs!"
      2
      Flag
    • Dan H.
      "Whether you've lived here all your life or if you're just visiting, the people will welcome you and make you feel at home. I encourage people to visit and maybe stay a while. "
      6
      Flag
    • Julissa K.
      "4th of July I can see the parade passing by my house and even fireworks. Winter we have a lot of visitors here because the ski resort. And the summer is always a lot to do including walking in the Windham Path and all the trails around here are just amazing "
      0
      Flag
    • Steven N.
      "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
      3
      Flag
    • Steven N.
      "It’s a lovely town to walk in with your dog and rumor has it there is a dog run in the town next door. Great trails for walking with your dog as well."
      1
      Flag
    • howardc1
      "I have a vacation condo here. The location is excellent about 3 miles from Ski Windham, and this is one of the very few properties in the area with a swimming pool and two tennis courts. Property management is excellent. Excellent cultural attractions, chamber music performances right in town, jazz and classical performances during the summer in nearby Hunter and Tannersville. "
      1
      Flag
    • Patti
      "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
      5
      Flag

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    Homes for sale near 281 Old Road

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    Off Market Homes Near 281 Old Road

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    IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
    Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.