281 Old Road, Windham, NY 12496
OFF MARKET

281 Old Road
Windham, NY 12496

    (on 4.81 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    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
    -
    -
    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 Boulder Brook lot B10 Road, Windham, NY
    2.85
    Lot/Land
    $159,900
    06/22/26
    -
    -
    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
    -
    -
    Tbd Goshen Street, Jewett, NY
    3.33
    Lot/Land
    $14,000
    04/02/26
    -
    -
    48 Alpine Way, Jewett, NY
    4.60
    Lot/Land
    $160,000
    10/07/25
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    34 - 2 Old Road, Windham, NY 12496
    0.00
    $483,700
    3
    1.5
    2,084
    Off Market
    2 Windham Farms Road, Windham, NY 12496
    0.00
    $439,000
    -
    -
    -
    For Sale
    31 Windham Farms Road, Windham, NY 12496
    0.05
    $1,750,000
    5
    4.5
    3,218
    For Sale
    4 Windham Farms Road, Windham, NY 12496
    0.10
    $289,000
    -
    -
    -
    For Sale
    1 Estate View Drive, Windham, NY 12496
    0.55
    $300,000
    -
    -
    -
    For Sale
    116 Galway Road, Windham, NY 12496
    0.56
    $474,400
    3
    2
    1,867
    Off Market
    38 Cambridge Heights Road, Windham, NY 12496
    0.53
    $475,000
    3
    2
    1,140
    Recently Sold
    12 Jacob Strasse Road, Windham, NY 12496
    0.55
    $1,407,200
    6
    5.5
    5,500
    Off Market
    2 Estate View Drive, Windham, NY 12496
    0.59
    $290,000
    -
    -
    -
    For Sale
    0 North Ridge Extension, Windham, NY 12496
    0.57
    $199,000
    -
    -
    -
    For Sale
    5 Jacob Strasse Road, Windham, NY 12496
    0.56
    $950,000
    4
    3
    3,245
    Recently Sold

    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

    Home Highlights

    Property Type
    Lot/Land
    Lot Size
    4.81 acres
    HOA
    None

    About this House

    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.
    Last check for updates: about 22 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

    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

    Price and Tax history

    DateEventPrice
    May 23, 2024
    Source: HVCRMLS #149728
    		Sold
    $280,000
    Sep 1, 2023
    Source: Columbia Greene Northern Dutchess MLS #149660
    		Listed For Sale
    $899,000
    Aug 26, 2023
    Source: Columbia Greene Northern Dutchess MLS #147497
    		ListingRemoved
    Aug 9, 2023
    Source: Columbia Greene Northern Dutchess MLS #147497
    		Listed For Sale
    $899,000
    Feb 2, 2021
    Source: Columbia Greene Northern Dutchess MLS #133343
    		ListingRemoved
    $585,000

    Market trends in Windham

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    —
    Sale-to-List Price
    —
    Price per sq ft
    —
    Available listings
    67
    5    MoM

    Around this home

    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

    LGBTQ Local Legal Protections

    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.

    Frequently asked questions about 281 Old Road

    • What is the price history for 281 Old Road?
      281 Old Road in Windham, NY last sold for $280,000 in May 2024.
    • Is Windham a buyer's or seller's market?
      Windham is currently a buyer's market, based on recent for-sale activity.
    • What do residents say about Windham?
      Residents describe Windham, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, NY.
    • What are the closest schools to 281 Old Road?
      The closest schools to 281 Old Road in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).

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