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  • $1,590,000

    3-5 Hickory Hill Road, Windham, NY 12496

    5beds
    2,974sqft
    Loading
    Single Family Residence
    Built in 2007
    2.75 Acres Lot
    $1,516,000 Zestimate®
    $535/sqft
    $-- HOA

    What's special

    Generous entertaining spaceIconic mountain views
    Experience an exceptional mountain retreat in one of Windham's most desirable locations. Set on 2.7 private acres and just a short walk to the heart of the village, this remarkable estate offers breathtaking panoramic views of the Windham Mountain Club, the ski slopes, and the surrounding Catskill Mountains. The main residence features 5 spacious bedrooms and 3 full bathrooms, designed for comfortable everyday living and effortless entertaining.The spectacular mountain scenery, filling the home with natural light and creating a seamless connection to the outdoors. Step outside to your own private oasis featuring an outdoor swimming pool, generous entertaining space, and unforgettable views that can be enjoyed year-round. Adding incredible versatility is a charming A-frame guest house complete with 1 bedroom and 1 full bathroom-perfect for hosting family and friends, creating a private workspace, or generating additional rental income. Whether you're searching for a full-time residence, a luxury weekend escape, or an investment opportunity in the heart of the Catskills, this unique property delivers an unmatched combination of privacy, convenience, and iconic mountain views. Just minutes from skiing, golf, hiking, restaurants, and all that Windham has to offer, this is a rare opportunity to own one of the area's most captivating properties.
    32 days
    |
    336
    |
    17
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    Zillow last checked:

    Listing updated:

    Listed by:

    Venture Fox Realty Group 518-290-1070,

    Aaron Siegel 518-567-2319,

    Agnieszka Wdziekowska Taufield 386-341-3176,

    Venture Fox Realty Group

    Source: HVCRMLS,MLS#: 20263929MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Baseboard, Propane, Wood Stove
      Cooling
      • Ductless, Heat Pump, Multi Units, Zoned
      Appliances
      • Included: Washer/Dryer, Refrigerator, Microwave, Gas Oven, Gas Cooktop, Dishwasher
      Features
      • Flooring: Hardwood, Tile
      • Basement: Finished,Full,Walk-Out Access
      Interior area
      • Total structure area: 2,974
      • Total interior livable area: 2,974 sqft
      • Finished area above ground: 1,080
      • Finished area below ground: 1,080

      Property

      Parking
      • Total spaces: 8
      • Parking features: Garage Faces Front, Paved, Driveway
      • Attached garage spaces: 2
      • Uncovered spaces: 6
      Features
      • Levels: Bi-Level
      • Patio & porch: Deck, Front Porch, Rear Porch
      • Pool features: In Ground
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Size: 2.75 Acres
      • Features: Landscaped, Views
      Details
      • Parcel number: 194600 78.000673
      • Zoning: 01

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Chalet
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Roof: Asphalt,Shingle
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 2007

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $535/sqft
      • Tax assessed value: $358,500
      • Annual tax amount: $6,298
      • Date on market: 7/13/2026
      • Road surface type: Paved

        Estimated market value

        $1,516,000

        $1.44M - $1.59M

        $7,311/mo

        Price history

        DateEventPrice
        7/13/2026Listed for sale$1,590,000+13.7%$535/sqft
        Source: HVCRMLS #20263929 Report a problem
        5/1/2025Listing removed$1,399,000$470/sqft
        Source: HVCRMLS #20243772 Report a problem
        9/11/2024Listed for sale$1,399,000$470/sqft
        Source: HVCRMLS #20243772 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12496

        Getting around

        26 / 100
        Car-Dependent
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

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