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For sale
  • $1,590,000

    35 Hickory Hill Rd, Windham, NY 12496

    5beds
    3,200sqft
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    Single Family Residence
    Built in 2007
    2.75 Acres Lot
    $757,700 Zestimate®
    $497/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.
    8 hours
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    162
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    14
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    Zillow last checked:

    Listing updated:

    Listed by:

    VENTURE FOX REALTY GROUP LLC 518-861-7030,

    Agnieszka Wdziekowska 386-341-3176

    Source: My State MLS,MLS#: 11855732

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Kitchen
      • Features: Open
      Basement
      • Area: 0
      Heating
      • Electric, Propane, Wood, Baseboard
      Features
      • Flooring: Hardwood, Tile
      • Basement: Full,Finished,Garage,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning Stove
      • Furnished: Yes
      Interior area
      • Total structure area: 0
      • Total interior livable area: 3,200 sqft
      • Finished area above ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck
      • Exterior features: Outdoor Shower
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Size(19ft/36ft 9ft deep)
      • Fencing: Fenced
      • Has view: Yes
      • View description: Mountain, Scenic, Wooded
      Lot
      • Size: 2.75 Acres
      • Features: Pool, Trees
      Details
      • Additional structures: Shed(s)
      • Parcel number: 78.00673
      • Lease amount: $0

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: A-Frame
      • Property subtype: Single Family Residence
      Materials
      • Frame, Wood Siding
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2007

      Utilities & green energy

      • Electric: Amps(0)
      • Sewer: Community
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $497/sqft
      • Annual tax amount: $6,000
      • Date on market: 6/29/2026
      • Date available: 06/28/2026
      • Listing agreement: Exclusive

        Estimated market value

        $757,700

        $659,000 - $871,000

        $5,823/mo

        Price history

        DateEventPrice
        6/29/2026Listed for sale$1,590,000+13.7%$497/sqft
        Source: My State MLS #11855732 Report a problem
        5/1/2025Listing removed$1,399,000$437/sqft
        Source: HVCRMLS #20243772 Report a problem
        9/11/2024Listed for sale$1,399,000$437/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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        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
        Schools provided by the listing agent
        • District: Windham-ashland-jewett Central School District

        Source: My State MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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