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  • $1,999,999

    90 Club Road, Windham, NY 12496

    5beds
    3,600sqft
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    Single Family Residence
    Built in 1971
    0.7 Acres Lot
    $1,903,700 Zestimate®
    $556/sqft
    $-- HOA

    What's special

    Hot tubOutdoor saunaFour-and-a-half bathsSoaring pine-clad vaulted ceilingsBeautiful wood floors
    This Windham Mountain Club chalet sits on one of the Club's largest lots along the ski slopes. Come home for lunch, shed a layer, and head back out--or settle in for an afternoon watching skiers and snowboarders glide past. Here, every weekend feels like a mountain vacation. The moment you step inside, a large, heated ski and boot room with bluestone flooring welcomes you and your gear--a thoughtful, functional introduction to a home designed around ski life. Upstairs, the entire main floor unfolds into an expansive open plan connecting the great room, game room, kitchen, and dining area, with a convenient half bath. Soaring pine-clad vaulted ceilings, beautiful wood floors, and a wall of glass create a bright, inviting setting drenched in natural sunlight. A dramatic floor-to-ceiling stone wood-burning fireplace anchors the space, bringing warmth and character to every gathering. There is room for everyone to come together while enjoying different activities: play pool in the game area, prepare dinner in the kitchen, or relax beside the fire, all within the connected main floor. Log staircase railings blend European chalet charm with rustic Catskills character, while the updated kitchen--with granite countertops, stainless steel appliances, and a breakfast bar-- brings modern convenience to the mountain setting. Multiple access points open onto the front deck, where views of the ski slopes, and the energy of mountain life become part of your day. Five bedrooms, including two ensuites, and four-and-a-half baths provide comfortable accommodations, complemented by a finished den with a separate entrance. Air conditioning in the great room and primary suite adds comfort for year-round enjoyment. Return from the slopes to your outdoor sauna, soak in the hot tub, and finish the evening beside the wood-burning fireplace. Multiple porches and the recently stained deck extend the living spaces outdoors. The exceptionally large lot is another defining feature, offering room to explore a home addition, an outdoor firepit gathering area, or possibly a pool in the side yard, subject to applicable approvals. Imagine pairing effortless ski access with your own summer retreat. Renovation since 2008 purchase, include converting/upgrading the heating system to propane, running all new electric throughout the house and expanding the size of the primary suite. The exterior was painted in 2025. Most furnishings included. This Windham ski chalet offers an inviting personal escape with potential short-term rental appeal. From first tracks to fireside evenings, this is mountain living worth coming back to. A 3D Walkthrough Tour is available by request.
    31 days
    336
    17

    Zillow last checked:

    Listing updated:

    Listed by:

    Coldwell Banker Village GreenW 518-734-4200,

    Regina Tortorella 914-466-0329,

    Aaron Perer,

    Coldwell Banker Village GreenW

    Source: HVCRMLS,MLS#: 20265814MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Cooling
      • Ductless
      Appliances
      • Included: Washer, Refrigerator, Oven, Microwave, Dryer, Dishwasher
      • Laundry: Laundry Room, Main Level
      Features
      • Breakfast Bar, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Hot Tub, Kitchen Island, Natural Woodwork, Open Floorplan, Sauna, Vaulted Ceiling(s)
      • Flooring: Stone, Tile, Wood
      • Has basement: No
      • Number of fireplaces: 1
      • Fireplace features: Great Room, Wood Burning
      Interior area
      • Total structure area: 3,600
      • Total interior livable area: 3,600 sqft
      • Finished area above ground: 3,600
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: On Site, Off Street, Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: Tri-Level
      • Stories: 3
      • Patio & porch: Deck, Front Porch, Side Porch
      • Exterior features: Private Yard
      • Has view: Yes
      • View description: Mountain(s), Other
      Lot
      • Size: 0.7 Acres
      • Features: Views
      Details
      • Additional structures: Shed(s)
      • Parcel number: 95.09
      • Zoning: 01

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Chalet
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Shingle
      Condition
      • New construction: No
      • Year built: 1971

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Other
      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $556/sqft
      • Tax assessed value: $613,100
      • Annual tax amount: $10,860
      • Date on market: 10/1/2026
      • Road surface type: Paved

        Estimated market value

        $1,903,700

        $1.81M - $2.00M

        $7,846/mo

        Price history

        DateEventPrice
        10/1/2026Listed for sale$1,999,999-11.1%$556/sqft
        Source: HVCRMLS #20265814 Report a problem
        7/1/2026Listing removed$2,250,000$625/sqft
        Source: HVCRMLS #20256151 Report a problem
        12/27/2025Listed for sale$2,250,000-4.3%$625/sqft
        Source: HVCRMLS #20256151 Report a problem
        12/21/2025Listing removed$2,350,000$653/sqft
        Source: HVCRMLS #155576 Report a problem
        5/24/2025Price change$2,350,000-6%$653/sqft
        Source: HVCRMLS #155576 Report a problem
        12/20/2024Listed for sale$2,500,000+177.8%$694/sqft
        Source: Columbia Greene Northern Dutchess MLS #155576 Report a problem
        5/16/2008Sold$900,000$250/sqft
        Source: HVCRMLS #68384 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $613,100
        2024-- $613,100
        2023-- $613,100
        2022-- $613,100
        2021-- $613,100
        2020-- $613,100
        2019-- $613,100
        2018-- $613,100 +17.5%
        2017$8,249 $522,000
        2016-- $522,000
        2015-- $522,000
        2014-- $522,000
        2013-- $522,000 +37.4%
        2012-- $380,000
        2011-- $380,000
        2010-- $380,000
        2009-- $380,000
        2008-- $380,000
        2007-- $380,000
        2006-- $380,000
        2005-- $380,000
        2004-- $380,000
        2003-- $380,000 +48.4%
        2002-- $256,000
        2001-- $256,000
        2000-- $256,000
        Find assessor info on the county website

        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

        8 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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

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