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.
Active
$1,999,999
90 Club Road, Windham, NY 12496
5beds
3,600sqft
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
- 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#: 20265814
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
| Date | Event | Price |
|---|---|---|
| 10/1/2026 | Listed for sale | $1,999,999-11.1%$556/sqft |
Source: | ||
| 7/1/2026 | Listing removed | $2,250,000$625/sqft |
Source: | ||
| 12/27/2025 | Listed for sale | $2,250,000-4.3%$625/sqft |
Source: | ||
| 12/21/2025 | Listing removed | $2,350,000$653/sqft |
Source: | ||
| 5/24/2025 | Price change | $2,350,000-6%$653/sqft |
Source: | ||
| 12/20/2024 | Listed for sale | $2,500,000+177.8%$694/sqft |
Source: | ||
| 5/16/2008 | Sold | $900,000$250/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax 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






