Luxury Slopeside Living at Windham Mountain Club- This is a rare opportunity to own the most competitively priced slopeside home at Windham Mountain Club, close to the lodge and lifts. With 6,859 sq. ft. of high-end living space and direct access to the slopes, this home is a dream for anyone looking for adventure and a smart move for investors seeking strong rental potential in the Catskills. Designed for Mountain Living The great room is a dramatic centerpiece with soaring 20-foot pine ceilings, a wall of windows, and unobstructed views of the trails. The chef's kitchen is built to impress and to perform featuring granite countertops, a Viking range, dual dishwashers, and seamless access to two spacious dining areas, perfect for hosting dinners or large groups. Outdoor and Indoor Entertaining Made Easy Step out onto the expansive wraparound deck with a BBQ grill ideal for gathering after a day on the mountain. Inside, there's a high-end home theater that can be converted back to a garage if needed, a spacious game room for guests, and four wood-burning fireplaces that add warmth and charm throughout the home. A Private Primary Suite with a View The second-floor primary suite is tucked away in its own wing for complete privacy. It features dual walk-in closets, a cozy fireplace, and a private balcony with panoramic slope views everything you want in a luxury mountain retreat. Comfort and Convenience, Year-Round The home includes radiant heat in the dedicated gear room, central A/C for the summer months, a backup generator, and a full security system ensuring comfort, safety, and peace of mind no matter the season. Rental-Ready and Spacious With room to comfortably sleep 20+ guests, this home is ideal for short-term rentals, corporate retreats, or large group getaways. The layout and amenities are perfectly suited for high occupancy and maximum rental income potential. Selling Turnkey The property is offered furnished, making it easy to move in or start renting right away. Schedule Your Private Showing Whether you're looking for slopeside convenience or an investor targeting premium rental returns, this property offers location, luxury, and unbeatable value. Don't miss your chance homes in this prime location, of this size, and in this price point rarely come to market at Windham Mountain Club.
For sale
$2,250,000
150 Trailside Rd, Windham, NY 12496
9beds
6,859sqft
Deeded, Single Family Residence
Built in 2001
0.62 Acres Lot
$2,128,000 Zestimate®
$328/sqft
$-- HOA
What's special
Cozy fireplaceFour wood-burning fireplacesBbq grillBackup generatorExpansive wraparound deckDual walk-in closetsPrivate balcony
- 30 days
- on Zillow |
- 572 |
- 19 |
Zillow last checked: 7 hours ago
Listing updated: March 28, 2025 at 06:46am
Listing by:
Coldwell Banker Village Green 518-734-4200,
Regina Tortorella 914-466-0329,
Aaron Joseph Perer 845-514-0186,
Coldwell Banker Village Green
Source: Columbia Greene Northern Dutchess MLS,MLS#: 156438
Originating MLS: Columbia County & Northern Dutchess MLS

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 7
- Full bathrooms: 7
Heating
- Baseboard, Radiant
Cooling
- Has cooling: Yes
Appliances
- Included: Clothes Dryer, Clothes Washer, Dishwasher, Generator, Refrigerator, Stove, Water Heater (Electric)
Features
- Flooring: Carpet, Ceramic Tile, Hardwood, Other
- Windows: Casement, Crankout
- Number of fireplaces: 4
- Fireplace features: Bedroom, Living Room, Family Room, Other
Interior area
- Total structure area: 6,859
- Total interior livable area: 6,859 sqft
Video & virtual tour
Property
Parking
- Parking features: None
Features
- Levels: Tri Level
- Has view: Yes
- View description: Country, Mountain(s), Neighborhood, Other
Lot
- Size: 0.62 Acres
Details
- Parcel number: 95.10-3-21
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Deeded, Single Family Residence
Materials
- Frame, Sheetrock, Wood, Cedar, Shake Siding, Wood Siding
- Foundation: Slab
- Roof: Asphalt,Shingle
Condition
- Very Good
- Year built: 2001
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Community
- Water: Community
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: Yes
Location
- Region: Windham
Financial & listing details
- Price per square foot: $328/sqft
- Tax assessed value: $113,160
- Annual tax amount: $19,287
- Price range: $2.3M - $2.3M
- Date on market: 3/27/2025
- Electric utility on property: Yes
- Road surface type: Paved
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