855.375.4001
Listing Courtesy of: Regina Tortorella - Coldwell Banker Village Green 518-734-4200
$2,250,000 affordable loan icon Calculate Payment

150 Trailside Rd Windham, NY 12496

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Single Family Residence
9 Beds
7 Baths
... Bed/Bath
6,859 Sq. Ft.

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Last updated on 1/8/2026 11:17 PM
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 lookin...g 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. Continue reading
MLS#
156438
Property Type
Single Family
Bedrooms
9
Bathrooms
7 Full
Year Built
2001
Square Feet
6,859 sq. ft
Price per Sq. Ft.
$0.00
Lot Size
0.62
Stories
3.0

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Regina Tortorella - Coldwell Banker Village Green 518-734-4200
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Columbia Greene Northern Dutchess MLS. All rights reserved.
This content last refreshed on 1/8/2026 11:17 PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Information is deemed reliable but is not guaranteed.
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