Property details
About 150 Trailside Rd
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.
Highlights
Summary
- Full Bathrooms: 7
- Appliances: Water Heater, Washer, Refrigerator, Range, Electric Water Heater, Dryer, Dishwasher
- Basement: Yes
- Flooring Type: Carpet, Ceramic Tile, Hardwood, Other
- Interior: High Speed Internet
- Fireplace: Bedroom, Family Room, Living Room, Wood Burning, Other
- Total Bedroom Count: 9
- View: Mountain(s), Neighborhood, Rural, Other
- Architectural Style: Contemporary
- Heating: Baseboard, Oil, Radiant
- List Price: $2,250,000
- Annual Tax Amount: $15,911
- Tax Year: 2021
- Directions: South Street Windham to Trailside Rd (Village East), follow to the T intersection and bear Right, follow to the end-house is on the Right of the cul-de-sac
- Year Built: 2001
- Lot Size: 0.62 Acres
- MLS Number: 156438
- MLS Name: UlsterCounty
- Office Name: Coldwell Banker Village GreenW, Coldwell Banker Village Green
- Office Phone: (518) 734-4200
- Listing Agent: Regina Tortorella, Aaron Perer
Copyright © 2025 Hudson Valley Catskill Region MLS. All rights reserved. Real estate listings of brokerage firms other than Hudson Valley Catskill Region MLS are marked with the IDX logo and the detailed information about them includes the listing broker's name. This information is provided exclusively 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. All information provided is deemed reliable but is not guaranteed and should be independently verified.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
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Last updated on: 7/30/2025, 9:45:35 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $1,131,600 | $- |
| 2022 | $1,131,600 | $- |
| 2021 | $1,131,600 | $15,911 |
History based on county public records data.
Nearby schools
6
Hunter Elementary School
Public District PK-6
6.5 mi
•7794 Main St
6
Cairo-Durham Elementary School
Public District PK-5
13.2 mi
•424 Main St
6
Scott M Ellis Elementary School
Public District KG-5
14.4 mi
•11219 State Route 32
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $57,979. The majority of Windham, NY residents have income between $35k-100k annually. The majority of families are single, no kids. The most common level of education of people living in this area is high school diploma.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Figure Skating
Hunting
NASCAR
Where do the neighbors shop?
Dollar General
Wal-Mart
Bass Pro Shops
Where do the neighbors go to eat?
Applebees
Hardee's
Jimmy Johns
What do the neighbors drive?
Cadillac
Ram
Oldsmobile
What do the neighbors listen to?
Classic Country
Oldies
New Country
Frequently asked questions
About 150 Trailside Rd
The listing price of 150 Trailside Rd property is $2,250,000.
The property 150 Trailside Rd is a house located in Windham, New York, 12496.
Active Listing: 150 Trailside Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 150 Trailside Rd are: Hunter Elementary School (GreatSchools Rating 6/10), Cairo-Durham Elementary School (GreatSchools Rating 6/10), Scott M Ellis Elementary School (GreatSchools Rating 6/10), Cairo-Durham Middle School (GreatSchools Rating 5/10), Greenville Middle School (GreatSchools Rating 6/10), Reginald Bennett Elementary School (GreatSchools Rating 4/10), Windham Ashland Central School (GreatSchools Rating 7/10), Hunter-Tannersville Middle School High School (GreatSchools Rating 4/10), Cairo-Durham High School (GreatSchools Rating 4/10).
According to the records, the last property tax for 2021 is $15,911 (source: MLS/based on county public records data).
The property at 150 Trailside Rd has 9 bedrooms and 7 bathrooms.
The year of construction for 150 Trailside Rd is 2001.
This home is located at 150 Trailside Rd in Windham, NY and zip code 12496. Features: 9 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since March 27, 2025 and is currently priced at $2,250,000.
In June 2025, from all listings sold in Windham, NY there were more than 0 sold above asking price, over 2 sold below and more than 0 were sold right at the asked price. The inventory of homes for sale in Windham, NY between May and June 2025 increased by 6.5%. In June 2025, listings were on the market for 109 days. During the same period, the median list price in this real estate market was $455,625.