


292 South Street Windham, NY 12496
Description
156125
2,614 SQFT
Single-Family Home
2021
Townhouse
Mountain(s), Rural, Neighborhood
Wind-Ash-Jewett
Greene County
Windham
Listed By
Hudson Valley Catskills MLS
Last checked Sep 20 2025 at 1:59 AM GMT+0000
- Full Bathrooms: 5
- Half Bathroom: 1
- Appliances: Water Heater
- Appliances: Refrigerator
- Appliances: Range
- Appliances: Electric Water Heater
- Appliances: Dryer
- Appliances: Dishwasher
- High Speed Internet
- Walk-In Closet(s)
- Appliances: Washer
- Breakfast Bar
- Open Floorplan
- High Ceilings
- Chandelier
- Granite Counters
- Fireplace: Gas Log
- Fireplace: Great Room
- Foundation: Slab
- Forced Air
- Radiant
- Propane
- Tile
- Other
- Frame
- Roof: Asphalt
- Roof: Shingle
- Sewer: Public Sewer
- Attached Garage
- Off Street
- Additional Parking
- Asphalt
- Heated Garage
- Garage Faces Rear
- 3
Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time professional management overseeing bookings, pricing, and guest communication, the revenue potential could increase dramatically—making this a standout opportunity for STR investors and second-home owners.
Located just steps from Windham Mountain Club and only 2.5 hours from NYC, this stunning mountain retreat offers modern luxury, panoramic views, and unmatched access to four-season adventure. Whether you're seeking a turn-key income-producing property or a private escape that pays for itself, 292 South St delivers on both fronts.
The interior features an open-concept layout designed for entertaining and relaxation, including a chef's kitchen with stainless-steel appliances, granite countertops, and a spacious great room with a cozy fireplace. Step out to a 720-square-foot deck offering spectacular slope views. With five generously sized bedrooms (four with en-suite baths), the layout accommodates large groups. The top-floor primary suite includes a spa-like bathroom, private terrace, and custom walk-in closets.
Additional highlights include:
Heated garage and equipment room
Central air and two laundry rooms
Nearly door-to-door shuttle to Windham's North Lot
Optional furnishings for a seamless turn-key setup
Seller open to partial owner financing for qualified buyers
Beyond its rental appeal, owners and guests enjoy close proximity to award-winning dining, spas, and year-round outdoor activities. Optional Windham Mountain Club membership provides exclusive access to spa services, a future golf course (2026), tennis, pool, and more.
With low upkeep, high rental rates, and strong demand throughout the year, this is a premium short-term rental investment backed by proven performance. Whether you choose to enjoy it personally or maximize income through professional oversight, 292 South St represents a rare opportunity in one of the Northeast's most desirable mountain destinations.
Schedule your private showing today and start unlocking its full income potential.