- 5Bed
- 5/1Baths
- 3,460Sqft
- 0.06Acres
- 2021Built
- $332Price/Sqft
Incredible Investment Opportunity - Proven Short-Term Rental Income! 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. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Listing information provided by IDX information is provided exclusively for consumers' personal, non-commercial user, and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS. Listing Courtesy of Regina Tortorella of Coldwell Banker Village GreenW.