Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential
Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** — including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver.
Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar.
Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open-concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season.
Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal.
Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers, and contact info for local property managers is available upon request to help ramp up operations immediately.
Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations.
Private showings available now. Lock in your mountain investment before the season begins.
Active
$1,125,000
292 #3 South Street, Windham, NY 12496
5beds
3,643sqft
Townhouse
Built in 2021
2,613.6 Square Feet Lot
$-- Zestimate®
$309/sqft
$-- HOA
What's special
Cozy fireplaceHeated garageCentral airPanoramic slope viewsFour en-suite bedroomsSpa-like primary suiteSweeping mountain views
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