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.
Active
$1,149,000
292 South Street #2, Windham, NY 12496
5beds
3,460sqft
Townhouse
Built in 2021
2,613.6 Square Feet Lot
$1,138,200 Zestimate®
$332/sqft
$-- HOA
What's special
Cozy fireplacePrivate terraceHeated garageModern luxuryCentral airPanoramic viewsFive generously sized bedrooms
- 109 days
- on Zillow |
- 147 |
- 14 |
Zillow last checked: 7 hours ago
Listing updated: August 22, 2025 at 07:22am
Listing by:
Coldwell Banker Village GreenW 518-734-4200,
Regina Tortorella 914-466-0329,
Aaron Perer,
Coldwell Banker Village Green
Source: HVCRMLS,MLS#: 156125

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Bedroom
- Level: First
Bedroom
- Level: First
Bedroom
- Level: Second
Bedroom
- Level: Second
Bathroom
- Level: Second
Bathroom
- Level: First
Dining room
- Level: Second
Kitchen
- Level: Second
Living room
- Level: Second
Other
- Level: First
Heating
- Forced Air, Propane, Radiant
Appliances
- Included: Water Heater, Washer, Refrigerator, Range, Electric Water Heater, Dryer, Dishwasher
- Laundry: Inside, Laundry Room, Lower Level, Multiple Locations, Upper Level
Features
- Breakfast Bar, Chandelier, Granite Counters, High Ceilings, High Speed Internet, Open Floorplan, Walk-In Closet(s)
- Flooring: Tile
- Basement: None
- Number of fireplaces: 1
- Fireplace features: Gas Log, Great Room
Interior area
- Total structure area: 3,460
- Total interior livable area: 3,460 sqft
- Finished area above ground: 3,460
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Asphalt, Off Street, Heated Garage, Garage Faces Rear, Additional Parking
- Attached garage spaces: 1
Features
- Levels: Tri-Level
- Patio & porch: Deck, Porch, Terrace
- Exterior features: Balcony
- Has view: Yes
- View description: Mountain(s), Neighborhood, Rural, Other
Lot
- Size: 2,613.6 Square Feet
Details
- Parcel number: 95.0614.12
- Zoning: 01
Construction
Type & style
- Home type: Townhouse
- Architectural style: Contemporary
- Property subtype: Townhouse
Materials
- Frame, Other
- Foundation: Slab
- Roof: Asphalt,Shingle
Condition
- New construction: No
- Year built: 2021
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Windham
Financial & listing details
- Price per square foot: $332/sqft
- Tax assessed value: $968,000
- Date on market: 2/24/2025
- Road surface type: Paved
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