292 South Street 2, Windham

$1,149,000

5 Beds
5½ Baths
3,460 Sqft
.06 Acre
1 Garage

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.

Essential Information
MLS® #156125
Price$1,149,000
Bedrooms5
Bathrooms5.50
Full Baths5
Half Baths1
Square Footage3,460
Acres0.06
Year Built2021
TypeResidential
Sub-TypeSingle Family Residence
StyleContemporary
StatusActive
Community Information
Address292 South Street 2
AreaWindham
CityWindham
CountyGreene
StateNY
Zip Code12496
Amenities
# of Garages1
Parking

Asphalt, Off Street, Heated Garage, Garage Faces Rear, Additional Parking

View

Mountain(s), Neighborhood, Rural, Other

Interior
HeatingForced Air, Propane, Radiant
FireplaceYes
# of Fireplaces1
FireplacesGas Log, Great Room
StoriesTri-Level
Interior Features

Breakfast Bar, Chandelier, Granite Counters, High Ceilings, High Speed Internet, Open Floorplan, Walk-In Closet(s)

Appliances

Water Heater, Washer, Refrigerator, Range, Electric Water Heater, Dryer, Dishwasher

Exterior
ExteriorFrame, Other
Exterior FeaturesBalcony
RoofAsphalt, Shingle
ConstructionFrame, Other
FoundationSlab
School Information
DistrictWind-Ash-Jewett
Additional Information
Zoning01
Listing Details
AgentRegina Tortorella
Listing Courtesy of Coldwell Banker Village GreenW
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