292 South Street Windham, NY 12496
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella / Aaron Perer

  292 South Street Windham, NY 12496

Active (320 Days)
$1,149,000 (USD)
5
BED
6
BATH
3,460
SQFT

Description

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.

MLS #:
156125
Lot Size
2,614 SQFT
Type
Single-Family Home
Year Built
2021
Style
Townhouse
Views
Mountain(s), Rural, Neighborhood
School District
Wind-Ash-Jewett
County
Greene County
Community
Windham

Listed By

Regina Tortorella, Coldwell Banker Village Green Realty
Aaron Perer, Coldwell Banker Village Green Realty
Source
Hudson Valley Catskills MLS
Last checked Jan 10 2026 at 4:59 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • 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
Property Features
  • Fireplace: Gas Log
  • Fireplace: Great Room
  • Foundation: Slab
Heating and Cooling
  • Forced Air
  • Radiant
  • Propane
Flooring
  • Tile
Exterior Features
  • Other
  • Frame
  • Roof: Asphalt
  • Roof: Shingle
Utility Information
  • Sewer: Public Sewer
Garage
  • Attached Garage
Parking
  • Off Street
  • Additional Parking
  • Asphalt
  • Heated Garage
  • Garage Faces Rear
Stories
  • 3
Location
   
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Disclaimer: Copyright 2023 MLS of Ulster County. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 7/19/23 08:01