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

  292 South Street Windham, NY 12496

Active (208 Days)
$1,149,000
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.

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
Source
Hudson Valley Catskills MLS
Last checked Sep 20 2025 at 1:59 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