292 South Street Unit 2, Windham, NY 12496

$1,149,000

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… Read More 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. Read Less

Courtesy of Regina Tortorella, Coldwell Banker Village GreenW 914-466-0329.

Listing Snapshot

Days Online

251

Last Updated

Nov 2, 2025

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Year Built

2021

MLS Number

156125

Additional Details

Property Access

Road surface type: "Paved"

Appliances & Equipment

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

Building

Built in 2021, Building area total: 3,460, Architectural style: "Contemporary", Construction materials: "Frame", "Other"

Exterior Features

"Balcony"

Fireplaces

"Gas Log", "Great Room"

Floors

"Tile"

Garage

1 space

Heating

"Forced Air", "Propane", "Radiant"

Interior Features

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

Laundry

"Inside", "Laundry Room", "Lower Level", "Multiple Locations", "Upper Level"

Lot

0.06 acres, 2,614 square feet, Area: 0

Parking

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

Property

View: "Mountain(s)", "Neighborhood", "Rural", "Other", "Deck", "Porch", "Terrace"

Roof

"Asphalt", "Shingle"

Security Features

"Security System"

Sewer

"Public Sewer"

Utilities

Electric: "200+ Amp Service"

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

518-665-3872

About

Real Estate

Communities

Contact

292 South Street Unit 2

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send

Subscribe to our newsletter

Contact

About

Communities

Real Estate

BEGIN YOUR JOURNEY NOW