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About This Home

This 5-bedroom, 6-bathroom single family at 292 South Street unit: 2 in Windham, NY is listed for $1,149,000 ($332 per sqft). Built in 2021, the home offers 3,460 sqft of living space on a 0.06 acres lot.

Agent 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.

Key Features

  • Built in 2021
  • 0.06 acre lot
  • Fireplace

Property Details

5 full, 1 half
2021

Amenities

Fireplace

Monthly Cost Estimate

$6,145/mo

20% down · 6.5% · 30 years

Principal$831
Interest$4,979
Insurance$335

Estimates only. Actual payments may vary.

Location

292 South Street unit: 2

Windham, NY 12496

Features & Amenities

Interior Features

Breakfast BarChandelierGranite CountersHigh CeilingsHigh Speed InternetOpen FloorplanWalk-In Closet(s)

Exterior Features

Balcony

Property Details

Flooring

Tile

Construction

Frame

Pool Features

PorchDeck

Parking

Off StreetGarage

Heating

Forced AirPropane (Heating)Radiant

Appliances

Water HeaterWasherRefrigeratorRangeElectric Water HeaterDryerDishwasher

Questions & Answers

This 5-bedroom, 6-bathroom single family at 292 South Street unit: 2 is listed at $1,149,000 ($332/sqft). The estimated monthly payment is $4,979 based on 20% down at 6.5% interest.

Key features include: Built in 2021, 0.06 acre lot, Fireplace. Interior Features: Breakfast Bar, Chandelier, Granite Counters. Exterior Features: Balcony.

This property is listed by Regina Tortorella and can be reached at 9144660329 or secondhomeguru@gmail.com.

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RT

Regina Tortorella

Agent at Coldwell Banker Village GreenW

(914) 466-0329

Listed by Coldwell Banker Village GreenW

MLS# 156125· Source: listhub· Updated 410 days ago

Copyright © 2026 Hudson Valley Catskill Region MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

292 South Street unit: 2, Windham, NY 12496

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