292 South St, Unit 2

3,460 Sq. Ft.
$332 / Sq. Ft.
3,460
Sq. Ft.
$332
per Sq. Ft.

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...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.
  1. Listed by Regina Tortorella • Coldwell Banker Village GreenW
    P: (914)-466-0329 C: (914)-466-0329 secondhomeguru@gmail.com
  2. Listed by Aaron Perer • Coldwell Banker Village GreenW
    P: (518)-734-4200 aaronperer.realestate@gmail.com

Property Details for 292 South Street, Unit 2

Zoning
01
Basement YN
Yes
LISTING UPDATED: 01/29/2026 01:04 PM

Property Details for 292 South Street, Unit 2

StatusActive
MLS #156125
Days on Market346
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2021
Lot Size0.06 AC / 2,613 SF
CountyGreene County

Location

Listing Courtesy of Coldwell Banker Village GreenW
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Building Information for 292 South Street, Unit 2

Stories-Year Built2021Building Size-Lot Size0.06 AC / 2,613 SF

Payment Calculator

$5,600 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,600

Property Taxes

$0

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 292 South Street, Unit 2

Summary
Location and General Information
  • Directions: County Route 12 (aka South Street on GPS) Windham. The porperty is directly across from the entrance for the Windham Ski Resort.
  • Township: Windham
  • MLS Area Major: Windham
  • County: Greene
  • Latitude: 42.303329
  • Longitude: -74.256331
  • MLS Area Major: Windham
  • Sign On Property YN: Yes
  • Entry Level: 1500
  • Mountain(s): Yes
  • Rural: Yes
Taxes and HOA
  • Association YN: No
  • Association Fee: $.00
  • Parcel Number: 95.06-1-4.12
  • Tax Block: 1
  • Tax Legal Description: 95.06-1-4.12
  • Tax Annual Amount: $.00
  • Association YN: No
Parking
  • Attached Garage YN: Yes
  • Garage YN: Yes
  • Garage Spaces: 1.0
  • Garage YN: Yes
  • Attached Garage YN: Yes
  • Garage Spaces: 1.0
  • Additional Parking: Yes
  • Garage Faces Rear: Yes
  • Heated Garage: Yes
  • Off Street: Yes
Virtual Tour
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 0.06
  • Above Grade Finished Area: 3460.0
  • Below Grade Finished Area: 0.0
  • Living Area: 3460.0
  • Lot Size Area: 0.06
  • Lot Size Units: Acres
  • Lot Size Square Feet: 2613.6
  • Above Grade Finished Area: 3460.0
  • Below Grade Finished Area: 0.0
  • Lot Size Acres: 0.06
  • Contemporary: Yes
  • Frame: Yes
  • Townhouse: Yes
Property and Assessments
  • Owner Name: Schlowsky
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 2021
  • Property Sub Type: Single Family Residence
  • New Construction YN: No
  • Page: 833
  • Section: 95.06
Taxes and HOA
  • Tax Assessed Value: 968000.0
  • Tax Lot: 4.12
Utilities
  • Electric Water Heater: Yes
  • Public Sewer: Yes
  • Public: Yes
Interior and Exterior Features
Exterior Features
  • Balcony: Yes
  • Porch: Yes
  • Terrace: Yes
  • Shingle: Yes
  • Security System: Yes
Interior Features
  • Basement YN: Yes
  • Fireplaces Total: 1
  • Fireplace YN: Yes
  • Room Total: 11
  • Entry Level: 1500
  • Bathrooms Total (Integer): 6
  • Bathrooms Total (Decimal): 5.5
  • Bathrooms Total (Notational): 5.1
  • Heating: Yes
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Rooms Total: 11.0
  • Bathrooms Half: 1.0
  • Fireplace YN: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Range: Yes
  • Refrigerator: Yes
  • Washer: Yes
  • Water Heater: Yes
  • Gas Log: Yes
  • Great Room: Yes
  • Tile: Yes
  • Slab: Yes
  • Forced Air: Yes
  • Radiant: Yes
  • Breakfast Bar: Yes
  • Chandelier: Yes
  • Granite Counters: Yes
  • High Ceilings: Yes
  • High Speed Internet: Yes
  • Open Floorplan: Yes
  • Walk-In Closet(s): Yes
  • Inside: Yes
  • Laundry Room: Yes
  • Lower Level: Yes
  • Multiple Locations: Yes
  • Upper Level: Yes
  • Tri-Level: Yes
  • Casement Window(s): Yes
Room Information
Room Information
  • Bathroom: Yes
  • Bathroom Level: Second
  • Dining Room Level: Second
  • Living Room Level: Second
  • Other Room: Yes
  • Other Room Level: First
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Type: Owner

Schools near 292 South Street, Unit 2

This home is within Windham-Ashland-Jewett Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 12
Rating
School
Distance
Windham Ashland Central School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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292 South Street, Unit 2 is a single family home for sale in Windham, NY 12496. This property was listed for sale on February 24, 2025 by Coldwell Banker Village GreenW, it's currently listed at $1,149,000. This listing's school district is Windham-Ashland-Jewett Central School District. Nearby schools include Windham Ashland Central School. 292 South Street, Unit 2 is a 5-bed, 6-bath, 3,460 sqft single family home built in 2021.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Village GreenW

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 01/29/2026 01:04 PM