292 South Street 2, Windham, NY 12496 (MLS# 156125)
$1,149,000
Windham, NY 12496
MLS# 156125
5 beds | 6 baths | 3460 sqft

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Property 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.
Details
Contract Information
Listing Agreement: Exclusive Right To Sell
Owner Name: Schlowsky
Occupant Type: Owner
Lease Considered YN: Yes
Current Price: $1,149,000
Original List Price: 1149000
List Price: $1,149,000
Status: Active
Listing Contract Date: 2025-02-24
Property Sub Type: Single Family Residence
Currently Not Used
Lease Term: Negotiable
Location, Tax, and Legal
911 Address: 292 South Street
Unit Number: 2
Township: Windham
School District: Wind-Ash-Jewett
General Tax: 0
School Tax: 8423.99
Town Tax: 8536.33
Village Tax: 0
Tax Annual Amount: 0
Tax Year: 0
Assessors Full Market Value: 1586885
Tax Assessed Value: 968000
Tax Legal Description: 95.06-1-4.12
Parcel Number: 95.06-1-4.12
Tax Lot: 4.12
Tax Block: 1
Tax Exemptions YN: No
Zoning: 01
Directions: County Route 12 (aka South Street on GPS) Windham. The porperty is directly across from the entrance for the Windham Ski Resort.
General Property Information
Rooms Total: 11
Bathrooms Half: 1
Above Grade Finished Area: 3460
Below Grade Finished Area: 0
Lot Size Acres: 0.06
Association YN: No
New Construction YN: No
Garage YN: Yes
Attached Garage YN: Yes
Garage Spaces: 1
Flood Plain YN: Unknown
Sign On Property YN: Yes
Disclaimer: Information not guaranteed.
Basement YN: Yes
Fireplace YN: Yes
Fireplaces Total: 1
List Price/SqFt: 332.08
Bedrooms Total: 5
Bathrooms Total: 6
Bathrooms Full: 5
Living Area: 3460
Year Built: 2021
Remarks and Miscellaneous
Public Remarks: 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.
Status Change Information
Status Change Timestamp: 2025-02-24
Major Change Timestamp: 2025-02-24T21:33:02Z
Major Change Type: New Listing
Appliances
Dishwasher: 1
Dryer: 1
Electric Water Heater: 1
Range: 1
Refrigerator: 1
Washer: 1
Water Heater: 1
Architectural Style
Contemporary: 1
Basement
None: 1
Book Information
Liber/Book: 2025
Page: 833
Section: 95.06
Construction Materials
Frame: 1
Other: 1
Electric
200+ Amp Service: 1
Entry Information
Entry Level: 1500
Exterior Features
Balcony: 1
Fireplace Features
Gas Log: 1
Great Room: 1
Flooring
Tile: 1
Foundation Details
Slab: 1
Heating
Forced Air: 1
Propane: 1
Radiant: 1
Interior Features
Breakfast Bar: 1
Chandelier: 1
Granite Counters: 1
High Ceilings: 1
High Speed Internet: 1
Open Floorplan: 1
Walk-In Closet(s): 1
Laundry Features
Inside: 1
Laundry Room: 1
Lower Level: 1
Multiple Locations: 1
Upper Level: 1
Levels
Tri-Level: 1
Parking Features
Additional Parking: 1
Asphalt: 1
Garage Faces Rear: 1
Heated Garage: 1
Off Street: 1
Patio And Porch Features
Deck: 1
Porch: 1
Terrace: 1
Road Surface Type
Paved: 1
Roof
Asphalt: 1
Shingle: 1
Security Features
Security System: 1
Sewer
Public Sewer: 1
Structure Type
Townhouse: 1
View
Mountain(s): 1
Neighborhood: 1
Rural: 1
Other: 1
Water Source
Public: 1
Window Features
Casement Window(s): 1
Showing Requirements
Call Listing Agent: 1
Email Listing Agent: 1
Text Listing Agent: 1
Showing Information
Showing Instructions: Listing Agent Accompany
Room Types
Bathroom: 1
Bathroom Level: Second
Bedroom: 1
Dining Room: 1
Dining Room Level: Second
Kitchen: 1
Kitchen Level: Second
Living Room: 1
Living Room Level: Second
Other Room: 1
Other Room Level: First
Location Tax and Legal
Street Number: 292
Street Name: South Street
County: Greene
State: NY
Zip Code: 12496
Town (Taxable): Windham
Property Features
Appliances: Dishwasher; Dryer; Electric Water Heater; Range; Refrigerator; Washer; Water Heater
Architectural Style: Contemporary
Basement: None
Construction Materials: Frame; Other
Electric: 200+ Amp Service
Exterior Features: Balcony
Fireplace Features: Gas Log; Great Room
Flooring: Tile
Foundation Details: Slab
Heating: Forced Air; Propane; Radiant
Interior Features: Breakfast Bar; Chandelier; Granite Counters; High Ceilings; High Speed Internet; Open Floorplan; Walk-In Closet(s)
Laundry Features: Inside; Laundry Room; Lower Level; Multiple Locations; Upper Level
Levels: Tri-Level
Parking Features: Additional Parking; Asphalt; Garage Faces Rear; Heated Garage; Off Street
Patio And Porch Features: Deck; Porch; Terrace
Road Surface Type: Paved
Roof: Asphalt; Shingle
Security Features: Security System
Sewer: Public Sewer
Structure Type: Townhouse
View: Mountain(s); Neighborhood; Rural; Other
Water Source: Public
Window Features: Casement Window(s)
Showing Requirements: Call Listing Agent; Email Listing Agent; Text Listing Agent
Room Types: Bathroom; Bedroom; Dining Room; Kitchen; Living Room; Other Room
Room Information
| Room Name | Level |
| Bedroom | |
| Bedroom | Second |
| Bedroom | Second |
| Bedroom | First |
| Bedroom | First |
| Bathroom | |
| Bathroom | Second |
| Bathroom | First |
| Other Room | |
| Other Room | First |
| Living Room | Second |
| Dining Room | Second |
| Kitchen | Second |
Listing Courtesy of Coldwell Banker Village GreenW
Listing Agent: Regina Tortorella