Find your dream home in the beautiful Hudson Valley

292 South Street 2, Windham, NY 12496

$1,149,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 3,460 Lot Size (sq. ft.): 2,614 Status: Active
Current Price: $1,149,000 List Date: 2/24/2025 Last Modified: 2/25/2026

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.

More Information MLS# 156125

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: 9060 School Tax: 8633 Village Tax: 0 Tax Annual Amount: 17693 Tax Year: 2025 Assessors Full Market Value: 1849093 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

Bedroom Bedroom Level: Second Bedroom Level: Second Bedroom Level: First Bedroom Level: First Bathroom Bathroom Level: Second Bathroom Level: First Other Room Other Room Level: First Living Room Level: Second Dining Room Level: Second Kitchen Level: Second
Listing Courtesy of Coldwell Banker Village GreenW
Listing Agent: Regina Tortorella
Information deemed reliable but not guaranteed.