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292 #3 South Street, Windham, NY 12496

$1,125,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 3,643 Lot Size (sq. ft.): 2,614 Status: Active
Current Price: $1,125,000 List Date: 10/03/2025 Last Modified: 1/29/2026

Description

Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver. Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar. Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season. Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal. Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers and contact info for local property managers is available upon request to help ramp up operations immediately. Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations. Private showings are available now. Lock in your mountain investment before the season begins. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

More Information MLS# 20254832

Contract Information

Listing Agreement: Exclusive Right To Sell Owner Name: SCHLOWSKY DAVID R Occupant Type: Owner Lease Considered YN: No Current Price: $1,125,000 Original List Price: 1125000 List Price: $1,125,000 Status: Active Listing Contract Date: 2025-10-03 Property Sub Type: Single Family Residence

Location, Tax, and Legal

911 Address: 292 #3 South Street Township: Windham School District: Wind-Ash-Jewett General Tax: 8785.8 School Tax: 8883.21 Tax Annual Amount: 17669 Tax Year: 2025 Assessors Full Market Value: 1632787 Tax Assessed Value: 996000 Tax Legal Description: 95.06-1-4.2 Parcel Number: 95.06-1-4.2 Tax Lot: 4.2 Tax Block: 1 Tax Exemptions YN: No Zoning: 01 Directions: South Street Windham to #292. Located directly across from the Windham Ski Resort. Left Unit

General Property Information

Bathrooms Half: 1 Above Grade Finished Area: 3643 Below Grade Finished Area: 0 Lot Size Acres: 0.06 New Construction YN: No Garage YN: Yes Attached Garage YN: Yes Garage Spaces: 1 Sign On Property YN: Yes Basement YN: No Fireplace YN: Yes Fireplaces Total: 1 List Price/SqFt: 308.81 Bedrooms Total: 5 Bathrooms Total: 6 Bathrooms Full: 5 Living Area: 3643 Year Built: 2021

Remarks and Miscellaneous

Public Remarks: Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver. Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar. Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season. Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal. Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers and contact info for local property managers is available upon request to help ramp up operations immediately. Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations. Private showings are available now. Lock in your mountain investment before the season begins. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Status Change Information

Status Change Timestamp: 2025-10-03 Major Change Timestamp: 2025-10-03T20:01:48Z Major Change Type: New Listing

Appliances

Dishwasher: 1 Dryer: 1 Electric Water Heater: 1 Microwave: 1 Range: 1 Refrigerator: 1 Washer: 1 Water Heater: 1

Architectural Style

Other: 1

Book Information

Liber/Book: 2025 Page: 833 Section: 95.06

Construction Materials

Board & Batten Siding: 1 Frame: 1 Stone: 1 Other: 1

Cooling

Central Air: 1

Electric

200+ Amp Service: 1

Exterior Features

Balcony: 1 Misting System: 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

Cathedral Ceiling(s): 1 Chandelier: 1 Entrance Foyer: 1 High Speed Internet: 1 Open Floorplan: 1

Laundry Features

Inside: 1 Laundry Room: 1 Multiple Locations: 1

Levels

Three Or More: 1 Tri-Level: 1

Parking Features

On Site: 1

Patio And Porch Features

Deck: 1 Porch: 1 Terrace: 1

Pool Features

None: 1

Road Surface Type

Asphalt: 1 Paved: 1

Roof

Asphalt: 1

Sewer

Public Sewer: 1

Showing Considerations

See Remarks: 1

Structure Type

Townhouse: 1

Utilities

Cable Available: 1 Electricity Connected: 1 Sewer Available: 1 Sewer Connected: 1 Propane: 1

View

Mountain(s): 1 Other: 1

Water Source

Public: 1

Window Features

Casement Window(s): 1

Showing Requirements

Showing Service: 1

Showing Information

Showing Instructions: Buyer's Financials Required Prior to Showings being Confirmed. often Rented on weekends. Advance notice required

Location Tax and Legal

Street Number: 292 Street Name: #3 South Street Suffix: Street County: Greene State: NY Zip Code: 12496 Town (Taxable): Windham

Property Features

Appliances: Dishwasher; Dryer; Electric Water Heater; Microwave; Range; Refrigerator; Washer; Water Heater Architectural Style: Other Construction Materials: Board & Batten Siding; Frame; Stone; Other Cooling: Central Air Electric: 200+ Amp Service Exterior Features: Balcony; Misting System Fireplace Features: Gas Log; Great Room Flooring: Tile Foundation Details: Slab Heating: Forced Air; Propane; Radiant Interior Features: Cathedral Ceiling(s); Chandelier; Entrance Foyer; High Speed Internet; Open Floorplan Laundry Features: Inside; Laundry Room; Multiple Locations Levels: Three Or More; Tri-Level Parking Features: On Site Patio And Porch Features: Deck; Porch; Terrace Pool Features: None Road Surface Type: Asphalt; Paved Roof: Asphalt Sewer: Public Sewer Showing Considerations: See Remarks Structure Type: Townhouse Utilities: Cable Available; Electricity Connected; Sewer Available; Sewer Connected; Propane View: Mountain(s); Other Water Source: Public Window Features: Casement Window(s) Showing Requirements: Showing Service
Listing Courtesy of Coldwell Banker Village GreenW
Listing Agent: Regina Tortorella
Information deemed reliable but not guaranteed.