292 South Street 2 # 2 Windham, NY $ 1,149,000
292 South Street 2 # 2
$ 1,149,000
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292 South Street 2 # 2

Windham, NY, 12496
$ 1,149,000
Bedrooms5 Baths5.1 Sq 3,460

Monthly Estimate*

$ 7,168

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Single Family Home for sale in Windham, NY

for $1,149,000 with 5 bedrooms and 5 full baths, 1 half bath. This 3,460 square foot home was built in 2021 on a lot size of 0.06.

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.

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Single Family Active

Price

$ 1,149,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

0.06

Year Built

2021

Town/City

Windham

County/Region

Greene

MLS | Web ID

156125

Features
Interior
Interior Amenities Breakfast Bar Chandelier Granite Counters High Ceilings High Speed Internet Open Floorplan Walk-In Closet(s)
Basement None
Flooring Tile
Total Fireplaces 1
Fireplace Features Gas Log Great Room
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3460.0
Half Baths 1
Laundry Features Inside Laundry Room Lower Level Multiple Locations Upper Level
Total Bedrooms 5
Below Grade Finished Area 0.0
Entry Level 1500
Total Baths 6
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General
Sewer Public Sewer
Heating Forced Air Propane Radiant
Roof Asphalt Shingle
Appliances Water Heater Washer Refrigerator Range Electric Water Heater Dryer Dishwasher
Zoning 01
Garage Spaces 1.0
Patio/Porch Features Deck Porch Terrace
Architectural Style Contemporary
Security Features Security System
Construction Materials Frame Other
Year Built 2021
Electric 200+ Amp Service
View Mountain(s) Neighborhood Rural Other
Township Windham
Levels Tri-Level
Unit Number 2
Property Subtype Single Family Residence
County Greene
New Construction N
Property Type Residential
HOA N
Attached Garage Y
Garage Y/N Y
Total Rooms 11
Full Baths 5
Status Active
City Windham
Senior Community Y/N N
High School District Wind-Ash-Jewett
MLS Area Windham
Lot Size Units Acres
Lot Size Square Feet 2613.6
Carport Y/N N
Property Attached Y/N N
Tax Annual Amount 0.0
Home Warranty Y/N N
Lease Renewal Y/N N
MLS Area Minor Windham
Additional Parcels Y/N N
Lease Considered Y/N N
Virtual Tour https://my.matterport.com/show/?m=a31vTuNHSe8&brand=0
Structure Type Townhouse
Standard Status Active
Tax Assessed Value 968000
Tax Lot 4.12
Legal Description 95.06-1-4.12
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Exterior
Exterior Amenities Balcony
Parking Features Asphalt Off Street Heated Garage Garage Faces Rear Additional Parking
Water Source Public
Lot Size Area 0.06
Foundation Details Slab
Spa N
Building Area Total 3460.0
Lot Size Acres 0.06
Road Surface Type Paved
Waterfront Y/N N
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Internal Only
Street Number 1 292
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* Excluded Features
List By
Regina Tortorella

Listing Agent

Coldwell Banker Village Greenw

Broker

secondhomeguru@gmail.com

Email

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$7,168
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Monthly Principal & Interest
$7,168
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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3278009 Elementary School
3268952 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/10/2025$1,149,000 Listed Price

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292 South Street 2 # 2, Windham, NY, 12496 is a Single Family Home for sale at $1,149,000 with 3,460 sqft and a lot size of 0.06. 292 South Street 2 # 2 has 5 bedrooms, 5.1 baths, and was built in 2021. The property's zip code is 12496 which is in Windham, NY