In the Heart of Windham Village
Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand. there is a barn in rear that needs to be refurbished
Originally a classic Village residence, this home has been thoughtfully transformed in recent years, blending old-world charm with modern amenities. Featuring a spacious layout with 6 bedrooms, 3 baths, and dedicated office space, it is perfectly suited for hosting, extended family, or rental income.
The home boasts a large kitchen, separate dining room, gas fireplace, and inviting covered porches, creating warm and functional living spaces throughout. Step outside to enjoy a private rear yard with firepit and direct views of the slopes, while the existing barn offers exciting potential for additional living space, studio, or recreation.
Also, direct access to the nearby school playground right from your backyard--perfect for weekend and summer enjoyment.
Located just minutes from Windham Mountain Club, this property is more than a ski home--Windham is a true four-season destination with hiking, lakes, golf, and year-round events.
Proven rental history makes this an exceptional opportunity for investors or those seeking a lifestyle property with income potential.
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Active
$799,000
5429 New York 23, Windham, NY 12496
6beds
2,468sqft
Single Family Residence
Built in 1902
1,742 Square Feet Lot
$759,500 Zestimate®
$324/sqft
$-- HOA
What's special
Gas fireplaceDedicated office spaceSeparate dining roomLarge kitchenInviting covered porches
- 144 days
- 72
- 2
Zillow last checked:
Listing updated:
Listed by:
Shaw Country Realty, Inc. 518-734-3500,
Carol Shaw 518-322-8831
Source: HVCRMLS,MLS#: 20262576
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Appliances
- Included: Free-Standing Electric Range, Electric Oven, Dryer, Dishwasher
Features
- Flooring: Combination, Hardwood, Luxury Vinyl, Wood
- Basement: Crawl Space
Interior area
- Total structure area: 2,468
- Total interior livable area: 2,468 sqft
- Finished area above ground: 2,468
- Finished area below ground: 0
Property
Features
- Patio & porch: Covered, Porch, Wrap Around
Lot
- Size: 1,742 Square Feet
Details
- Additional structures: Barn(s)
- Parcel number: 78.18213
- Zoning: hamlet
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Stone
Condition
- New construction: No
- Year built: 1902
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Windham
Financial & listing details
- Price per square foot: $324/sqft
- Tax assessed value: $129,600
- Annual tax amount: $2,656
- Date on market: 5/20/2026
Estimated market value
$759,500
$722,000 - $797,000
$5,283/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/20/2026 | Listed for sale | $799,000$324/sqft |
Source: | ||
Public tax history
Tax history is unavailable.






