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. Call LA for virtual tour
For sale
$799,000
5429 Route 23, Windham, NY 12496
6beds
--sqft
Farm, Single Family Residence
Built in ----
1,742 Square Feet Lot
$772,700 Zestimate®
$--/sqft
$-- HOA
What's special
Gas fireplaceDedicated office spaceSeparate dining roomLarge kitchenInviting covered porches
- 39 days |
- 78 |
- 2 |
Zillow last checked:
Listing updated:
Listed by:
SHAW COUNTRY REALTY INC 518-322-8831,
Carol Shaw 518-322-8831
Source: My State MLS,MLS#: 11798434
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Dining Room, Family Room, First Floor Bathroom, Kitchen, Laundry Room
Kitchen
- Features: Open, Granite Counters
Basement
- Area: 0
Heating
- Oil
Appliances
- Included: Dishwasher, Dryer, Refrigerator, Microwave, Oven, Washer, Stainless Steel Appliances
Features
- Flooring: Hardwood, Tile
- Basement: Partial,Unfinished
- Number of fireplaces: 1
- Fireplace features: Propane Stove
- Furnished: Yes
Interior area
- Total structure area: 2,468
- Finished area above ground: 2,468
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Covered Porch, Deck
Lot
- Size: 1,742 Square Feet
- Features: Trees
Details
- Parcel number: 78.18213
- Lease amount: $0
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farm / Farmhouse
- Property subtype: Farm, Single Family Residence
Materials
- Frame, Wood Siding
- Roof: Asphalt
Condition
- New construction: No
- Year built: 0
Utilities & green energy
- Electric: Amps(200)
- Sewer: Municipal
- Water: Municipal
Community & HOA
HOA
- Has HOA: No
Location
- Region: Windham
Financial & listing details
- Annual tax amount: $265,600
- Date on market: 5/31/2026
- Date available: 05/20/2026
- Listing agreement: Exclusive
Estimated market value
$772,700
$734,000 - $811,000
$5,257/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/31/2026 | Listed for sale | $799,000+186.4% |
Source: My State MLS #11798434 Report a problem | ||
| 12/11/2020 | Listing removed | $279,000 |
Source: Win Morrison Realty - Kingston #135621 Report a problem | ||
| 12/8/2020 | Listed for sale | $279,000+59.4% |
Source: Win Morrison Realty - Kingston #135621 Report a problem | ||
| 1/1/2018 | Listing removed | $175,000 |
Source: Bunce Realty #118000 Report a problem | ||
| 10/25/2017 | Listed for sale | $175,000-12.1% |
Source: Bunce Realty #118000 Report a problem | ||
| 5/16/2016 | Listing removed | $199,000 |
Source: Bunce Realty #104867 Report a problem | ||
| 11/2/2015 | Price change | $199,000-11.6% |
Source: Bunce Realty #104867 Report a problem | ||
| 9/16/2015 | Listed for sale | $225,000 |
Source: Bunce Realty #104867 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12496
Nearby schools
GreatSchools rating
- 6/10Windham Ashland Central SchoolGrades: PK-12Distance: 0.1 mi
Schools provided by the listing agent
- District: No Matching School Districts Found!
Source: My State MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Greene County
- Windham
- 12496
- 5429 Route 23





