A historic schoolhouse has been converted into a dreamy country home in a picturesque corner of the region bordering both the Hudson Valley and the Berkshires. This half-acre property is full to the brim with flowers & garden beds, butterflies & birds. The home has been reimagined into a 2BD 2BA bungalow with a proper outdoor kitchen & patio, a three-season screened-in porch & detached, conditioned office space. Inside the main home you'll find high ceilings that make the 1,200 square feet feel wonderfully expansive. The kitchen floor is laid with brick, you'll find high-end appliances including an oversized stainless steel fridge and an under counter wine cooler. There is a laundry room & pantry with plenty of storage, a full bath and a living room with a gas fireplace on the first floor. The front porch has been converted to living space, a wonderfully private section of the home with a daybed for guests or enjoyed as a nice, quiet nook to idle away the days upstate. Upstairs you'll find two bedrooms and a bathroom. Many wonderful upgrades have been done including a full house generator and air conditioning. Multiple sheds and a chicken coop have been tucked in amongst the impressive gardens. This wonderful country property is just 10m to West Stockbridge and 15m to Chatham, 2.5h north of NYC & a world away.
Active
$480,000
289 Tunnel Hill Road, Canaan, NY 12029
2beds
1,155sqft
Single Family Residence
Built in 1875
0.5 Acres Lot
$476,900 Zestimate®
$416/sqft
$-- HOA
What's special
Gas fireplaceFlowers and garden bedsOversized stainless steel fridgeHistoric schoolhouseHigh ceilingsHigh-end appliancesOutdoor kitchen and patio
- 4 days
- on Zillow |
- 5,424 |
- 708 |
Zillow last checked: 7 hours ago
Listing updated: August 17, 2025 at 11:31pm
Listing by:
Four Seasons Sotheby's Int. 518-822-0800,
Annabel Taylor 518-763-5020
Source: HVCRMLS,MLS#: 20253708

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Central
Cooling
- Heat Pump
Appliances
- Included: Wine Refrigerator, Washer/Dryer, Refrigerator, Range, Dishwasher
- Laundry: Main Level
Features
- High Ceilings, Pantry
- Flooring: Brick, Wood
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 1,155
- Total interior livable area: 1,155 sqft
- Finished area above ground: 1,155
- Finished area below ground: 0
Property
Parking
- Parking features: Off Street
Features
- Levels: Two
- Patio & porch: Covered, Enclosed, Screened
- Exterior features: Private Yard
- Fencing: Perimeter
- Has view: Yes
- View description: Garden
Lot
- Size: 0.5 Acres
- Features: Garden, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 59.136
- Zoning: RA-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow
- Property subtype: Single Family Residence
Materials
- Frame, Wood Siding
- Roof: Asphalt,Shingle
Condition
- New construction: No
- Year built: 1875
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Location
- Region: Canaan
Financial & listing details
- Price per square foot: $416/sqft
- Tax assessed value: $175,000
- Annual tax amount: $2,164
- Date on market: 8/15/2025
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