This 52-acre homestead blends early American heritage with modern sustainability and self-sufficiency. Originally built in 1802, this stunning property offers privacy, fertile farmland, and breathtaking mountain views¬' including Monument Mountain/Flag Rock.
Mature fruit orchard with over 15 trees: apples, peaches, pears, cherries, plums.
30-tree sugar bush with a sugarhouse for maple syrup production.
Grid-tie solar photovoltaic and hot water, hydronic wood boiler, and more!
This is more than a home- it's a self-sustaining sanctuary, creative refuge, and living piece of American history. Perfect for the organic farmer, artist, homesteader, or nature-lovers. Whether you continue its agricultural legacy or reimagine it as a private retreat, this is a one-of-a-kind opportunity. *GPS Address: 276 Great Barrington Rd. Housatonic, MA 01236
Overview:
Built in 1802 | Expanded & updated
52 private acres with mountain views
1 mile from Housatonic, 7 min to Great Barrington
Historic charm meets modern sustainability
Main House:
3 Bedrooms, 3 Baths
Exposed chestnut beams, antique glass, 4 fireplaces
Fully insulated with updated 200-amp electrical
3rd floor loft perfect for guests or office
Newer oil burner, solar systems, and electric hot water backup
Energy & Water:
Grid-tied solar photovoltaic (net-metered)
Solar hot water + hydronic wood boiler
On-demand electric heater for cloudy days
Minimal oil use 1 tank/year
Municipal water (Housatonic Water Co.)
Year-round stream for swimming and natural beauty
Outbuildings:
Electrified barn (formerly cannabis-permitted grow space)
Heated studio/office with deep storage
Workshops, livestock structures, and a sugar shack
Full security system (alarms + cameras in barn)
Agriculture & Land:
2,000 sq ft organic vegetable garden
Fruit orchard: apples, peaches, cherries, pears, plums
30-tree sugar maple grove with working sugar house
Livestock-ready (cattle, pigs, goats) infrastructure in place
No pesticides or herbicides used
South-facing, well-draining, fertile soil
Conservation easement on part of land
Mountaintop clearing ideal for second home with views
Highlights:
Off-grid capable sustainable systems in place
Historic character + modern updates
Adjoins acres of protected land
Zoned agricultural/residential
Ideal for homesteaders, artists, organic farmers
For sale
$1,300,000
276 Great Barrington Rd, West Stockbridge, MA 01266
3beds
2,002sqft
Est.:
Single Family Residence
Built in 1802
51.46 Acres Lot
$1,253,500 Zestimate®
$649/sqft
$-- HOA
What's special
Mountaintop clearingAntique glassExposed chestnut beamsFruit orchard
- 2 days
- on Zillow |
- 688 |
- 53 |
Zillow last checked: 7 hours ago
Listing updated: April 24, 2025 at 03:53am
Listed by:
Keytoria Jenkins 413-841-8034,
THE KINDERHOOK GROUP - PITTSFIELD
Source: BCMLS,MLS#: 246078

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Bedroom 1
- Level: First
- Area: 169 Square Feet
- Dimensions: 13.00x13.00
Bedroom 2
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14.00x13.00
Bedroom 3
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14.00x13.00
Full bathroom
- Level: Second
- Area: 45 Square Feet
- Dimensions: 5.00x9.00
Full bathroom
- Level: Second
- Area: 63 Square Feet
- Dimensions: 7.00x9.00
Full bathroom
- Level: First
- Area: 45 Square Feet
- Dimensions: 5.00x9.00
Bonus room
- Level: Third
- Area: 1026 Square Feet
- Dimensions: 38.00x27.00
Dining room
- Level: First
- Area: 261 Square Feet
- Dimensions: 29.00x9.00
Kitchen
- Level: First
- Area: 195 Square Feet
- Dimensions: 15.00x13.00
Living room
- Level: First
- Area: 260 Square Feet
- Dimensions: 20.00x13.00
Heating
- Solar, Oil, Hot Water
Cooling
- Electric
Appliances
- Included: Built-In Gas Oven, Dishwasher, Dryer, Refrigerator, Washer
Features
- Flooring: Carpet, Ceramic Tile, Wood
- Basement: Dirt Floor
Interior area
- Total structure area: 2,002
- Total interior livable area: 2,002 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garaged & Off-Street
- Garage spaces: 3
- Details: Garaged & Off-Street
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath
Features
- Has view: Yes
- View description: Water, Seasonal, Scenic, Hill/Mountain
- Has water view: Yes
- Water view: Water
- Waterfront features: Close to Water, Brook
- Body of water: Williams River
Lot
- Size: 51.46 Acres
- Features: Pasture
Details
- Additional structures: Barn/Stable
- Parcel number: WSTOM411B00000L0034
- Zoning description: Residential, Agricultural
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1802
Utilities & green energy
- Electric: 200 Amp
- Sewer: Private Sewer
- Water: Private
Green energy
- Energy efficient items: Thermostat
Community & HOA
Location
- Region: West Stockbridge
Financial & listing details
- Price per square foot: $649/sqft
- Tax assessed value: $637,700
- Annual tax amount: $6,135
- Date on market: 4/24/2025
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