276 Great Barrington Rd

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
Approximately 5-7 min drive to Mass Pike
*Video/Audio Cameras are located on the premises*