$1,495,000
- 6 Beds
- 3.5 Baths
- 3,905 Sq Ft
21 Stockbridge Rd, West Stockbridge, MA 01266

Dan Alden
ALDEN COUNTRY REAL ESTATE SERVICES
(413) 675-5317
$1,495,000
21 Stockbridge Rd, West Stockbridge, MA 01266
Dan Alden
ALDEN COUNTRY REAL ESTATE SERVICES
(413) 675-5317
$1,280,000
276 Great Barrington Rd, West Stockbridge, MA 01236
Keytoria Jenkins
THE KINDERHOOK GROUP - PITTSFIELD
(413) 675-5502
$1,790,000
76 Lenox Rd, West Stockbridge, MA 01266
Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX
$1,600,000
5 Silvermine Ln, West Stockbridge, MA 01266
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,795,000
1 Old Tree Farm Rd, Stockbridge, MA 01262
Suzann Ward HOUSATONIC REAL ESTATE
$1,875,000
5 Easland Rd, West Stockbridge, MA 01266
Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
45 Swamp, West Stockbridge, MA 01266
Paige Paluch LANCE VERMEULEN RE, INC
$1,890,000
248 East Rd, West Stockbridge, MA 01266
Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$675,000
52 Lenox Rd, West Stockbridge, MA 01266
Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$949,000
30 Great Barrington Rd, West Stockbridge, MA 01266
Cortney Dupont COHEN & WHITE ASSOCIATES
$635,000
4 Main St, West Stockbridge, MA 01266
Conor Meehan STONE HOUSE PROPERTIES, LLC
$5,475,000
Unlisted Address
Elyse Morris ELYSE HARNEY REAL ESTATE
$595,000
3 & 5 Swamp Rd, West Stockbridge, MA 01266
Scott Sawyer STONE HOUSE PROPERTIES, LLC
$792,500
9 Iron Mine Rd, West Stockbridge, MA 01266
Deborah Mielke CORASHIRE REALTY
$615,000
6 Bryan Rd, West Stockbridge, MA 01266
Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX
$425,000
3 van Schaack Rd, West Stockbridge, MA 01266
Cortney Dupont COHEN & WHITE ASSOCIATES
$1,575,000 New Construction
293 East Rd, West Stockbridge, MA 01266
William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON
West Stockbridge, Massachusetts, located in the Southern Berkshires near the Massachusetts-New York border, is known for its vibrant art scene and close-knit community. With approximately 1,350 year-round residents, the town features a charming Main Street lined with historic storefronts, small galleries, and essential local businesses such as a bank, hardware store, and public market. Notable attractions include No. Six Depot, a cafe and art gallery housed in a former train station, and TurnPark Art Space, a 16-acre sculpture park and exhibition venue. Dining options range from global cuisine at Truc Orient Express to the historic Charles H. Baldwin & Sons, known for its handcrafted vanilla extracts and spices. The town offers ample recreational opportunities with West Stockbridge Town Park, Card Pond, and nearby nature trails like Stevens Glen. The Maple Hill Wildlife Management Area and nearby state forests provide extensive outdoor activities year-round. The Berkshire Hills Regional School District serves the area, with highly rated schools such as Muddy Brook Regional Elementary and Monument Mountain Regional High. Housing styles in West Stockbridge include late 1800s and early 1900s colonial-style farmhouses, 20th-century ramblers, Cape Cods, and custom-built estates. The town is car-dependent with access to Interstate 90 and U.S. Route 7, making Albany International Airport 45 miles away and nearby towns like Lee and Great Barrington easily reachable.
On average, homes in West Stockbridge, MA sell after 62 days on the market compared to the national average of 70 days. The median sale price for homes in West Stockbridge, MA over the last 12 months is $800,000, down 19% from the median home sale price over the previous 12 months.
In West Stockbridge, there are currently 17 houses for sale, offering an array of options for potential buyers. With houses priced between $425,000 to $5,475,000, there's a range to accomodate every budget. As of August, 2025 the median home price in West Stockbridge is $1,300,000, while the average sale price is $800,000, offering insights into the local housing market. On average, houses spend 62 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in West Stockbridge, MA and find the perfect place to call home.