Classic red farmhouse on 3.49 bucolic acres just minutes from the heart of Stockbridge. This updated 3BR/2.5BA home blends original charm with thoughtful upgrades. Post and beam construction, a sleek gas fireplace, and a sunny open layout connect the living, dining, and kitchen areas. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two more bedrooms and a full bath offer space and flexibility. A spacious 1BR/1BA apartment above the attached garage is perfect for guests, rental income, or studio use. Proven short-term rental history adds investment appeal. Enjoy a contemporary deck overlooking lawns and trees—ideal for relaxing or entertaining under Berkshire skies. The property offers privacy, convenience, and timeless appeal in the town Norman Rockwell called home. Just minutes to downtown Stockbridge, with Lenox, Tanglewood, and Great Barrington close by. A rare blend of character, versatility, and location in the Berkshires.
Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.16 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas fireplace and a spacious screened porch with mahogany flooring and ceiling fan. A separate one bedroom guest suite above the detached two car garage includes a full bath, kitchenette, private deck, and quiet seclusion for guests.
Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family retreat, possible subdivision into house lots, educational institution, medical facility, conference center, studio etc.
Architecturally iconic and rich with history, this brick Federal home and its gracefully conceived mid-1990s expansion offer a rare opportunity for a buyer with vision. The last major renovation paired the 1830s structure with an addition that respects the original proportions while opening new possibilities for contemporary living. Set along the Stockbridge–Lenox corridor on 13+/- acres (9 conserved), the property is ready for a thoughtful, design-forward restoration. Beautiful natural light, high ceilings, and more than 5,000 sq ft provide an exceptional canvas. Stone walls, sweeping lawns, a classic barn, and a charming stone cottage invite imaginative reuse. For those who appreciate historic architecture and are ready to shape a property of scale and significance, 17 East Street offers a rare Berkshire opportunity.
Stockbridge is located in Massachusetts. Stockbridge, Massachusetts has a population of 1,827. Stockbridge is less family-centric than the surrounding county with 17.88% of the households containing married families with children. The county average for households married with children is 21.74%.
The median household income in Stockbridge, Massachusetts is $46,458. The median household income for the surrounding county is $63,159 compared to the national median of $69,021. The median age of people living in Stockbridge is 60.1 years.
The average high temperature in July is 80.9 degrees, with an average low temperature in January of 11.9 degrees. The average rainfall is approximately 47.2 inches per year, with 56.2 inches of snow per year.
