A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample space with natural light. Hardwood floors flow throughout the home. Outside, enjoy the tranquility of garden views from the covered side porch. There's a gazebo tucked privately in back and plenty of room for a pool. With its classic architectural elements, it's a true gem on beautiful South Street nearby other fine homes. Available fully furnished. Schedule your appointment today.

A stylish four-bedroom, three-bath home located at the top of a sweeping drive. The traditional exterior gives way to a fresh, contemporary open floor plan, with a dedicated dining room that could also serve as a den or office. A large screened porch and sunny deck off the great room expand the living space, ideal for large gatherings and enjoying the landscaped five-acre property. All bedrooms are on the second floor, including an en-suite primary and three guest rooms, plus a renovated guest bathroom. The home also features an attached 2-car garage, powder room, ample closet space, and dry storage in the clean basement. One can hike their own property to higher elevations. Nearby Great Barrington center. Furnishings available outside escrow.

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please call us to view this special property.

From the moment you turn down the driveway, the view starts to reveal itself. The drama begins once you step through the front door and into the two-story great room with a wall of giant southwesterly windows facing Mount Everett in the distance, along with the two matching fireplaces, each with stairways behind to second-story bedroom suites. The bright, fantastic kitchen has panoramic windows above the counters, and a large pantry area. Step out into the screened porch with views to both front and back, and from there to the wraparound deck overlooking the large backyard - created for soccer games. There's a first floor en-suite bedroom and numerous rooms on the lower level, also with views and outdoor access. Central A/C and a 3-car attached garage with buildout space above.

Situated on 2.4 acres, this gorgeous home is a short walk from Lake Garfield's public beach and close to the Berkshires' top attractions. Inside, 12-foot ceilings and an open floor plan create a lofty feel in the oversized kitchen and living area. A wide panoramic door (with a screen) leads to a massive deck, ideal for outdoor entertaining. The primary suite offers a large walk-in closet and luxurious wet room for a private retreat. On the opposite side, two additional bedrooms, a shared bathroom, and laundry provide convenience. The finished lower fully walkout level includes a family room with a bar, a fourth bedroom, and a full bath - ideal as an in-law suite. An oversized two-car EV-ready garage connects directly to the suite. Energy efficient with a solar-ready roof and central AC.

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's windows. Big open lawns, a hayfield and an orchard surround the five bedroom three bath house, along with pristine woodlands that rises to the top of Three Mile Hill ridge. Hike and snowshoe throughout with private points of access into an additional 267 acres of protected Berkshire Natural Resources Council land trust.

Blue Hill Farm: an 1820 Center Hall Colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an apple orchard, woodlands, gardens, tennis court, a 1970's caretaker/farmer's house and multiple barns. The main house has 6/7 bedrooms and three baths, along with a three-car attached garage. The property consists of seven parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the home, and a grouping of supportive barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967, this is truly an unusual and rare offering with development possibilities featuring extraordinary views.