Housatonic, MA homes for sale & real estate

Housatonic, MA Homes for Sale

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living experience unlike anything else on the market. The first floor features an impressive great room with soaring timber beams, an elevated Malm fireplace, and floor-to-ceiling glass that captures the surrounding vistas. A gourmet kitchen imported in its entirety from Germany anchors the main living sp

Housatonic, MA Homes for Sale

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.

Housatonic, MA Homes for Sale

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment—perfect for weekend visitors or a private home office. A complete pac

Housatonic, MA Homes for Sale

Contemporary home nestled on over 7 acres minutes to Great Barrington center. The entry level of this home has a large boot room with a nice size laundry room off of it. The stairs lead you up into the main living space with an open plan kitchen, dining and living. The outside very much becomes part of the living space during the warmer months with doors to a front porch and a side open deck. Down the hall there are two guest rooms and a hall bath. Upstairs off a small landing there are two generous guest rooms with vaulted ceilings and a hall full bath. New heating system, new windows in most of the house,

Housatonic, MA Homes for Sale

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could be a private primary 1st floor suite. The current owner has solid Air BnB income from it as is, or it could be rented year-round. The fully insulated barn/garage has it's own 100-amp service and is currently being used as a woodworking shop. A wood stove and a large loft for storage adds to its util

Housatonic, MA Homes for Sale

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