The beauty of Nature; 3+ wooded acres in the quaint Berkshire town of Monterey is the perfect location for your new home or weekend getaway with a blend of level and gentle sloping terrain. It's located on the border of Monterey and Sandisfield town line, private but not secluded, only 12 miles to the Town of Lee with everything it has to offer including the entrance to the Mass Pike. Once in Lee take a short trip down Route 102 to Stockbridge, then you're off to Great Barrington!

Unique duplex with a 2 stall garage, 3 bedrooms and 2 full baths in both units. All separate utilities with one unit equipped with solar panels for greatly reduced electric costs. New boilers and water heater. Owner occupied one side and multi year tenant on the other.

BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

Affordable living awaits in this freshly painted, charming condo in a small eight-unit association. The $200 monthly HOA fee includes road maintenance, snow removal, master insurance, and trash. Two parking spaces are located in front. The first floor features a spacious living room, generously sized kitchen with a dining area, convenient half bath, and direct access to a private rear deck. Upstairs are two bedrooms, including a spacious, light-filled primary bedroom, full bath, and second large bedroom. The basement offers high ceilings and a concrete floor with excellent potential for additional living space. Enjoy boating, kayaking, paddleboarding, and water skiing on Pontoosuc Lake just minutes away, plus nearby Berkshire attractions and Jiminy Peak for winter skiing and snowboarding.

Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features two existing structures with endless possibilities. A detached two-car garage includes a rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former smithy building showcases beautiful post-and-beam construction dating to the early 1800s, with original character and an upper level that adds to its appeal. Surrounded by the natural beauty of the Berkshires, this special property offers privacy, charm, history, and tremendous potential in one of Great Barrington's most sought-after locations.

Adams! 1-level ranch with garage & small yard! Located downtown close to bike trail & ball field. In very good condition, this bright & sunny home offers vinyl siding & windows, newer appliances & bathroom. Roof in 2019, Boiler about 15 years old. Blown in insulation in attic, walls & basement foundation in 2014. Believed to by fiberglass insulation on back & front heated porches. Solar panels 06/2024 - 25 year lease - currently 45.99, year 25 $68.99. Enclosed, heated front sun porch and back laundry room. This is a great little house in a good location. Come take a look before it is gone!

After 35 years serving the community, this beloved and well-established local boutique is ready for its next chapter. A true neighborhood staple and multiple time recipient of Shoppers Guide Choice Awards, this turnkey business opportunity offers approximately 1,300 square feet of inviting street-level retail space on Main Street in the heart of Great Barrington, featuring two bathrooms, a kitchenette, and a thoughtfully designed layout ideal for fashion retail or lifestyle merchandising. Known for its curated mix of women's and men's clothing and accessories, the business has built a loyal customer base and strong local recognition over decades of operation. In addition to the main retail floor, the property includes a full basement offering exceptional storage capacity to expand.

Ready to Build! Over 6 Acres of prime land with Views! Improvements include: Driveway, Well, and Septic plan. Bring your dream home plans and get started on this beautiful land on coveted Churchill Street. The House site is situated back from the road and elevated, giving you privacy and optimal views to the North and East. Around the corner from hiking and biking trails in Pittsfield State Forest. A stones throw from Onota Lake for boating and swimming activities. Come and check it out!

This recently renovated cape sits on a double lot, offering almost a half an acre of land, since the sale includes an adjacent lot on Oak Ave. This lovely home is in move-in condition! There are gleaming hardwood floors in bedrooms, living room and dining room.

Delightful & affordable, this 3 bedroom 1, 1/2 bath condo in North Adams' desirable West End offers modern, easy living in a convenient Berkshire location. The open floor plan creates a bright & welcoming living space, perfect for everyday comfort & entertaining. 2 bedrooms are located on the 2nd floor with a full bath, and laundry, the 3rd floor loft bedroom provides added privacy & flexibility for guests, office, or studio space with a large skylight for plenty of natural light.Additional features include two designated parking spaces, one with a carport, plus a large storage shed for all your seasonal and outdoor gear. Ideally situated close to everything the Berkshires have to offer, with easy access to dining, shopping, skiing, cultural attractions and plenty of outdoor activities

Welcome to YOUR new home! Enjoy views of Mt. Greylock from the huge, covered, sitting porch. This home has been well maintained and offers 3 bedrooms, 1 full bath and room downstairs to spread out. The Kitchen is a great workspace with a large Dining room with a fireplace. A lovely sitting nook, is off the living room . The house offers natural Gas heat, plus an attached garage. Close to everything the Berkshires has to offer.

Lovingly maintained, this charming 2-bedroom Cape is ready for its next chapter. Filled with warmth and timeless appeal, a cozy wood-burning fireplace perfect for New England evenings, and a comfortable layout that's easy to make your own. Step outside to a sweet backyard complete with a beautiful deck, an ideal spot for morning coffee, summer barbecues, or simply relaxing outdoors. Conveniently located in Pittsfield, you'll enjoy being just a short drive from Onota Lake Beach and Boat Launch, offering easy access to swimming, boating, fishing, and some of the Berkshires' favorite outdoor recreation. You won't want to miss this delightful home for your new beginnings!

Nestled in Williamstown's Historic Five Corners District, this charming circa-1900 New England farmhouse blends timeless character with modern comfort. The home features two bedrooms and two full baths, along with an inviting open-concept living and dining area that flows seamlessly into a spacious, updated kitchen. Additional living space includes a versatile office or den, a convenient first-floor laundry room, and a bright three-season sunroom perfect for relaxing or entertaining. Outside, enjoy a peaceful backward with a brick patio creating a private setting to unwind. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this delightful Berkshire retreat offers it! Close to amenities such as a golf course and Jiminy Peak!

SELLER IS LOOKING FOR OFFERS. PERFECT FOR A FLIP. MAKE AN OFFER. Enjoy stunning views and low property taxes at Beaver Pond Meadows, private and quiet but close to all that Berkshire County's four seasons have to offer. This 3 bedroom 2 full bathroom townhouse features three levels of living area, with first-floor accessibility and multiple options for families. Three bedrooms and two full baths, living room with a wood floors & wood burning fireplace, and large loft area for home office or additional sitting area. Walk out to the deck with views of Beaver Pond. Private association pool and clubhouse, the complex is only minutes away from Jimmy Peak, but offers a quieter alternative to the more active Country Village.

Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you would need to decide is if you want to construct the architecturally designed house plan available or create your own vision. Make an appointment to visit this special parcel where you will see the vista of October Mountain melt away into the mountain with a flaming, gorgeous sunset..all that's needed is a new owner to bring this landscape to life!

This lovely colonial home offers an enclosed front porch leading to the living room. There is an adjacent room that would make a great dining area or office. The 1st floor also features a large bedroom, half bathroom, kitchen and a mudroom/laundry room with a door that leads to the backyard. Upstiars you will be amazing by how spacious the bathroom is! It features a stand-up shower and separate bath tub. There is also a den with two additional bedrooms on the 2nd floor. This home has a great partially fenced-in backyard with shed. There is natural gas heat, hot water on demand, plus town water & sewer! The property sits on a dead-end street, within walking distance to the post office, convenience stores, restaurants and many more attractions, and minutes from the desirable Dalton schools!

Location is a must! Spring cleanup is about to happen. Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced. Just a few updates.

Welcome to this cozy and well-maintained 2-bedroom, 1-bath Colonial, offering classic charm and a warm, inviting feel. A welcoming front porch, cute backyard, and meticulously landscaped grounds add to the home's wonderful curb appeal. Inside, the home has been lovingly cared for and is in very good condition, with a few cosmetic updates offering an opportunity to bring it into your preferred style. The layout is comfortable and functional, with plenty of character and a solid foundation to build upon. Think fresh paint, updated finishes, and a few personal touches--not a major renovation! A wonderful opportunity for a first-time buyer, downsizer, or anyone looking for a charming home that is move-in ready while still offering the chance to make it your own.

Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is open to living and a lovely added sunroom for extra living space and enjoyment. French doors lead to a generously sized back yard with perrenial plantings and a shade tree for an outdoor cool evening escape and playtime. Central to all that is Berkshire and Lee with a quaint downtown, shopping, schools, dining, and antiques. Close to parks, playgrounds and October Mountain State Forest for fun!

Welcome to 158-160 Linden Street in Pittsfield. This centrally located 2 family boast 3 bedrooms, 1 bath and laundry in each unit. The entire home was renovated approximately 25 years ago and has been well maintained since. Separate electric meters for each unit and they both offer electric baseboard heat that is not included in the rent. On the exterior you will find a large fenced in side yard, plenty of off street parking and a covered front porch. Don't miss the opportunity to own this great multifamily property!