Great Barrington Classified Ad Listings

26 Harvard St. Space, convenience, and an expansive backyard and deck with an above-ground pool come together at 26 Harvard Street! This inviting three-bedroom, one-bath home offers an open floor plan with the living room, dining room, and kitchen flowing seamlessly together. The updated bathroom features an oversized walk-in shower. Vinyl siding and a generously sized, FULLY FENCED backyard pr...

165 Kemble St Unit 18. Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berksh...

29-31 Westminster St. Income-producing two-family ranch with one vacant unit and one occupied unit, offering an excellent opportunity for both owner-occupants and investors looking to expand their portfolio. The occupied unit is supported by Section 8 assistance, providing reliable rental income. Each mirrored unit features 2 bedrooms and 1 full bathroom with functional, well-designed layouts. ...

162 W Housatonic St. Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the f...

5 Apple Way. Introducing: Blair. Sweet like sunshine, Blair sits perched on a hillside in highly desirable Lakeville. You don't even have to make it inside the front door to know this home has been deeply cared for. Greeting you in the drive is a hedge of bouncy, white-flowering viburnum. Walk down the bluestone path and the thoughtful gardening welcomes you: hydrangeas, boxwoods, peonies. The ...

48 Swamp Rd. Just the right size, this lovely contemporary home captures the ease and beauty of Berkshire living, with beautiful westerly views and a sunny, open-sky setting. A stone's throw from the charming village of West Stockbridge and just minutes from downtown Lenox and Tanglewood, the location offers an ideal blend of country living, culture, and convenience. Inside, three bedrooms and ...

126 High St. For rent available immediately we have half a duplex in Southeast Pittsfield. Refinished wood floors. Granite and tile in the kitchen. Included with the unit we have a Stove, Refrigerator, Dishwasher and a stackable washer and dryer. Efficient gas heat and hot water. Apartment is three floors. Kitchen, dining, living room and mudroom/laundry on the first floor. Second floor feature...

21 Austin Ave. Welcome to this beautifully renovated 3-bedroom ranch, perfectly situated on a quiet dead-end street in Southeast. This move-in-ready home features a brand-new roof, new windows, new flooring throughout, and a completely updated kitchen and bathroom. The thoughtful renovations offer a fresh, modern feel while maintaining the comfortable layout and easy living of a classic ranch. ...

349 New Lenox Rd. Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator and Stove, Washer and Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in y...

45 Kensington Ave. Welcome to 45 Kensington, a thoughtfully updated two-bedroom, one-bath home offering comfortable living with an easy, functional layout. With a first-floor bedroom and full bathroom, the home provides convenient one-level living, while a finished basement adds valuable bonus space for a home office, playroom, gym, or additional living area. The kitchen was renovated in 2023 w...

820 Greylock St. Enjoy easy one level living in this open floor plan all one level home with detached 2 car garage. Natural gas heat, public water and sewer, newer roof with solar panels on a lease -(see document tab) Nice deck with mountain views. Tons of potential, all on a flat 2 acre lot. This is a fixer upper, priced below assessemnt and is being sold as is. Subject to probate license to s...

107 S Main St. The Hatfield House: A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Plans for new 2nd floor bathroom! Set on 1.5 acres with protected wetland ...

150 Water Farm Rd. Terrific One Bedroom Garage Apartment in Sheffield. Nice neighborhood. You pick it; furnished or unfurnished. Minimum Lease Period is six (6) months.. 1 Bedroom. 1 Bathroom

187 W Park St. Sweet, well-maintained Cape-style home just up the hill from downtown Lee, offering 3 bedrooms on nearly half an acre. The home features a recently remodeled kitchen with maple cabinets and granite countertops, newly remodeled bathroom, enclosed front porch, and insulated second-floor bonus room with flexible living space. Recent improvements include newer electrical wiring, a ro...

17 High St. This home is the perfect chance to live in a sweet neighborhood with a short stroll to the village. With solid bones, a welcoming front porch, and a detached garage ideal for work shop/studio/storage.. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward. Housatonic Village a few steps away. Lovely ...

237 Long Pond Rd. Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to th...

1482 County Route 5. Single Family Home for sale in Canaan, NY for $399,000 with 3 bedrooms and 2 full baths. This 2,087 square foot home was built in 1959 on a lot size of 1.89.. This 3/2 ranch in Chatham Central Schools has been updated and has so much to offer! On 1.89 acres in the town of Canaan, this home has a metal roof, newer siding and a generously sized outbuilding. Inside you will fi...

27 Daniels Ave. Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a 1st of coat of paint. Originally intended to be converted into townhouses and sold separately...

30 Joan Dr. Well-located home nestled in a desirable neighborhood with convenient access to local amenities, schools, and outdoor recreation. This inviting property offers a comfortable layout designed for everyday living and entertaining, featuring bright, sun-filled spaces and a warm, welcoming atmosphere throughout. The home provides a functional flow with generously sized living areas, a th...

75 Pomeroy Ave. Charm meets city convenience in this one-of-a-kind duplex exuding character at every turn. This classic side-by-side boasts fronts on two different streets, with original 1910 details that create a timeless living space. Investors: this moneymaker won't last long. Prospective homeowners: live on one side, rent the other - steady income and easy management! You'll find hardwood f...