Great Barrington Classified Ad Listings

29 Pixley Hill Rd. Elevated 4.688 acre lot on sought after Pixley Hill Road. Lovely, quiet neighborhood in proximity to the village of West Stockbridge, Tanglewood and so much the Berkshires have to offer. Build your dream home. Perc test, well permit, multiple surveys and septic design available.

6 Birch Hill Road. Lots and Land for sale in Craryville, NY for $350,000. The lot size is 5.02.. Discover your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. This 5+ acre prime vacant lot (Lot 6) is BOHA approved and offers serene natural surroundings with utilities available. An owners favorit...

42 Churchill Crst Unit 42. Welcome to Churchill Crest, where timeless elegance, comfort and the beauty of the Berkshires comes together. Inside you'll find 1 bedroom 1 bathroom with spacious living room with wood burning fireplace, dining and kitchen. From the living room is a private deck. Under the main level is a private garage and lower level offers laundry. Community offers a heated ingrou...

5 Aspen Way. Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site ameniti...

139 Second St. The home just passed an FHA appraisal at over the listing price! This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been...

108 NY-344. Commercial Property for sale in Copake Falls, NY for $495,000 with 6 full baths. The lot size is 1.2.. Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms...

570-580 East St. Located in a residential area with a bit of a rural feel. These two building lots with an approximate 1.42 acres and 324 foot frontage combined are being sold together. This rare opportunity offers privacy and flexibility with access to Town Water and Sewer, Electric and Natural Gas. Only minutes to downtown Lee, Lenox and the Mass Pike.

Lake Buel Rd. Beautiful level lot with woods and meadow. Mountain views. Minutes to downtown Great Barrington and Butternut Ski Basin. Perced. See attached documents. Build your dream retreat in the Berkshires!

392-394 Park St. Rare, renovated Berkshire investment compound on 0.59 acres in walkable Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic ho...

860 Hunns Lake Rd. Peaceful, private 3 bedroom, 3 bath home set in the woods on a mountaintop with a 3/4 deck surrounding the back where you can relax and watch the hawks soar. The inside has an open plan anchored by a double sided fire place that blazes in both the kitchen and living area. Access to the deck is through either the living room for entertaining or kitchen area for grilling. Downs...

105 Boylston St Ext. SUNDRENCHED - ADORABLE and AFFORDABLE - OWN WITH EASE ONE LEVEL LIVING - Beautifully Maintained Bungalow with nothing left to do but #MoveIn Are You Just Starting Out or Possibly Down-sizing? This HOME would be Perfect! Situated on a dead-end street, yet close to everything You could possibly need! Grocery stores, Bike Path, Clapp Park to name a few! Partially Fenced In Dee...

42 Newell St. Welcome to 42 Newell Street in Pittsfield! This recently refreshed three-bedroom home offers a comfortable layout, fresh paint, new flooring, and a convenient location just off Elm Street, close to shopping, dining, and everyday amenities. The main floor features a bedroom, a full bathroom, a dedicated laundry room, and an eat-in kitchen with additional space for a separate dining...

341 Cheshire Rd. This single-level home has been owned by the same family since it was built in 1978, lovingly cared for and ready to welcome its new owners and new cherished memories for years to come. Close to shopping and restaurants, the house sits back from the road on nearly a half-acre of land, with mature gardens and a partially fenced-in backyard abutting woods and the rail trail. Thre...

453 Elm St. A Little Whimsy, A Lot of Wow! Step into a bungalow bursting with personality, where timeless Craftsman charm meets thoughtfully curated updates, playful color, and extraordinary style! Beautifully reimagined while preserving its solid bones and original character, this home is anything but ordinary. A gorgeous new kitchen with stainless steel appliances and an island flows into a d...

28 Evergreen Trl Unit 28. Fantastic Offer! Custom-designed and beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm and Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community and the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens and music. A beautif...

6 Kara Dr. Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal...

39 Hull Ave. MOTIVATED SELLER: This property offers a great opportunity for someone ready to renovate and make some repairs while adding their own personal touches. The first floor features a living room, dining room, kitchen, and two additional spaces that could be used as bedrooms, offices, or whatever suits your needs. Upstairs, you'll find three bedrooms and a full bath, with a walk-up atti...

103 Seekonk Cross Rd. Custom built contemporary home on over 2 acres, 5 minutes to Great Barrington center. Large open first floor with vaulted ceilings and lovely gathering space. Kitchen is dreamy w/large island, coffee bar, ample storage and tons of working space. Open to dining area as well as the living room with propane fireplace. Large screened in porch flanks the east side of the home e...

35 Danforth Ave. Welcome to 35 Danforth Ave. a place full of charm, flexibility, and room to make memories. Starting off with a kitchen that shines! Updated and ready to cook and entertain. 1st floor 1/2 bathroom, large living room and 1st floor choose your own adventure room! This room could be used as a bedroom, office, formal dining, den, anything you want! 2nd floor offers 3 bedrooms, full ...

22 Undermountain Road. Property for Rent in Salisbury, CT for $3,200 with 3 bedrooms and 2 full baths. This 1,943 square foot property was built in 1920 on a lot size of 0.4.. Fabulous Salisbury In-Town Furnished Rental Such a terrific location in the sweet Village of Salisbury, CT. Coffee and the paper are just down the street. Immediately available for Winter 2026-2027 or Year-Round asking $3...