Great Barrington Classified Ad Listings

162 Alford Rd. 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!

500 Creamery Rd. Impeccably maintained contemporary home set on four manicured acres bordering Massachusetts Fish and Game conservation lands and surrounded by approximately 4,500 acres of protected land in Hinsdale. Enjoy a private, serene setting just 1.6 miles from 287-acre Ashmere Lake. Inside, open entertaining spaces blend seamlessly with quiet retreats. The main level features a designer...

365 Deer Run. Welcome to 365 Deer Run, a beautifully refreshed four bedroom, 3.5-bathroom home tucked into the sought-after Otis Woodlands community. Inside, 2,297 square feet of cedar-wrapped warmth unfolds beneath cathedral ceilings and skylights, with east-facing windows that bring beautiful morning light into the home throughout the year. A window-lined three-season porch extends the living...

73 Dublin Rd. Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The...

15 Congress St. Welcome home to this desirable Southeast Colonial! Offering classic character and thoughtful updates, this inviting home is move-in ready! From the charming front porch to the warmth and character of the gorgeous hardwood floors, the beautifully updated kitchen features abundant storage, granite countertops, an eye-catching island, dynamic lighting, and newer appliances, creatin...

130 S Main St. A rare opportunity to become the next steward of a remarkable piece of Sheffield history. Dating to 1819 and prominently situated on South Main Street in Sheffield's Historic District, this extraordinary antique is filled with the character, warmth, and craftsmanship of another era. Currently configured as a four-family residence, the property includes three beautiful apartments ...

198 Allengate Ave. Welcome to this charming four-bedroom, one-bath home in a desirable neighborhood, offering comfort, updates, and an exceptional location. Featuring a newer roof, vinyl siding, replacement windows, and a new sewer line, this home offers many of the major improvements already in place. Beautiful wood flooring adds warmth and character, while the fully finished basement provides...

233 Algerie Rd. Big, 2800 square foot log home privately set on a seven plus acres. The great room, framed with massive log timbers, opens onto the large deck leading to the hot tub and fire pit. Kitchen features include granite and butcher block counters and an eat in island. Two bedrooms - each with private half baths - plus a full bath in the hallway complete the main level. The upper level ...

3664 Jacobs Ladder Rd. Enjoy life on Greenwater Pond in the Berkshires! The views, boating, fishing or just relax and at the end of the day watch the beautiful sunsets all from your little piece of lakefront heaven. I'll let the pictures speak for themselves. This property features a cottage with 3 Bedrooms,eat-in Kitchen and 1 full bath, a large barn and storage shed. Just about a 4 mile trip ...

232 Dalton Ave. This Allendale Colonial is brimming with timeless charm, stunning original woodwork and spacious, inviting rooms. A well-appointed kitchen provides both function and style, while the generous layout offers comfortable living and entertaining spaces. Outside, enjoy a private deck and above-ground pool, plus a large detached garage offering exceptional storage, parking and workspa...

112 Gamwell Ave. First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere...

820 Robinson Rd. On the Dalton/Hinsdale line atop Tully Mountain! A wonderful chalet style raised ranch on just over 5 acres offering the kind of privacy, space, and versatility that makes a home feel truly special! Built and maintained by its original owners, this is a solid, well-constructed home that has been exceptionally well cared for over the years. Generous rooms, abundant closet space,...

44-46 King St. 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.. 6 Bedrooms. 4 Bathroom. 2448 ft

232 First St. Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, profes...

24 Southern Ave. Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed fro...

1 Cornwall Dr. Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in bac...

37 Elm St. Prime downtown opportunity! Almost 4 acres ready for your development ideas. One of Pittsfield's last remaining sites large enough for drive thru permit. Ther front of the property is BG, the back is CWS. Very versatile site on one of Pittsfield's finest streets.

2650 Swamp Rd. April Hill, an exquisite 1850 Greek Revival masterpiece. This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vis...

189 New Marlboro Southfield Rd. Loads of room for family and friends in this semi-private country home near The Old Inn on the Green and The Southfield Store Cafe. The first floor features spacious living areas, including a living room with a wood-burning fireplace, a large eat-in kitchen and dining area, and a paneled den, along with an attached two-car garage. Two of the six bedrooms are on t...

148 Hudson Avenue 1. Multi-Family Home for sale in Chatham, NY for $590,000 with 6 bedrooms and 4 full baths. This 3,200 square foot home was built in 1930 on a lot size of 0.53.. Attractive early 20th century home on the edge of Chatham Village. Gorgeous oak center-hall staircase in the main house which has 4 bedrooms and 2 baths. Two income producing units in small building to the rear of the...