Great Barrington Classified Ad Listings

19 Hawthorne Rd Unit GH8. Make this fabulous White Pines Garden Unit your next home in the Berkshires in this sought after community. Cathedral ceiling Great Room open to dining and updated kitchen w/beautiful natural light and two story wall of glass with primary en suite and guest bedroom w/full bath, bonus room on lower level all leading to your private deck with amazing privacy. Amenities i...

75 Wendell Ave, Pittsfield, MA 01201. Cats Ok, Security Deposit: $1,100. Security Deposit: $1,100. 1 Bedroom. 1 Bathroom. 750 ft

63 Old Cne Road. Property for Rent in Salisbury, CT for $4,500 with 4 bedrooms and 3 full baths, 1 half bath. This 3,192 square foot property was built in 1980 on a lot size of 1.71.. "Glimmerglass" offers the ultimate Academic Year retreat in an enchanting 4 bedroom waterfront home, available now through June 12, 2027. Nestled in a wonderfully private, serene setting with breathtaking water vi...

10 North St. A piece of Norfolk's founding history is ready for its next steward. The Josiah Pettibone Tavern - home of Revolutionary War Colonel Giles Pettibone and birthplace of Ozark explorer Levi Pettibone - offers 3,523 sq ft of authentic antique Colonial on 1.01 level acres in the heart of Norfolk village. Six brick fireplaces, original stagecoach door, beamed ceilings, and a state-champi...

27 N Main Rd. This renovated former storefront offers a rare blend of historic charm and modern flexibility. Currently used as a single-family home, this legal 3-family property is a prime investment opportunity. The Living Spaces: - Apt #1 (Garden Level): 3-bed, 1-bath with laundry and private side deck. - Apt #2 (2nd Level): Configured as a 2-bedroom; original kitchen plumbing/electric remain...

15 Kenilworth St. Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression. Sun-filled living spaces, generously sized rooms, and a thoughtful layout ...

162 Woodlawn Ave #12. This well-managed building has real character and sits on a quiet street in a nice part of Pittsfield, close to everything. The apartment has been freshly touched up and is ready for its next tenant. Don't miss out!Included in rentHeat\nHot water\nWater and sewer\nTrash\nParkingPets are considered, and vouchers are welcome.Ready to see it? Please fill out this free applica...

19 Hemlock Ln. Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that co...

851 Lenox Rd. Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location -- where music, culture, and natural beauty meet. Set on just over five picturesque acres with shared ownership in a charming small pond, the setting is as special as the home itself. Beautiful open landscaping creates an inviting approach, with sweepi...

264 And 260 Main Rd. A rare offering of 118 acres in the highly sought-after Tyringham Valley. Sage Hill Farm encompasses an exceptional landscape of rolling meadows and woodlands, mature landscaping, exquisite gardens, beautifully crafted hardscape and handsome barns. Dating to 1817, the main house retains many of its original architectural details and is complemented by a partially renovated ...

1228 East St. Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. Close to shopping, parks,...

2 bedroom units- all utilities and heat included. On-site storage and laundry. Off street parking with garages available for rent. Pets considered.. Dogs Ok, Cats Ok, Security Deposit: $1,750. Security Deposit: $1,750. 2 Bedrooms. 1 Bathroom. 0 ft

109 Cobble Rd. Beautiful Salisbury Cape for School-Year Rental Available August 25, 2026-June 15, 2027 (not individual months). In a landscaped country setting yet very close to Town, this lovely renovated home features a Living Room with a stately stone fireplace, a Dining Room which opens to the fabulous Kitchen, a cozy Sunroom with a door to the Terrace, a Main Floor Primary Bedroom with Dre...

759 N Main Rd Unit V5-1. Discover the perfect blend of convenience and solitude in this enchanting Berkshire retreat. Tucked away on a spacious, level lot at the corner of Leisure Lane, this beautifully maintained summer home offers ultimate privacy while remaining a short distance from the front gate, clubhouse, and pool. Fully furnished, this 1-2 bedroom home features a bright addition, newer...

Beautiful 2-Bedroom Unit in Pittsfield - Pet friendly-Beautiful Second Floor apartment in Great Pittsfield Neighborhood. Don't miss your opportunity to rent this Gorgeous, Newly Renovated apartment. This cozy home is only a 5-10 minute drive from Berkshire Museum, Colonial Theatre, and Deming Park. Be the first to use the New high-end stainless steel appliances, granite counter tops and oversiz...

13 Hayes Pond Rd. EXCEPTIONAL WATERFRONT RETREAT ON TRANQUIL HAYES POND!Nestled on over 3 private acres w/an extraordinary 650 feet of frontage on Hayes Pond,this exceptional waterfront retreat offers sweeping elevated views,a private dock, sandy beach, and direct access to swimming, kayaking, and fishing.Designed to embrace its stunning natural setting,the home features expansive windows and m...

70 Lake St Apt B. Tucked away at the end of a dead-end street, this move-in-ready Dalton townhouse offers the updates you want with the easy living of a condo! Step inside to find a newly renovated kitchen and a comfortable, functional layout featuring a dedicated dining area and living room. Upstairs you'll find two spacious bedrooms and a full bath, while a convenient half bath serves the mai...

110-112 Lenox Ave. Unlock the potential in this spacious two-family property ideally located near Berkshire Medical Center, local schools, and downtown Pittsfield amenities. Perfect for experienced renovators and investors, this property offers tremendous opportunity to restore and build equity. The lower unit features two bedrooms and a well-designed kitchen with a functional layout, though th...

8 Yale Hill Rd. Multi generational Possibilities and Income potential! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Pickle Ball, Library, golf and restaurants. Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, tran...

15 Hazelwood Ter. Beautiful furnished three-bedroom, one-bath apartment in Southeast Pittsfield, currently arranged as two bedrooms and a dedicated office.Enjoy a private deck featuring a fireplace, outdoor sectional seating, and a setup for projector movie nights. The kitchen features stainless steel appliances and quartz countertops.A clean, well-lit basement includes a workbench, utility sin...