Great Barrington Classified Ad Listings

10 Lori Ct. Dramatic Price Reduction creates opportunity for updates and remodel. Gracefully situated on a gentle sloping hillside street this distinctively designed, quality built, multi-level home offers distant neighborhood mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home to embrace privacy, natural beauty much like the famed author. Surrounded by artfully ...

53 Greylock Ter. A truly one-of-a-kind opportunity in Pittsfield! Originally built as a church, this distinctive property offers incredible character, generous space and exciting potential for a buyer with vision. The dramatic former sanctuary is the centerpiece, with soaring ceilings, original pews and an expansive open layout unlike anything you'll find in a typical home. Additional spaces th...

24 Elmvale Pl. OPEN HOUSE CANCELLED 9/16Some homes just have a little more history to them, and this one dates back to the early 1900s. Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs ...

39 Old Farm Ln. This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric and gas, cable availability, and paved roads already in place. Assessed at $74,000 and selling it for $42,000. Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private...

111 Lebanon Ave. This property is sure to please those who are seeking privacy, land, and room for all the toys! Over three acres accompany this privately sited ranch home. Scenic and mountain views form the covered front porch. Living room w fireplace; eat-in kitchen, 3 bedrooms, 2.5 baths. Partially finished lower level with family room and second fireplace. The back yard has a generously fen...

TBD (East Lot) W Hill Road. Lots and Land for sale in Austerlitz, NY for $295,000. This 851,598 square foot property was built on a lot size of 19.55.. If you've been dreaming of building your own home this property in Austerlitz opens the door to endless possibilities. The lot is 19.55 acres set within a neighborhood known for its sweeping landscapes, privacy, and architecturally impressive ho...

25 Brighton Ave. Full of charm and potential, this 3-bedroom, 1-bath home is ready for its next chapter! Clean and well maintained with many updates, the home offers an easy-flowing living space, while the sun-filled porch is a welcoming spot to relax and enjoy your morning coffee. Step outside to the small deck, perfect for grilling or unwinding at the end of the day. The finished lower level ...

71 Van Deusenville Rd. Set on a sunny half-acre lot, this classic 1900 ranch is ready for its next chapter and top/bottom reinvention.The home is now strictly an ''as-is'' handyman special or contractor's dream. Features a cozy compact ( yes small ) kitchen, vintage vibes (meaning every room needs a facelift ),and dirt basement. Roof is holding strong for now, but you'll want to budget for a re...

370 Grange Hall Rd. Single Family Home for sale in Dalton, MA for $449,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,731 square foot home was built in 1983 on a lot size of 3.03.. Discover the charm of country living in this inviting four-bedroom, 2.5-bath home set on 3.03 acres in Dalton, MA. Featuring an attached two-car garage, beautifully landscaped grounds, mature trees, and sp...

67 Partridge Rd. Meticulously maintained and move in ready, this charming 2/3 bedroom, 1 bath ranch offers comfortable living with thoughtful updates throughout. The bright main level is complemented by finished lower level space featuring a versatile office or potential guest bedroom and living room, providing extra flexibility. Major updates include a roof and windows less than five years old...

44 Main St Unit 2. This stunningly spacious, two-bedroom apartment is located in the heart of Millerton in the Irving Coffee building. Great open layout, spacious dining area and living room. This two bedroom unit has been beautifully renovated, hardwood floors and freshly painted throughout. The large modern kitchen is perfect for those who like to cook or entertain. This eat-in-kitchen has st...

15-17 Noble Ave. Vacant two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities.. 4 Bedrooms. 2 Bathroom. 1947 ft

50-52 John St. Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overloo...

31 Sunset Ridge Rd. Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residenc...

55 Pomeroy Ave Apt 3. Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries...

17 Howe Rd. Welcome to this charming, updated ranch tucked into a quiet neighborhood and conveniently located near shopping and restaurants. Enjoy the ease of single-level living with thoughtful updates throughout. Recent improvements include an updated bathroom, new driveway (2026), siding and Trex deck (2025), and furnace (2018), with the roof replaced in 2011. Move right in and enjoy a comfo...

41 Tucker St. Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three...

16 King Street. Single Family Home for sale in Pittsfield, MA for $199,000 with 4 bedrooms and 1 full bath, 1 half bath. This 1,680 square foot home was built in 1900 on a lot size of 0.33.. ATTENTION Contractors and property rehabbers!!! Renovation/Rehab Profit opportunity! 4 bedroom colonial home in need of total rehab. Easy to show!. 4 Bedrooms. 1 Bathroom. 1680 ft

304 Hickey Hill Rd. This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, updated plumbing and electrical, 5-zone heating, central air, and other modern systems. In 2022, a new well and a boiler for radiant heat were also added. Step inside to find timeless Colonial charm--exposed beams, three original f...

800 Williams St. Welcome to this 3-bedroom, 1-bath Cape located in Southeast Pittsfield. The home features a spacious kitchen with wood cabinetry, gas heat and hot water, and a new roof installed in 2023. Conveniently located on Williams Street, just minutes from shopping, dining, recreation, and many of the cultural and outdoor attractions the Berkshires has to offer. A great opportunity to en...