Great Barrington Classified Ad Listings

51 Cherry Rd. The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater, new refrigerator, new wiring, new thermostats, new well pump, AND new sewer pump! This turnkey house is perfect as a getaway, downsize or investment property. Enjoy the spacious backyard with canal access to Richmond Pond, with a c...

2010-2012 Clayton Mill River Rd. Charming rustic 3-bedroom, 1.5-bath home located on a picturesque country road in the Village of Southfield. Full of character and warmth, this inviting property offers a peaceful setting just minutes from the Southfield Store. With both residential and commercial zoning, it presents a unique opportunity for a primary residence, home-based business, or investmen...

312 Twin Lakes Rd. Serene Twin Lakes Academic Rental: 4-BR, 2-BA Cottage near Hotchkiss and Salisbury School. Positioned on the quiet shores of Twin Lakes, this 4-bedroom, 2-bathroom residence offers the ideal off-campus sanctuary for faculty, visiting scholars or families seeking a peaceful academic-year lease (September - May). The main level has an open-concept kitchen, dining and living roo...

6 Tyringham Rd. A rare c.1780 estate poised for a spectacular second chapter. Perched above the village of Monterey, Ledgehurst offers a canvas for the ultimate Berkshires compound: a main house with room to create the private, en-suite retreat of your imagining, an indoor pool and sauna complex ready to be reborn as a true wellness escape, plus two barns that open the door to possibilities few...

261 Osceola Rd. These are the Berkshire views you've been dreaming of. Set on 1.55 acres in Richmond, this 3-bedroom, 2.5-bath home looks west across preserved meadowland to the lower Taconic Mountains, with broad sky and changing light in nearly every season. Spring brings wildflowers and returning birds, summer fills the fields with native plants and pollinators, autumn moves across the ridge...

Lake Mansfield Rd. Lake Mansfield Lakefront Lot. Rare chance to live on a private road, on the prettiest of Lakes, minutes to downtown Great Barrington. Over 3 Acres with 175 feet of frontage in the most of bucolic settings. Make your dreams come true.

Trail Cir Lot 100. WATERFRONT!! Perced 2 plus acre lot with over 500 feet of lakefront on pretty Golden Fawn Lake. The property is ready to build on with two sets of perc tests. An approved site plan shows the building envelope with the locations of the house, garage, driveway, well and septic system. Conservation approval - all important in waterfront properties - is on record. No Special Perm...

44 Main St Unit 4. Outstanding fully renovated 3 Bedroom, 2 bathroom apartment in the heart of Stockbridge. Walk to restaurants, shops, library, etc. The best apartment in the building even though it is on the third level. Fully furnished with all new quality appointments. Must be seen to be appreciated. Terrific Summer Rental! No pets. JULY and AUGUST@$9,000/month. Rent reduces to $4500 per mo...

12 Mountain St. Welcome to 12 Mountain St, a quintessential colonial masterpiece that blends classic elegance with modern functionality. Spanning over three expansive, light-filled floors, this stunning home offers five spacious bedrooms and 3.5 bathrooms, providing the ideal layout for those who love to entertain. The chef's kitchen is designed to inspire with high-end finishes, including a va...

275 Pine Cone Ln. Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the thre...

Christian Hill Rd. Great LOCATION/TOWN WATER/SEWER Nice level building lot 1.51 acres 150' frontage with privacy and advantages of being close to Lake Mansfield and downtown Great Barrington. Great opportunity to won one of the few remaining building lots in town

Hamilton Rd Lot 1B. Nice three acre lot on a classic New England dirt road. Pretty lot with a stone walls running along a level building area overlooking a small valley. excellent perc rate from a 2001 perc test.

138 Seneca Dr. If your dream is to have a Berkshire country getaway that is large enough to have the whole family come and enjoy. We can make your dream come true. Imagine sitting on your very private deck sipping on your morning coffee with only the sights and sounds of nature waking with you. Minutes to Jacobs Pillow Dance Festival and a short country ride to Tanglewood. Indian Lake is right ...

Ma-41 Lot 2. Discover your Berkshire retreat on this 2.516-acre wooded estate lot in Richmond, Massachusetts, near Lenox and Stockbridge. Offered at $109,900, this level, easy-to-build property features beautiful legacy hardwood trees and multiple areas to choose from to build your custom home or weekend escape. No time frame to build--purchase now and build when you're ready. Enjoy the charm o...

124B Crane Ave. Built in 2021, this modern 2-story townhouse offers 1,260 sq. ft. of efficient, low-maintenance living on a quiet dead-end street. Featuring 2 bedrooms and 1.5 baths, this home combines contemporary comfort with peace of mind. The main level boasts a bright, functional layout along with a convenient half bath. Upstairs, you'll find two well-appointed bedrooms and a full bath. St...

429 W Center Rd. Set on nearly six wooded acres, this beautifully maintained center-hall Colonial offers privacy, comfort, and exceptional outdoor living. Recent improvements include mechanicals, roof (2022), and landscaping (2023). The renovated kitchen features quartz countertops, stainless appliances, and a breakfast bar. Spacious, sun-filled rooms, a primary suite, two full baths, first-flo...

Frost Rd. A nice residential lot for private residence or weekend getaway. This parcel has plenty of acreage for a large garden or hobby workshop. The property provides numerous opportunities for those looking to relocate and enjoy the skiing, fishing and other amenities the Berkshires has to offer. Whether you're ready to build your dream home now, create a private estate, or secure a valuable...

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...

114 Christian Hill Rd. STILL HOUSE brings a new level of contemporary design to the Berkshires-quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me and General Design with exceptional craftsmanship and materials throughout. Four bedro...

152 Tower Hill Rd. Tower Hill House: 2002 Arts and Crafts inspired house on 7 acres with lovely gardens and lake views. 800 feet of frontage on the western shores of Doolittle Lake. A private oasis surrounded by the 2,000 acre Doolittle woods. 4,836 sf with 5 beds and 4.5 baths. Radiant heat. Detached two car garage. Designed by a local architect and built by local craftsmen.. 5 Bedrooms. 4.5 B...