Found 94 Listings

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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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!


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COMPASS MASSACHUSETTS , LLC GB

PREMIERE LOCATION JUST FIVE MINUTES FROM MAIN STREET. Building site cleared. Rough driveway in. Electricity easily accessible. Septic design in place. An excellent investment in the ''boom town'' of the Berkshires.


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HELEN MULLANY REAL ESTATE, LLC

A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.


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COMPASS MASSACHUSETTS , LLC GB

Mooncloud.......a thriving business on Railroad St. in Great Barrington on the busiest foot trafficked street in all of Berkshire County. This intimate cocktail lounge seats up to 48 people and is offered with everything in place that you would hope for with a turnkey business. Fridges, POS and music systems, all furnishings and a crash course from the current owners in running the business if needed. Always wanted to run your own little cocktail bar?...... maybe now is the time.


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FAIRGROUND REAL ESTATE, INC

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


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ALDEN COUNTRY REAL ESTATE SERVICES
$199,000
2 BD | 1 BA
Residential - Single Family

Create your own Berkshire homestead starting with this diamond-in-the-rough log cabin property located minutes to Ski Butternut, Lake Buel, & downtown Great Barrington. While the 1973 cabin needs significant work from top to bottom (or perhaps a teardown & rebuild), the location offers privacy, partially existing utilities, and a charming wooded building site. The cabin has 100 amp electric, forced air heat, electric hot water, newer well pressure tank, and a drilled well. Septic has failed Title V and the replacement and all related costs will be the responsibility of the buyer, in this and all other regards the property is to be sold in ''as-is'' condition.


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HELEN MULLANY REAL ESTATE, LLC

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!


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WILLIAM RAVEIS - BERKSHIRE

Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features two existing structures with endless possibilities. A detached two-car garage includes a rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former smithy building showcases beautiful post-and-beam construction dating to the early 1800s, with original character and an upper level that adds to its appeal. Surrounded by the natural beauty of the Berkshires, this special property offers privacy, charm, history, and tremendous potential in one of Great Barrington's most sought-after locations.


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HOUSATONIC REAL ESTATE

After 35 years serving the community, this beloved and well-established local boutique is ready for its next chapter. A true neighborhood staple and multiple time recipient of Shoppers Guide Choice Awards, this turnkey business opportunity offers approximately 1,300 square feet of inviting street-level retail space on Main Street in the heart of Great Barrington, featuring two bathrooms, a kitchenette, and a thoughtfully designed layout ideal for fashion retail or lifestyle merchandising. Known for its curated mix of women's and men's clothing and accessories, the business has built a loyal customer base and strong local recognition over decades of operation. In addition to the main retail floor, the property includes a full basement offering exceptional storage capacity to expand.


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COMPASS MASSACHUSETTS , LLC GB

BEAUTIFUL SIX ACRE LIGHTLY WOODED PARCEL ON A PRIVATE ROAD CLOSE TO THE CENTER OF GREAT BARRINGTON. SKIING, HIKING TRAILS, LAKES AND CULTURAL VENUES ALL WITHIN CLOSE PROXIMITY. ADJACENT TO EAST MOUNTAIN STATE FOREST, AT APPROX 1000' ELEVATION AND COMPRISED OF A MIX OF EVERGREEN AND DECIDUOUS TREES, THE PARCEL PROVIDES A PRIVATE AND PEACEFUL SETTING FOR YOUR NEW HOME, IN ANY SEASON.


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ZOE MELISSA HIRSCH REAL ESTATE
$280,000
2 BD | 2 BA
Residential - Single Family

For the buyer looking to infuse their personal style into a home that has already undergone significant, high value upgrades. The interior offers a bright, refreshed layout awaiting your final aesthetic finishes. Beyond the main residence, this property boasts a substantial 2 story barn. the 70x20 footprint is an incredible asset. Perfectly primed for transformation into an ADU, art studio, or workshop space. The heavy lifting has been completed, providing a buyer with immediate structural readiness. Neighboring Gutherie Center, & Taft Farms the best kept secret in GB. Saunter over to enjoy morning coffee, lunch, or grab their fabulous to go meals for dinner Let the sounds of the river soothe your soul from the lawns and terraced garden


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$289,000
3 BD | 1 BA
Residential - Single Family

Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenient, and within walking distance to shopping, restaurants, and the bus line. This well-maintained home offers three bedrooms and easy one-floor living. Enjoy a lovely backyard with patio, storage shed, and a charming deck perfect for morning coffee or summer grilling. A wonderful in-town location with both comfort and convenience at your doorstep. Town water, sewer and natural gas are an added bonus.


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CENTURY 21 NORTHEAST
$345,000
2 BD | 2 BA
Residential - Single Family

Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on .93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops, stainless steel appliances, an induction range, and new LVP flooring. Both bathrooms have been fully renovated with Schluter waterproof systems. Additional upgrades include smart Lutron lighting with Alexa control, a Rheem smart hot water heater, Ring cameras, new 200-amp electrical service, a new driveway and retaining wall, irrigation system, freshly painted exterior & a new septic installed in 2025


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WILLIAM RAVEIS - BERKSHIRE
$349,000
3 BD | 1 BA
Residential - Single Family

Located on a quiet street in Housatonic, this charming cottage offers easy single-level living in a peaceful neighborhood setting. Set on a sunny double lot, the property provides extra outdoor space and flexibility with room to garden, entertain, play, or simply enjoy the surroundings. Inside, the home features an efficient layout filled with natural light, creating a bright and comfortable feeling. An oversized garage adds valuable storage and space for hobbies, tools, or workshop use. One of the highlights of this location is being within walking distance to Old Maids Park, where you can enjoy fishing, swimming, and a picnic area along the river. This sweet cottage offers a wonderful opportunity for those seeking a manageable home with everyday simplicity and nearby


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WILLIAM RAVEIS - BERKSHIRE
$399,000
3 BD | 2 BA
Residential - Single Family

This lovely antique home is ready for its next chapter. Located close to downtown Great Barrington on over 2 acres, this property has mature perennial gardens and flowering trees galore. The home itself has a great layout and strong bones but will take imagination and work to make it into the dream home it deserves to be. An amazing opportunity in a beautiful location. House being sold as is.


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BISHOP WEST REAL ESTATE
$399,000
3 BD | 3 BA
Residential - Single Family

Get ready to relax in the Berkshires in your new condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. And, at an approximately two and 1/2 hours from Boston or NYC, your location can't be beat. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you're up here to ski. 9 Stanley is simply country living at it's best! It's all here for you to see!


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WILLIAM RAVEIS - BERKSHIRE
$399,900
4 BD | 1 BA
Residential - Single Family

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


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WILLIAM RAVEIS - BERKSHIRE

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this property has been thoughtfully renovated top to bottom. This high visibility building, also zoned residentially, has 4 bedrooms or office spaces, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard that could used for additional parking, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$415,000
3 BD | 1 BA
Residential - Single Family

Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain evenings, featuring a striking wood stove that pairs perfectly with the home's fresh, stylish aesthetic. Outside, the generous 0.41-acre level lot offers a private, shaded yard surrounded by mature trees-a fantastic feature for a property this close to the action. Beyond its residential charm, this property boasts coveted Business zoning, making it perfect for an ideal live-work lifestyle.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.

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