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.

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.

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

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!

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.

Easy condo living in a prime location! This townhouse-style unit features two bedrooms and 1.5 baths, offering a comfortable and functional layout. Enjoy tall ceilings that create an open, airy feel throughout the living space. Step outside to your private patio, perfectly positioned to take in peaceful river views. Additional highlights include approximately 300 square feet of lower-level storage, or workshop and laundry, providing plenty of extra space. An affordable option ideal for year-round living or a weekend retreat.

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.

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.

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

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.

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

What an incredible opportunity! This is a successful, turn-key business for someone looking to own their own liquor store. Trotta's Fine Wine and Spirits offers great exposure and parking. Inventory not included.

Charming solid brick cottage on Cottage St. in the heart of Gt Barrington. This distinctive polychrome-style home features 2BRs, with the option to convert back to 3, & 2 full BAs. Inside, you'll find antique doors, hardwood floors & built-ins that add warmth & character. The sunroom is bright & inviting, filled with natural light, while the downstairs bathroom includes a convenient laundry area. Outside, a spacious backyard with mature landscaping offers great potential to make it your own. Ideally located near shopping, dining, hiking, skiing, & community events, this home is a wonderful opportunity to enjoy life in the Berkshires. House will need new roof, it's near end of life, price reflects updates needed. Pellet stove does not have permit and will be disconnected prior to close.

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

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!

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!

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.

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.

Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths. Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first and second levels. The thoughtfully updated kitchen boasts modern appliances, while the renovated full bath upstairs and newly added first-floor half bath provide everyday convenience. A finished third-floor space adds valuable extra living area and may serve as a third bedroom, home office, or studio. Enjoy scenic Berkshire views, a fenced front and side yard, and a welcoming front porch.

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.