Enjoy one-level living in downtown Great Barrington! This charming 3-bed, 1-bath mid-century ranch is your perfect Berkshire retreat, featuring a cozy wood stove in the living room for those crisp mountain evenings. Nestled on a quiet cul-de-sac, the home sits on a spacious 0.41-acre lot with mature trees. Features include an attached 2-car garage/workshop, large private yard, original wood floors, and an updated heating system. The real gem? Unique B2 zoning allows for a home business, studio, or office! Enjoy an unbeatable location--walk to shops and dining, with downtown and attractions like Tanglewood and Butternut just minutes away. This versatile property is a rare find offering both a peaceful home and a prime business opportunity.

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.

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating.

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could be a private primary 1st floor suite. The current owner has solid Air BnB income from it as is, or it could be rented year-round. The fully insulated barn/garage has it's own 100-amp service and is currently being used as a woodworking shop. A wood stove and a large loft for storage adds to its utility.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

Two-family home in downtown Great Barrington, set on a generous lot with an oversized garage. Just a short distance from Main Street, this ideally located property sits in a desirable neighborhood, close to everything downtown Great Barrington has to offer. The first-floor apartment features expansive living spaces, three bedrooms, one-and-a-half bathrooms, and two sunrooms. The second-floor, two-bedroom, one-bathroom apartment has been recently updated and includes a separate entrance. The property also boasts decks and ample outdoor space for relaxing and enjoying.

Positioned on the third floor above the Great Barrington Food Co-op, this 1 bedroom, 1 bath condo offers an easy, in-town lifestyle with everything just outside your door. Despite the central location, the unit enjoys a more tucked-away feel with elevated views and a quiet setting.The interior is well laid out, featuring an open living space with clean, well-finished details and a south-facing orientation that brings in consistent natural light. The Juliette balcony is ideal for bringing in greenery or stepping out to enjoy some fresh air. The bedroom includes a walk-in closet and upgraded wood flooring. Everyday conveniences include in-unit laundry, central A/C, and a functional kitchen.

This home is not to be missed! Nestled in a quiet neighborhood and thoughtfully designed throughout, it sits just moments from restaurants, shops and downtown Great Barrington. A well-appointed kitchen anchors the main level, showcasing quality finishes and smart functional design. Sunlit living and dining rooms highlight the home's warm character and charm. Upstairs, three comfortable bedrooms are complemented by a spacious full bath. The fully fenced, sun-drenched backyard is ideal for outdoor dining, play or gardening, while the two-car garage provides exceptional convenience. Move-in ready and beautifully maintained!

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back.

Nestled in a peaceful and private country setting, 7 Lake Buel Road offers the quintessential Berkshires lifestyle where serene living meets modern convenience. The home is framed by vibrant perennial plantings across the front of the property, creating a welcoming and picturesque first impression. This residence has been thoughtfully enhanced with tasteful updates throughout, featuring warm pine wood floors that ground the interior in a classic, cozy aesthetic. The layout is designed for ultimate flexibility, highlighted by a primary bedroom with an ensuite bathroom conveniently located on the first floor. A second main-level bedroom, currently utilized as a home office, boasts its own separate entrance, making it an ideal setup for a quiet professional workspace or a private guest wing.

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner.

An iconic Great Barrington landmark, the beloved ''Little Store'' offers a rare opportunity to own a high-visibility commercial property on Main Street in one of the Berkshires' most vibrant downtown corridors. Ideally positioned just a short stroll to the center of Great Barrington, this property enjoys steady foot traffic and exceptional exposure among restaurants, boutiques, galleries, and year-round community activity.Home to a well-established antique business for over 50 years, the space offers flexibility for a wide range of future uses -- retail, gallery, studio, specialty food shop, office space, or a creative mixed-use concept (buyer to verify use). An upstairs apartment was previously owner-occupied, presenting potential for live/work convenience or additional income.

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM OFFERS EN SUITE FULL BATHROOM. ADJACENT IS A GOOD-SIZED BEDROOM WITH CLOSET AND SKYLIGHT. ACROSS THE HALL IS A FULL BATHROOM WITH LAUNDRY FACILITIES. THE THIRD BEDROOM IS HUGE WITH LOFT AREA WHICH COULD EASILY DOUBLE AS A DEN, STUDY, TV ROOM OR MEDITATION AREA.

This meticulously renovated 1920s Craftsman delivers a sophisticated living experience in the heart of Housatonic. Curated by a Berkshire interior designer, the home maintains its historic integrity while featuring a fully modernized open-concept interior. Defined by a stunning, expansive front porch and original hardwood floors, the residence offers a seamless transition between classic architectural character and contemporary functionality. The home features three bedrooms, all thoughtfully designed with walk-in closets, and contemporary finishes throughout. Modern infrastructure upgrades include an on-site EV charger, making this property completely turn-key. It stands as a premier residential offering or a high-performing investment asset with a proven track record.

Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.The bones are here--wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagines

Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.The bones are here--wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagin

Don't miss this one. Prime downtown Great Barrington. Over 5000sq ft, land with building.Can be expanded. Private Parking. Ready for your finishing. Why rent- invest.