Great Barrington, MA Homes for Sale under $600,000

LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Lovely Cape-style home built in 1982, privately set back from the road and conveniently located close to the center of South Egremont. This well-maintained property features 4 bedrooms and 2 full baths, with 2 bedrooms and 1 bath on the first floor and 2 additional bedrooms and a bath on the second floor. Recent updates include a new roof, passed Title V inspection, and a new well water treatment

Claire Pollart WILLIAM RAVEIS - BERKSHIRE

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,

Patricia Molina CENTURY 21 NORTHEAST

Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside,

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wood-burning

Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

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

David Carlson FAIRGROUND REAL ESTATE, INC

Rosemary Baumann HOUSATONIC REAL ESTATE

THE ULTIMATE FOUR SEASON BERKSHIRE RETREAT- Tucked away on 3.6 serene acres, this bright & airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances & family room with wood stove, perfect for relaxation & entertaining. Two additional guest rooms

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

Suzann Ward HOUSATONIC REAL ESTATE

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. Near all the cultural events specific to the Berkshires!

Freddy Friedman Birch Properties

Prime investment opportunity! This five-unit property features a desirable mix of four, one-bedroom apartments & one, two-bedroom. All units have their own separate heating & electrical systems! Convenient location ensures high demand due to proximity to stores and the hospital. On-site parking. Detached garage/workshop could be rented separately for additional income or used as storage for

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

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

Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

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

Richard Needelman BISHOP WEST REAL ESTATE

Why rent when you can own in a delightful neighborhood. Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Built in 2019 and tucked away on 1.73 private acres in Housatonic, this beautifully maintained 3-bedroom, 3-bath ranch offers nearly 2,915 sq. ft. finished. The main level features a spacious primary suite with walk-in closet and private bath, main-floor laundry, and red oak flooring milled from trees harvested on the property during construction. The finished walkout lower level includes a huge

Jesse Dimitropolis RE/MAX COMPASS

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

Suzann Ward HOUSATONIC REAL ESTATE

Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

This home is the perfect chance to live in a sweet neighborhood with a short stroll to the village. With solid bones, a welcoming front porch, and a detached garage ideal for work shop/studio/storage.. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward. Housatonic Village a few steps away. Lovely back yard!

Helen Mullany HELEN MULLANY REAL ESTATE, LLC