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17 Photos
HARSCH ASSOCIATES
$390,000
3 BD | 2 BA
Residential - Single Family

Flexible In-Town Home with Business Potential A rare in-town opportunity offering both comfortable living and adaptable space. This three-bedroom, two-bath home features a spacious eat-in kitchen, large dining/family room, and a flexible living room that can double as an office or additional bedroom. With a history as a combined home and professional office, the property is well-suited for a small home-based business, complete with ample parking and easy client access. Recent upgrades include a new boiler, hot water heater, and 2026 appliances, plus a brand-new roof on the rear portion of the home. First-floor laundry adds convenience. Live, work, or both--right in the heart of town. OPEN HOUSE - FRIDAY JUNE 26 4:00 p.m. - 5:30 p.m.


42 Photos
BISHOP WEST REAL ESTATE
$359,900
4 BD | 2 BA
Residential - Single Family

Welcome to this impeccably maintained 4-bedroom, 2-full-bath residence offering comfort, style, & exceptional outdoor living. Every room has been recently painted! The updated kitchen features all new appliances, while the spacious layout provides plenty of room for family, guests, or a home office. Step outside & discover your own private backyard retreat. Relax under the covered porch, entertain on the dining patio, or gather around the fire pit on cool evenings. Beautiful gardens add color & charm throughout the seasons, and the above-ground pool provides the perfect place to cool off & enjoy summer fun. Additional features include a one-car garage, well-maintained mechanicals, & pride of ownership evident throughout. Close to dining, shops, bus route & hospital! MOVE IN READY!


40 Photos
LAMACCHIA REALTY, INC
$384,900
3 BD | 2 BA
Residential - Single Family

Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half bath on the first floor. Wood floors in dining and living area. Easy access to routes in and out of the Berkshires. Just outside of downtown, yet close to medical facilities, shopping, dining, Pontoosuc Lake, outdoor recreation, cultural activities as well as local ski areas. Come experience the warmth, charm and lifestyle that make this a wonderful place to call home.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$575,000
7 BD | 7 BA
Residential - Single Family

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, original period charm takes center stage with wide-plank wood floors and glowing fireplaces, perfectly paired with a rare, substantial footprint featuring 7 generous bedrooms and 6.5 bathrooms. Designed for effortless hosting, this expansive retreat offers an incredible canvas for a lucrative rental investment, a boutique bed-and-breakfast, or a magnificent private country compound.


66 Photos
PIRETTI REAL ESTATE
$799,000
3 BD | 3 BA
Residential - Single Family

Beautifully nestled in a gorgeous yard with wrap around deck and patio to enjoy the peace and tranquility of this setting! Pristine in every way with an open kitchen/dining area, which flows into the Living Room with gas fireplace, gorgeous formal dining room with lovely architectural details throughout; fabulous great room with stone, wood burning fireplace and cathedral ceiling plus a private office over the garage; the best mudroom ever with lots of cubbies and closets, updated kitchen and baths, large primary suite plus 2 additional bedrooms and full bath on the 2nd floor. The lower level is an added bonus with three finished rooms and a walk out to the stone patio and fire pit in the side yard. Brand new septic system! Nothing to do but move in and enjoy! Plus Lenox schools!!


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BERKSHIRE HOMES AND CONDOS
$499,000
3 BD | 2 BA
Residential - Single Family

Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded Lake Rights and private beach for Owners Only. House is directly across from the path to the beach. Goose Pond is noted to be one of the cleanest lakes in Massachusetts. Finish this renovation or add a foundation of build year dram home in this highly sought after Lake Community.


35 Photos
NOCHER REALTY
$235,000
3 BD | 2 BA
Residential - Single Family

Set on two lots totaling approximately 0.76 acres, this North Adams home combines in-town convenience with an uncommon amount of outdoor space. Located within walking distance of downtown and MASS MoCA. Inside, the home features hardwood floors throughout, an updated kitchen, three bedrooms, and two full bathrooms, including one updated bath. Natural light fills the living space, while the front porch provides views overlooking downtown North Adams and the surrounding hills. Additionally, this home offers a spacious parking lot, one-car attached garages and a full basement with plenty of room for storage. A standout feature is the detached finished outbuilding, which offers flexible bonus space. Its finished interior creates opportunities for a variety of uses and future enhancements.


24 Photos
LAMACCHIA REALTY, INC
$389,900
3 BD | 2 BA
Residential - Single Family

Tucked into a peaceful wooded setting in Lenox, this architecturally distinctive contemporary home offers 2,189 square feet of living space on a private half acre lot. Designed with an asymmetrical exterior and a split level floor plan spanning three levels, this home offers unique character. Large windows fill the interior with natural light, while the open living areas create an inviting space. With its distinctive contemporary design and solid architecture, this property presents an exciting opportunity for thoughtful updates that can enhance both style and value. A rare chance to create something truly special in one of Lenox's most desirable settings. View in person and experience the warmth, character, and connection to nature that make this home so unique.


54 Photos
COMPASS MASSACHUSETTS , LLC GB
$740,000
4 BD | 3 BA
Residential - Single Family

Spacious 4-bedroom, 2.5-bath Southeast Pittsfield Colonial on over half an acre blends classic charm with thoughtful updates and is truly move-in ready. The kitchen opens to a screened-in porch and flows into a generous dining room with built-in shelving. The light-filled living room centers around a wood-burning fireplace creating a warm gathering space. The second floor offers four bedrooms, two full bathrooms, a large cedar closet, and ample storage throughout. The large fenced backyard with professional landscaping offers exceptional outdoor living. Major updates include a new roof, central air, furnace, replaced sewer line, newer appliances, and freshly painted exterior. A two-car garage and partially finished basement round out the package.


42 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$795,000
5 BD | 6 BA
Residential - Single Family

The road ends here. At the end of quiet Old Quarry Road, still much as it felt 150 years ago, sits a circa 1840 farmhouse overlooking its own broad lawn, with sixty acres of woodland stretching beyond. Thoughtfully expanded over time, the original farmhouse and later addition are seamlessly integrated, yet retain separate entrances, giving everyone a little space of their own. Three bedrooms are in the original house, two more in the addition, and every bedroom has its own private bath. No sharing necessary. Multiple wood-burning fireplaces, two screened porches, an old tennis court and a stone wall between the dining and living rooms add to the story. Once a farm, now a home with history, land and possibility. The road ends here, but the rest is yours. Read on...


32 Photos
360BERKSHIRE REALTY GROUP
$274,900
2 BD | 1 BA
Residential - Condo/Townhouse

Welcome home to this well-maintained 2-bedroom, 1-bath condominium offering comfort and convenience. The kitchen features a center island, providing additional workspace and seating, while the warm combination of hardwood and laminate flooring creates a cozy atmosphere throughout. This home offers flexible living space, including a mostly finished basement. Enjoy your own private patio and take advantage of the nearby community pool! Situated on a desirable corner lot in a quiet setting. Conveniently located near attractions including MGM Springfield, the Basketball Hall of Fame, Six Flags New England, retail shopping, and dining. Don't miss out! Website: https://beekmancondos.com/index.html


36 Photos
LAMACCHIA REALTY, INC
$284,900
2 BD | 1 BA
Residential - Single Family

Welcome to 184 Melbourne Road in Pittsfield. This ranch style home boast two generously sized bedrooms, full bath, an open concept living room, kitchen and dining room. This home has been beautifully renovated and maintained throughout the years and it shows. Some of the recent updates include freshly refinished hardwood floors throughout, fresh interior paint, granite countertops, a large island complete with prep sink amongst many others. As you enter the home you are warmly greeted by an abundance of natural light. An attached one car garage adds to the functionality of this move in ready home. It is perfectly placed on approximately 0.59 acres of flat terrain. Don't miss the opportunity to make this your forever home!


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,295,000
4 BD | 4 BA
Residential - Single Family

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio


37 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$475,000
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.


37 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$535,000
3 BD | 2 BA
Residential - Single Family

Perfectly timed for summer in the Berkshires, this 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows that bring the beauty of the forest indoors. For effortless year-round comfort, the home is equipped with a brand-new pellet stove and high-efficiency mini-split units in every room for customized heating and cooling.