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32 Photos
BISHOP WEST REAL ESTATE
$279,900
4 BD | 2 BA
Residential - Single Family

Conveniently located home offering more space than expected, with 4 bedrooms and 1.5 bathrooms. The main level features a bright living room, dining area, and kitchen, along with a full bath and bedroom or office option. Upstairs includes 3 additional bedrooms with great natural light. Mini split systems provide efficient heating and cooling, and solar helps offset electric costs. The lower level offers usable storage and additional finished space potential. Outside, enjoy a partially fenced yard, storage shed, and covered parking. Convenient Pittsfield location close to downtown, shopping, and local amenities. Easy opportunity to move in and make it your own!


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$279,900
3 BD | 2 BA
Residential - Single Family

Welcome to this beautifully updated 3-bedroom, 1.5-bath Cape set in a peaceful, private location. Thoughtfully renovated, the home features a brand-new kitchen with white shaker cabinets, stainless appliances, and abundant natural light, along with updated baths and the convenience of first-floor laundry. The versatile main floor plan includes room which can be enjoyed as a bedroom, dining room, or additional living space! Enjoy year-round comfort with a new furnace and central air. A large two-car garage provides excellent storage and workspace. Step onto the deck and unwind to the soothing sound of Factory Brook just beyond the backyard, a truly serene setting. Move-in ready and impeccably maintained, this home offers the perfect blend of comfort, modern updates, and natural beauty.


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$330,000
3 BD | 1 BA
Residential - Single Family

Well maintained ranch with attached garage, located on a corner lot, in the desirable southeast Pittsfield! Upon entering the home you will love the hardwood floors! The property offers an inviting living room, open to the dining area. The kitchen features lots of cabinet space. There are 3 bedrooms and one full bathroom, plus additional bonus space in the partially finished heated basement.The property has natural gas heat & hot water, vinyl siding and vinyl replacement windows. Outside you will enjoy the stone patio & fire pit, as well as the lovely yard! There is a newer shed as well as newer decks and gutters. The homeowners had Mass Save install insulation in 2020, making the house more energy efficient. This is a great opportunity for single-level living, make this your home toda


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WILLIAM PITT SOTHEBY'S - LENOX
$375,000
4 BD | 2 BA
Residential - Single Family

Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest space, or additional bedrooms, allowing for the ease of one-level living if desired. Upstairs, a large landing creates the perfect spot for a home office or play area, while the primary bedroom boasts a walk-in closet and private exterior balcony. Three additional bedrooms and a full bath complete the second floor. Outside, enjoy a fenced-in backyard, one-car garage, solar panels, and


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LAMACCHIA REALTY, INC
$375,000
3 BD | 1 BA
Residential - Single Family

Pride of ownership shines throughout this well-cared-for property offering lake rights and a long list of meaningful improvements spanning nearly two decades. Inside, you'll find a home that's been continuously upgraded with a remodeled kitchen and bathroom, updated windows, including a bright bay window in the living room. Both the boiler and roof have been replaced. The three-season room adds flexible living space and connects seamlessly to the back porch--perfect for relaxing or use as a home office. The entry ramp leads into a mud room that connects the house, garage and back porch.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$399,900
6 BD | 3 BA
Multi-Family

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.


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WILLIAM RAVEIS - BERKSHIRE
$459,000
2 BD | 2 BA
Residential - Single Family

Tucked into a small neighborhood just outside of South Egremont village, this delightful renovated hip-roof cottage offers single level living convenient to everything. A mahogany and cedar finished front porch welcomes you into a bright living room open to an updated kitchen and cozy dining area, complete with a fireplace hearth. This slab built home boasts a primary suite with private bath with subway tile & marble floor. A 2nd bedroom is served by a hall bath, with 2 nearby bonus rooms - flexible space for an office, studio, or guests. The 16' x 24' deck and a 384-square-foot screened porch with mahogany decking and cedar paneling offer ideal space for enjoying the view of the spacious backyard. This property is being sold as-is. The seller will NOT provide a Title 5 Inspection.


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KELLER WILLIAMS REALTY
$464,000
5 BD | 2 BA
Residential - Single Family

The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer function & flexibility. At its heart is a brand new kitchen with never used stainless steel appliances, custom cabinetry, & fresh finishes ready for its first chapter. Ten high-efficiency mini splits, each backed by a 7-year warranty, ensure comfort year-round. Set in a quiet rural corner of the Berkshires, yet an easy drive to Ashmere Lake, trails, Tanglewood, Jiminy Peak, & other cultural hubs.


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LAMACCHIA REALTY, INC
$539,900
5 BD | 4 BA
Residential - Single Family

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office.


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BIRCH PROPERTIES
$549,000
2 BD | 1 BA
Residential - Single Family

Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The setting is exceptional, stroll just minutes to the Red Lion Inn, cafes, shops, and the library; at the end of the street, pick up beloved local trails toward Laura's Tower for quick nature escapes. A manageable 6,970 sq ft lot keeps weekends free for play, gardening, or launching out to the Berkshires' cultural highlights: Tanglewood, Norman Rockwell Museum, Naumkeag, and more.


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LAMACCHIA REALTY, INC
$549,000
3 BD | 2 BA
Residential - Single Family

Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room--spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight conversations. A freshly updated kitchen shines with new life, a brand new roof brings lasting peace of mind, and a generous 2 car garage adds effortless ease. Just steps from the shimmering lake, this home feels like a gentle spell--welcoming, uplifting, and pure Berkshire magic.


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WILLIAM PITT SOTHEBY'S - SALISBURY
$550,000
4 BD | 3 BA
Residential - Single Family

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment--perfect for weekend visitors or a private home office. A complete package blending modern convenience with pastoral beauty and cultural access.


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NOCHER REALTY
$599,900
4 BD | 4 BA
Residential - Single Family

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with


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WILLIAM PITT SOTHEBY'S - LENOX
$600,000
3 BD | 4 BA
Residential - Single Family

Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$630,000
4 BD | 3 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!


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STONE HOUSE PROPERTIES, LLC
$670,000
4 BD | 4 BA
Residential - Single Family

Sprawling and estate-like, this expansive home is set on 2.4 private acres with a full acre of manicured grounds. Designed to appear as a ranch from the road, the home offers highly desirable one-level living with a renovated second floor for added flexibility.The dramatic living room features a striking Goshen stone fireplace wall and opens to a sunken conversation pit--an architectural showpiece ideal for entertaining. Two additional fireplaces warm the dining room and finished lower level, while a bright three season sunroom connects seamlessly to nature.Two generously sized first-floor primary bedrooms are connected by a spacious spa-like bath with radiant heated floors, large walk-in shower, and jet tub. This flexible layout


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HOUSATONIC REAL ESTATE
$695,000
3 BD | 3 BA
Residential - Single Family

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as extra space. Handicap accessibility


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$695,000
3 BD | 3 BA
Residential - Single Family

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy just minutes from downtown Williamstown and Williams College. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a kitchen pantry, a full bathroom with laundry, and a spacious finished great room in the basement.


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WILLIAM PITT SOTHEBY'S - LENOX
$699,000
3 BD | 2 BA
Residential - Single Family

Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views. Indulge in the ultimate relaxation experience with a soak in your wood-fired hot tub or a rejuvenating session in your outdoor sauna. Step inside and be captivated by the charming open floor plan. The chef's kitchen is a culinary enthusiast's dream, featuring a large island, elegant granite countertops, and a high-end Viking stove, perfect for entertaining guests or creating culinary masterpieces.


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ELYSE HARNEY REAL ESTATE
$775,000
3 BD | 3 BA
Residential - Single Family

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing and electric service, 4 auto car-bay doors, and a separate parking area. There are several possible uses for the property, including a business and/or accessory dwelling unit for possible rental income. The home itself is spacious and bright, combining period detail with updates. High ceilings, wonderful light, crown molding, soapstone counters, farmer's sink, cherry cabinets, & built in hutch.

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