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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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LAMACCHIA REALTY, INC
$348,000
3 BD | 1 BA
Residential - Single Family

Move in ready! This is a 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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GELINAS REAL ESTATE
$349,900
3 BD | 3 BA
Residential - Single Family

Tucked away on a quiet street, this warm 3bed, 3bath home offers over 2,100 sq ft of comfortable living in one of Dalton's most desirable locations. The heart of the home is the spacious living room, with pegged oak floors, a picture window and a wood-burning fireplace. Connected by a slate stone foyer, the first floor offers a formal dining room, a bright kitchen with ample cabinets and a 1/2 bath. The primary bedroom features rich hardwood floors, two closets and a full bath. Two additional bedrooms upstairs with an additional FULL bath. Step out back to a large rear deck overlooking both side yards. The attached garage with an automated front door and an additional rear door for yard access. With its generous size and desirable location, this home offers incredible equity!


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LAMACCHIA REALTY, INC
$359,000
4 BD | 2 BA
Residential - Single Family

Experience effortless living in this beautifully maintained Dalton home. The main floor features a primary bedroom, second bedroom, full bath, and laundry--offering ideal single-level functionality. Upstairs, you'll find two more well-appointed bedrooms and another full bath, providing a flexible layout for guests or a home office.The lower level offers a versatile workspace or generous storage. Outside, the property is a true retreat on nearly half an acre with a large deck and a fully fenced yard. Exceptional storage abounds with a classic barn and a newer 12'x24' shed, perfect for gardening tools and seasonal equipment. This home perfectly balances interior comfort and outdoor utility in a serene setting.


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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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STEEPLEVIEW REALTY - N. ADAMS
$379,000
4 BD | 2 BA
Residential - Single Family

Spacious 4-bedroom, 2 bath Cape with updated kitchen and the convenience of a 1st floor primary and full bath! First floor offers large living room with hardwood floors and front bay window. Kitchen/dining was just fully renovated with Dekton high performance countertops, new GE Stainless Steel appliances and refaced cabinets. On the second floor you will find two grand-sized bedrooms and an additional full bath. Plenty of room in the basement for recreational space and workshop, with laundry room and a one-car garage! Close to shopping, dining, trails, theatre, MASS MoCA, Williams College and all the amenities of the Berkshires and beyond! All representations are from the seller or public source; broker has not verified same. It is recommended buyer independently verify all information


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BARB HASSAN REALTY, INC
$379,900
2 BD | 1 BA
Residential - Single Family

Wonderful location with distant views of Mt. Greylock come with this lovely ranch-style home set on 0.85 acres. The open-concept living, dining, and kitchen area features a beautiful stone fireplace that accents the newly carpeted living room. The home offers abundant cabinet and storage space throughout.The bedrooms also feature new carpeting and ample closet space. Enjoy scenic farmland views from the rear deck overlooking a spacious, sprawling yard. Additional highlights include central air and a two-car attached garage, plus extra storage space at the rear of the garage. There is also a full unfinished basement space with laundry facilities. Ideally located in a peaceful country setting, yet just minutes from downtown. Come see this charming home for yourself!


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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
$445,000
3 BD | 1 BA
Residential - Single Family

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.


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WILLIAM PITT SOTHEBY'S - LENOX
$449,000
3 BD | 3 BA
Residential - Single Family

Set along the highly sought-after Parkways in Southeast Pittsfield, this classic center hall offers the perfect blend of timeless character and thoughtful modern updates. Bathed in natural light, the home enjoys peekaboo views of Bousquet Mountain and a beautifully landscaped setting that changes with the seasons.The main level features a spacious front-to-back living room anchored by a wood-burning fireplace, with those mountain glimpses and views of the private backyard. Just beyond, a four-season sunroom creates an easy extension of living space, with direct access to the outdoors and a partially covered pergola--ideal for relaxing or entertaining. On the opposite side of the home, a formal dining room flows into the updated kitchen, finished with quartz countertops and large pantry


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LAMACCHIA REALTY, INC
$459,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to sought-after Walden Village, where comfort and ease of living meet. This 3 bed, 2.5 bath unit is freshly painted and move-in ready. Gleaming hardwood floors enhance the main level, featuring a well-appointed kitchen w/ pantry and a desirable first-floor primary suite w/ full bath. Upstairs offers premium carpeting, two additional bedrooms, a full bath, and a versatile loft or home office. The unfinished lower level provides abundant storage or future expansion potential. Enjoy a rare screened porch, a one-car garage, and access to on-site pool and tennis. Perfect for low-maintenance living in a coveted community. Nearby Pontoosuc Lake is easily accessible by foot, bike, or car, and offers an enhanced lakefront park, picnic areas and a public boat launch. Ski, golf, dine nearby!


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WILLIAM RAVEIS - BERKSHIRE
$459,000
3 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 additional 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
$579,900
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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