Pittsfield, MA Homes for Sale with Garage

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  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

  31 Brunswick St, Pittsfield, MA 01201

  Welcome home to this beautifully maintained and thoughtfully cared-for residence, ideally situated on one of Southeast Pittsfield's most desirable dead-end streets. Offering exceptional curb appeal, mature landscaping, and a peaceful garden-like setting with a wonderfully private backyard, this charming home showcases quality craftsmanship, timeless character, and pride of ownership

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  31 Brunswick St, Pittsfield, MA 01201
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  /67

  $2,800,000

  • 8 Beds
  • 5.5 Baths
  • 6,761 Sq Ft

  497 Holmes Rd, Pittsfield, MA 01201

  A Landmark Berkshire Estate of Extraordinary Provenance, the Oliver Wendell Holmes summer cottage. Set on 15 private acres in the heart of the Berkshires, a rare American legacy estate commissioned in 1847 as the summer residence of renowned physician, poet, & author Oliver Wendell Holmes Sr. Two centuries later, this extraordinary property remains a testament to architectural elegance, literary

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  497 Holmes Rd, Pittsfield, MA 01201
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  /21

  $229,000

  • 4 Beds
  • 1 Bath
  • 1,404 Sq Ft

  62 Watson St, Pittsfield, MA 01201

  Need 4 bedrooms? Want a large yard? Enough parking spaces for all your 2 & 4 wheel vehicles.A garage to store outdoor equipment. This is house for you.Step into this 1900's colonial with 1400' sq ft on a large level corner lot. The first floor offer inviting kitchen; formal dining room; spacious living room, and convenient 1st floor laundry, large enough to add 1/2 bath. 2nd floor offers four

  Barbara DeMers NOCHER REALTY

  62 Watson St, Pittsfield, MA 01201
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  /38

  $284,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  68 Doreen St, Pittsfield, MA 01201

  Welcome home to 68 Doreen Street! This inviting 3-bedroom, 1-bath ranch offers comfortable one-level living in one of Pittsfield's most desirable neighborhoods. The spacious eat in kitchen features granite counter tops and stainless steel appliances and opens nicely into the living room. Step outside to discover a truly special private backyard, beautifully enclosed with a full fence and designed

  Doug Collins Lamacchia Realty, Inc. - Dalton

  68 Doreen St, Pittsfield, MA 01201
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  /29

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  20 Cromwell Ave, Pittsfield, MA 01201

  Charming Cape-style home offering comfort, character, and a convenient location! This tastefully decorated three-bedroom, one-bath home features inviting living spaces and a layout that is both functional and easy to enjoy. A one-car garage provides added convenience, while the private backyard creates a peaceful retreat for relaxing or entertaining. Step outside to the deck and patio area--an

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  20 Cromwell Ave, Pittsfield, MA 01201
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  /21

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  40 8th St, Pittsfield, MA 01201

  Tucked away at the end of a quiet dead-end street with zero through-traffic, this newer, expansive Colonial offers grand scale, total privacy, and an unbeatable location just 20 minutes from the New York border. It truly feels like your own hidden retreat, yet you are just minutes from the lake, a local dog park, shopping, and dining.The exterior boasts incredible curb appeal with its premium,

  Maxwell Lenihan Point House Real Estate LLC

  40 8th St, Pittsfield, MA 01201
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  /52

  $679,900

  • 4 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  16 Juliana Dr, Pittsfield, MA 01201

  Welcome to this spacious and beautifully renovated 4 bedroom home in desirable Southeast neighborhood. With 3 full bathrooms and 1 half bath, this home provides plenty of room for family and guests. The open floor plan creates an inviting flow between the generously sized living spaces, while the renovated interior offers a fresh, modern feel. The impressive primary suite features a walk-in

  Robin Moore 413 REAL ESTATE

  16 Juliana Dr, Pittsfield, MA 01201
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  /44

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,217 Sq Ft

  139 Mountain Dr, Pittsfield, MA 01201

  Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  139 Mountain Dr, Pittsfield, MA 01201
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  /21

  $339,900

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  1981 East St, Pittsfield, MA 01201

  MOVE IN READY! Charming 4-bedroom, 1½-bath Cape in Southeast Pittsfield, located in Williams Elementary School district! This well-maintained home features beautiful hardwood floors, natural gas heat, a first-floor bedroom and walk-in shower, abundant storage, and a partially finished basement ideal for a family room, home office, or home gym. Enjoy the rare bonus of an included rear lot,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1981 East St, Pittsfield, MA 01201
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  /47

  $609,900

  $65K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 4,832 Sq Ft

  1 Eaton Ln, Pittsfield, MA 01201

  Elegance Meets History on 1 Eaton Lane!Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Eaton Ln, Pittsfield, MA 01201
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  /55

  $599,900

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  1188 West St, Pittsfield, MA 01201

  Welcome home to this well-maintained 3-bedroom, 2.5-bath Cape offering 2,561 square feet of comfortable living space. The heart of the home is the kitchen and den area, featuring durable tile flooring and an open, inviting layout perfect for everyday living and entertaining. Sliding doors lead to a large screened porch overlooking the in-ground pool and beautifully sized backyard, creating an

  Robin Moore 413 REAL ESTATE

  1188 West St, Pittsfield, MA 01201
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  /43

  $699,000

  Open Sat 1PM - 2:30PM $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,159 Sq Ft

  208 Karen Dr, Pittsfield, MA 01201

  Charming open-concept Ranch includes a separate abutting building lot in the heart of the Berkshires on a quiet non-through street! This beautiful, move-in ready Ranch offers 1,959 sq ft of bright, inviting living space on the main level. Finished 1159 sq ft basement with full bath adds extra space, perfect for a game room, holiday gatherings. The dining area connects to a large kitchen with

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  208 Karen Dr, Pittsfield, MA 01201
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  /36

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  208 Dalton Division Rd, Pittsfield, MA 01201

  Easy living, smart updates, and the feeling that you can simply move in and enjoy. This one-level ranch delivers where it matters most with a new roof, new heating system, beautiful wood floors, updated cabinetry and gorgeous solid-stone countertops. An attached garage and screened room add to the everyday appeal, while the level, manageable backyard offers just the right amount of outdoor space

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  208 Dalton Division Rd, Pittsfield, MA 01201
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  /50

  $319,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  232 Dalton Ave, Pittsfield, MA 01201

  This Allendale Colonial is brimming with timeless charm, stunning original woodwork and spacious, inviting rooms. A well-appointed kitchen provides both function and style, while the generous layout offers comfortable living and entertaining spaces. Outside, enjoy a private deck and above-ground pool, plus a large detached garage offering exceptional storage, parking and workspace. Set on an

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  232 Dalton Ave, Pittsfield, MA 01201
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  /20

  $239,900

  $50K PRICE DROP

  • 8 Beds
  • 2 Baths
  • 2,016 Sq Ft

  42 John St, Pittsfield, MA 01201

  Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /62

  $625,000

  $25K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression.Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /21

  $239,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  21 Terrace Ave, Pittsfield, MA 01201

  Welcome to this cozy and well-maintained 2-bedroom, 1-bath Colonial, offering classic charm and a warm, inviting feel. A welcoming front porch, cute backyard, and meticulously landscaped grounds add to the home's wonderful curb appeal.Inside, the home has been lovingly cared for and is in very good condition, with a few cosmetic updates offering an opportunity to bring it into your preferred

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Terrace Ave, Pittsfield, MA 01201
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  /27

  $269,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,386 Sq Ft

  141 Dewey Ave, Pittsfield, MA 01201

  This 2 family flat is ready for it's new owner or someone looking for rental income. Both units have been remodeled with new kitchens, baths, flooring and fresh paint. Both units have enclosed porches. There is a large oversized commercial garage in the back that's perfect for storage, additional rental income. Easy walk up to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  141 Dewey Ave, Pittsfield, MA 01201
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  /59

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft

  24 Elmvale Place, Pittsfield, MA 01201

  OPEN HOUSE CANCELLED 9/19Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs features beautiful hardwood floors and a full first floor bathroom with washer and dryer. Upstairs are

  Patricia Molina CENTURY 21 NORTHEAST

  24 Elmvale Place, Pittsfield, MA 01201
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  $1,099,900

  $350K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  63 Blythewood Dr, Pittsfield, MA 01201

  Live, Love, & Play in Blythewood Estates priced favorable $250,000 less than assessed value for a quick sale to allow you enjoyment this beautiful Berkshire season. A private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills while creating lasting memories. This stunning 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  63 Blythewood Dr, Pittsfield, MA 01201
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  /30

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  124 Crane Ave, Dalton, MA 01226

  Built in 2021, this modern 2-story townhouse offers 1,260 sq. ft. of efficient, low-maintenance living on a quiet dead-end street. Featuring 2 bedrooms and 1.5 baths, this home combines contemporary comfort with peace of mind.The main level boasts a bright, functional layout along with a convenient half bath. Upstairs, you'll find two well-appointed bedrooms and a full bath. Stay

  Timothy Johnson NOCHER REALTY

  124 Crane Ave, Dalton, MA 01226

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