Colonial Homes for Sale in Pittsfield, MA

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  $430,000

  $39K PRICE DROP

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

  81 Northumberland Rd, Pittsfield, MA 01201

  Move in ready! New roof and gutters in 2026, maintains original details but has been thoroughly updated. Located on a quiet, tree lined street, 81 Northumberland offers the kind of lifestyle one dreams about. Imagine walking your children to the nearby elementary school, stopping in for fresh pastries at the local bakery, grabbing a coffee on the way home, or enjoying an evening stroll through

  Tanya LeRose THE KINDERHOOK GROUP

  81 Northumberland Rd, Pittsfield, MA 01201
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  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels Ave, Pittsfield, MA 01201
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  /95

  $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. 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 heritage, & timeless craftsmanship. The

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  497 Holmes Rd, Pittsfield, MA 01201
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  /51

  $445,000

  • 6 Beds
  • 4 Baths
  • 3,087 Sq Ft

  319 Fenn St, Pittsfield, MA 01201

  Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  319 Fenn St, Pittsfield, MA 01201
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  $479,000

  $16K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  70 Rockland Dr, Pittsfield, MA 01201

  Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable

  Darcy Reid MOCKINGBIRD REAL ESTATE

  70 Rockland Dr, Pittsfield, MA 01201
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  /21

  $164,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  44 Pecks Rd, Pittsfield, MA 01201

  Sweet & Petite Cozy ColonialCentrally located and easily accessible, this charming 2-bedroom, 1-bathroom Colonial is ready to welcome its next owner. Enjoy peace of mind for years to come with recent improvements, including a new roof (2023), new boiler (2024), and an updated electrical panel (2024). Inside, you'll find a freshly painted interior and a refreshed bathroom (2024). Looking for a

  Maureen Kirby NOCHER REALTY

  44 Pecks Rd, Pittsfield, MA 01201
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  $464,900

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /5

  $235,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /21

  $79,900

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  79 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits! A mature apple tree greets you at the entrance, setting the tone for this spacious older home full of untapped potential. The property offers generous living space with room to reimagine the layout to suit your vision. Set on an approximate quarter acre lot, the yard provides plenty of room to garden, expand, or simply enjoy some outdoor space of your own. This home requires

  Renee Lander BISHOP WEST REAL ESTATE

  79 Dewey Ave, Pittsfield, MA 01201
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  /2

  $674,900

  Coming Soon

  • 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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  /31

  $349,000

  • 6 Beds
  • 2 Baths
  • 2,432 Sq Ft

  82 Parkside Ave, Pittsfield, MA 01201

  Enjoy this two-family flat home in the heart of Pittsfield. Featuring two spacious units, this property offers an excellent opportunity for both owner-occupants and investors alike. Enjoy efficient natural gas heating systems, updated gas hot water heaters and an enclosed front porch. Inside, you'll find functional floor plans filled with natural light. Step outside to enjoy a flat backyard

  Darcy Reid MOCKINGBIRD REAL ESTATE

  82 Parkside Ave, Pittsfield, MA 01201
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  $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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  /18

  $249,900

  $10K PRICE INCREASE

  • 6 Beds
  • 2 Baths
  • 1,928 Sq Ft

  17 Wallace Place, Pittsfield, MA 01201

  Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  17 Wallace Place, Pittsfield, MA 01201
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  /50

  $1,290,000

  • 5 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  233 Narragansett Ave, Lanesborough, MA 01237

  Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional privacy create the perfect year-round retreat. Nestled in the heart of the Berkshires, this beautifully remodeled home blends luxury, comfort, and thoughtful design, ideal for both everyday living and entertaining by the lake. Filled with natural

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  233 Narragansett Ave, Lanesborough, MA 01237

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