17,392

Pittsfield, MA Homes

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  • /20

    $185,000

    • 2 Beds
    • 1.5 Baths
    • 1,506 Sq Ft

    7 Lincoln St, Pittsfield, MA 01201

    *Accepting Back Up Offers* ''The Castle'' on Lincoln! Distinctive architecture and generous living spaces give this home incredible potential. The striking stone exterior, curved bay windows, second-floor balcony, hardwood floors, and vintage details create character that's hard to find. The spacious interior offers a flexible layout with an open connection between the living, dining, and kitchen

    Jonathan Vella Lamacchia Realty, Inc. - Dalton

    7 Lincoln St, Pittsfield, MA 01201
  • /32

    $272,000

    Sold Sep 05, 2025

    32 Kensington Ave, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,515 Sq Ft
    • Built 1940

    Last Sold Summary

    • 9% Above List Price
    • $180/SF
    • 4 Days On Market

    Current Estimated Value $278,621

    Last Listing Agent Marc Bellora Lamacchia Realty, Inc. - Dalton

    32 Kensington Ave, Pittsfield, MA 01201
    • /41

      Est $313,472

      Not Listed For Sale

      55 Orlando Ave, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,319 Sq Ft
      • Built 1930
      55 Orlando Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Tanya LeRose THE KINDERHOOK GROUP

  • /21

    $339,900

    Open Sat 10AM - 12PM
    • 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
  • /47

    $250,000

    Sold Oct 03, 2025

    1 Hall Place, Pittsfield, MA 01201

    • 6 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 1900

    Last Sold Summary

    • $94/SF
    • 3 Days On Market

    Current Estimated Value $266,511

    Last Listing Agent Patricia Molina CENTURY 21 NORTHEAST

    1 Hall Place, Pittsfield, MA 01201
    • /33

      Est $292,110

      Not Listed For Sale

      78 Winship Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,548 Sq Ft
      • Built 1927
      78 Winship Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Samar Moushabeck WILLIAM RAVEIS REAL ESTATE

  • /28

    $207,000

    $22K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 902 Sq Ft

    1 Colt Rd Unit 1, Pittsfield, MA 01201

    Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space,

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    1 Colt Rd Unit 1, Pittsfield, MA 01201
  • /40

    $380,000

    Sold Dec 05, 2025

    40 Sampson Pkwy, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft
    • Built 1947

    Last Sold Summary

    • 5% Below List Price
    • $123/SF
    • 47 Days On Market

    Current Estimated Value $417,176

    Last Listing Agent Brenda Bourne Pleasant Bay Realty

    40 Sampson Pkwy, Pittsfield, MA 01201
    • /62

      Est $880,069

      Not Listed For Sale

      1746 Cascade St, Pittsfield, MA 01201

      • 3 Beds
      • 4 Baths
      • 3,217 Sq Ft
      • Built 2003
      1746 Cascade St, Pittsfield, MA 01201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Brandon White COHEN & WHITE ASSOCIATES

  • /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
  • /2

    $221,000

    Sold Dec 23, 2025

    48 W Union St, Pittsfield, MA 01201

    • 8 Beds
    • 2 Baths
    • 2,568 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $86/SF
    • 3 Days On Market

    Current Estimated Value $228,858

    Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    48 W Union St, Pittsfield, MA 01201
    • /15

      Est $258,847

      Not Listed For Sale

      69 Richmond Ave, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,576 Sq Ft
      • Built 1900
      69 Richmond Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 188 Days On Market

      Last Listing Agent Jennifer Maxwell Lamacchia Realty, Inc. - Dalton

  • /39

    $399,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    747 Pecks Rd, Pittsfield, MA 01201

    Beautiful newly remodeled 3-bedroom Cape. Nothing to do but move right into this home. New roof, new siding, new windows, gutters, all exterior and interior doors. Updated kitchen with new appliances, new driveway with bluestone front steps, electric car charger in heated garage, large family room in basement and so much more. OPEN HOUSE SATURDAY 8/1 10:00AM-11:30am

    Toni Marie Gage SIGNATURE ASSOCIATES

    747 Pecks Rd, Pittsfield, MA 01201
  • /33

    $369,800

    Sold Aug 14, 2026

    39 Bartlett Ave, Pittsfield, MA 01201

    • 5 Beds
    • 4 Baths
    • 3,727 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $99/SF
    • 42 Days On Market

    Current Estimated Value $364,702

    Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc. - Dalton

    39 Bartlett Ave, Pittsfield, MA 01201
    • /49

      Est $750,230

      Not Listed For Sale

      6 Lori Ct, Pittsfield, MA 01201

      • 5 Beds
      • 3 Baths
      • 4,275 Sq Ft
      • Built 1983
      6 Lori Ct, Pittsfield, MA 01201

      Last Sold Summary

      • 130 Days On Market

      Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  • /3

    $898,000

    • Land
    • 12.84 Acres
    • $69,938 per Acre

    21 Dan Fox Dr, Pittsfield, MA 01201

    12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    21 Dan Fox Dr, Pittsfield, MA 01201
  • /39

    $260,000

    Sold Nov 07, 2025

    11 Oriole St, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Below List Price
    • $200/SF
    • 78 Days On Market

    Current Estimated Value $271,227

    Last Listing Agent Robin Moore 413 REAL ESTATE

    11 Oriole St, Pittsfield, MA 01201
    • /17

      Est $301,715

      Not Listed For Sale

      50 Lake St, Pittsfield, MA 01201

      • 6 Beds
      • 2 Baths
      • 2,288 Sq Ft
      • Built 1880
      50 Lake St, Pittsfield, MA 01201

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  • /47

    $674,900

    • 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
  • /45

    $355,000

    Sold Jul 21, 2026

    78 Harvard St, Pittsfield, MA 01201

    • 6 Beds
    • 2 Baths
    • 2,592 Sq Ft
    • Built 1925

    Last Sold Summary

    • 8% Above List Price
    • $137/SF
    • 3 Days On Market

    Current Estimated Value $317,605

    Last Listing Agent Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    78 Harvard St, Pittsfield, MA 01201

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