17,565

Pittsfield, MA Homes

Section Image
    • /40

      Est $622,948

      Not Listed For Sale

      51 Holmes Rd, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 3,145 Sq Ft
      • Built 1880
      51 Holmes Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 7 Days On Market

  • /6

    $40,000

    • Land
    • 1.06 Acres
    • $37,736 per Acre

    Lot 42 Old Farm Ln, Pittsfield, MA 01201

    This is the lot you've been looking for! Over one acre in the wonderful Woodmonte Estates community. Located in West Pittsfield, you'll have easy access to all of the natural and cultural activities that the Berkshires has to offer. Get started on your dream home today!

    Josh Conant COHEN & WHITE ASSOCIATES

    Lot 42 Old Farm Ln, Pittsfield, MA 01201
  • /37

    $500,000

    Sold Aug 06, 2025

    92 Leroi Dr, Pittsfield, MA 01201

    • 4 Beds
    • 2.5 Baths
    • 2,102 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 34 Days On Market

    Current Estimated Value $516,485

    Last Listing Agent Andrew Manns Lamacchia Realty, Inc. - Dalton

    92 Leroi Dr, Pittsfield, MA 01201
    • /39

      Est $287,066

      Not Listed For Sale

      433 Lebanon Ave, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1950
      433 Lebanon Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 6 Days On Market

  • /40

    $250,000

    Open Mon 4PM - 6PM
    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    35 Dexter St, Pittsfield, MA 01201

    Gorgeous,Cute,Adorable, All three describe this 2 bedroom 1 bath southeast cape. Located on a quiet street this home offers a big private yard and a 2 car garage. The sunroom has new windows and the washer dryer are newer and staying with the house. Gleaming hardwood floors, fireplace and too many other amenities to mention. Come see iit!!!

    James Gelinas GELINAS REAL ESTATE

    35 Dexter St, Pittsfield, MA 01201
  • /22

    $329,850

    Sold Oct 01, 2025

    104 Quirico Dr, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft
    • Built 1963

    Last Sold Summary

    • $259/SF
    • 8 Days On Market

    Current Estimated Value $349,971

    Last Listing Agent Mark Harris SIGNATURE ASSOCIATES

    104 Quirico Dr, Pittsfield, MA 01201
    • /35

      Est $270,794

      Not Listed For Sale

      171 Connecticut Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1950
      171 Connecticut Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 41 Days On Market

  • /58

    $1,999,000

    $251K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,091 Sq Ft

    122 Blythewood Dr, Pittsfield, MA 01201

    Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires. Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    122 Blythewood Dr, Pittsfield, MA 01201
  • /28

    $355,000

    Sold Jun 18, 2026

    42 Bryant St, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $158/SF
    • 84 Days On Market

    Current Estimated Value $374,883

    Last Listing Agent Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

    42 Bryant St, Pittsfield, MA 01201
    • /2

      Est $270,496

      Not Listed For Sale

      88 Taylor St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,638 Sq Ft
      • Built 1951
      88 Taylor St, Pittsfield, MA 01201

      Last Sold Summary

      • 108 Days On Market

  • /15

    $49,500

    • Land
    • 10,890 Sq Ft
    • $198,000 per Acre

    0 Parker St, Pittsfield, MA 01201

    Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Parker St, Pittsfield, MA 01201
  • /14

    $135,000

    Sold May 29, 2026

    116 High St, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,326 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $102/SF
    • 6 Days On Market

    Current Estimated Value $267,682

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    116 High St, Pittsfield, MA 01201
    • /68

      Est $601,364

      Not Listed For Sale

      38 Shetland Dr, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 2,624 Sq Ft
      • Built 1973
      38 Shetland Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 21 Days On Market

  • /16

    $2,500

    • 3 Beds
    • 1 Bath

    144 Parkside Ave, Pittsfield, MA 01201

    Completely Renovated First-Floor Apartment in Little Italy Area of Pittsfield Be the first to enjoy this beautifully renovated first-floor apartment located in Pittsfield's desirable Little Italy neighborhood. This spacious unit has been completely updated with brand-new finishes throughout. Features include: 3 spacious bedrooms (one perfect for a home office or guest room)Brand-new luxury

    Erin Vincent BISHOP WEST REAL ESTATE

    144 Parkside Ave, Pittsfield, MA 01201
  • /37

    $365,000

    Sold Jul 23, 2025

    303 Springside Ave, Pittsfield, MA 01201

    • 5 Beds
    • 6 Baths
    • 2,912 Sq Ft
    • Built 1924

    Last Sold Summary

    • 1% Below List Price
    • $125/SF
    • 6 Days On Market

    Current Estimated Value $361,075

    Last Listing Agent James Gelinas GELINAS REAL ESTATE

    303 Springside Ave, Pittsfield, MA 01201
    • /35

      Est $526,382

      Not Listed For Sale

      44 Walden Ln, Pittsfield, MA 01201

      • 3 Beds
      • 3.5 Baths
      • 2,324 Sq Ft
      • Built 1998
      44 Walden Ln, Pittsfield, MA 01201

      Last Sold Summary

      • 10 Days On Market

  • /30

    $329,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    8 Mohegan St, Pittsfield, MA 01201

    This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully fenced yard, the property offers plenty of room to relax, garden, entertain, or play, along with a welcoming 3 season enclosed porch perfect for enjoying quiet mornings or summer evenings. Inside, the living and dining rooms feature beautifully refinished

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    8 Mohegan St, Pittsfield, MA 01201
  • /61

    $350,000

    Sold Apr 02, 2026

    25 Calumet St, Pittsfield, MA 01201

    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 93 Days On Market

    Current Estimated Value $356,119

    Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    25 Calumet St, Pittsfield, MA 01201
    • /31

      Est $186,935

      Not Listed For Sale

      33 Maplewood Ave Unit 202, Pittsfield, MA 01201

      • 1 Bed
      • 1 Bath
      • 918 Sq Ft
      • Built 1847
      33 Maplewood Ave Unit 202, Pittsfield, MA 01201

      Last Sold Summary

      • 41 Days On Market

  • /35

    $254,900

    $15K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,360 Sq Ft

    85 Edward Ave, Pittsfield, MA 01201

    This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers

    Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

    85 Edward Ave, Pittsfield, MA 01201
  • /20

    $265,000

    Sold Sep 04, 2025

    39 Pomeroy Ave, Pittsfield, MA 01201

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft
    • Built 1850

    Last Sold Summary

    • 1% Below List Price
    • $108/SF
    • 37 Days On Market

    Current Estimated Value $273,032

    Last Listing Agent THE KAHN TEAM BISHOP WEST REAL ESTATE

    39 Pomeroy Ave, Pittsfield, MA 01201
    • /49

      Est $635,895

      Not Listed For Sale

      10 Pinto Dr, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 3,198 Sq Ft
      • Built 1966
      10 Pinto Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 22 Days On Market

  • /35

    $319,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    208 Jason St, Pittsfield, MA 01201

    Welcome to 208 Jason Street in Pittsfield! This home is a 2 bedroom, 1 bath home that has been recently renovated and move in ready. The 1st floor offers a recently renovated eat in kitchen complete with SS appliances, a full bath, large dining area, spacious living room and a 1st floor bedroom. The upstairs level is a large bedroom with a huge walk-in closet and separate mini split for heat

    Doug Collins Lamacchia Realty, Inc. - Dalton

    208 Jason St, Pittsfield, MA 01201
  • /35

    $689,000

    Sold Sep 16, 2025

    292 Shore Rd, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 804 Sq Ft
    • Built 1964

    Last Sold Summary

    • $857/SF
    • 3 Days On Market

    Current Estimated Value $657,884

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

    292 Shore Rd, Pittsfield, MA 01201
    • /25

      Est $198,111

      Not Listed For Sale

      275 Francis Ave, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,483 Sq Ft
      • Built 1910
      275 Francis Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 25 Days On Market

  • /44

    $199,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    153 Dewey Ave, Pittsfield, MA 01201

    Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

    Cindy Carrigan Lamacchia Realty, Inc. - Dalton

    153 Dewey Ave, Pittsfield, MA 01201
  • /13

    $235,000

    Sold Aug 14, 2025

    5 Stevens St, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 805 Sq Ft
    • Built 1925

    Last Sold Summary

    • 4% Above List Price
    • $292/SF
    • 5 Days On Market

    Current Estimated Value $241,621

    Last Listing Agent James Gelinas GELINAS REAL ESTATE

    5 Stevens St, Pittsfield, MA 01201
    • /16

      Est $235,890

      Not Listed For Sale

      15 Francis Ave, Pittsfield, MA 01201

      • 5 Beds
      • 2 Baths
      • 2,320 Sq Ft
      • Built 1880
      15 Francis Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 324 Days On Market

  • /20

    $424,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    555 Williams St, Pittsfield, MA 01201

    Welcome home to this beautifully maintained, ADA-compliant 3-bedroom, 1.5-bathroom ranch-style home, offering the perfect blend of comfort, accessibility, and modern efficiency.From the moment you arrive, you'll love the excellent curb appeal, featuring durable vinyl siding, updated vinyl windows, and a solar system to curb electric costs.Inside, the home boasts a wonderful, flowing floor

    Jason Nocher NOCHER REALTY

    555 Williams St, Pittsfield, MA 01201
  • /29

    $138,000

    Sold Dec 02, 2025

    245 Onota St, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1910

    Last Sold Summary

    • 27% Below List Price
    • $131/SF
    • 69 Days On Market

    Current Estimated Value $151,496

    Last Listing Agent Robin Moore 413 REAL ESTATE

    245 Onota St, Pittsfield, MA 01201
    • /31

      Est $265,104

      Not Listed For Sale

      716 Dalton Division Rd, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 1,049 Sq Ft
      • Built 1940
      716 Dalton Division Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 5 Days On Market

  • /37

    $189,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft

    147 Dewey Ave, Pittsfield, MA 01201

    Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest

    Cindy Carrigan Lamacchia Realty, Inc. - Dalton

    147 Dewey Ave, Pittsfield, MA 01201
  • /43

    $352,000

    Sold Oct 07, 2025

    76 Alfred Dr, Pittsfield, MA 01201

    • 4 Beds
    • 3 Baths
    • 1,428 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $246/SF
    • 4 Days On Market

    Current Estimated Value $361,635

    Last Listing Agent Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    76 Alfred Dr, Pittsfield, MA 01201
    • /6

      Est $281,490

      Not Listed For Sale

      31 Bossidy Dr, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,410 Sq Ft
      • Built 1972
      31 Bossidy Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 21 Days On Market

  • /34

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft

    595 Lakeway Dr, Pittsfield, MA 01201

    Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    595 Lakeway Dr, Pittsfield, MA 01201
  • /45

    $330,000

    Sold Jun 05, 2026

    57 Donna Ave, Pittsfield, MA 01201

    • 4 Beds
    • 3 Baths
    • 1,668 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $198/SF
    • 4 Days On Market

    Current Estimated Value $321,968

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

    57 Donna Ave, Pittsfield, MA 01201
    • /41

      Est $419,973

      Not Listed For Sale

      159 Balance Rock Rd, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 2,064 Sq Ft
      • Built 1965
      159 Balance Rock Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 80 Days On Market

  • /35

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    15 Lillian St, Pittsfield, MA 01201

    Welcome home to this sweet split-level in desirable Southeast Pittsfield neighborhood. Offering 3 bedrooms and 1.5 baths, this well-maintained home features a spacious, well-appointed kitchen with granite countertops, abundant cabinetry, and great functionality for everyday living. Cozy up by the wood-burning fireplace or unwind in the inviting four-season room overlooking the deck and backyard.

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    15 Lillian St, Pittsfield, MA 01201
  • /38

    $400,000

    Sold Jun 17, 2026

    25 Taylor St, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft
    • Built 1935

    Last Sold Summary

    • 1% Above List Price
    • $230/SF
    • 3 Days On Market

    Current Estimated Value $339,860

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    25 Taylor St, Pittsfield, MA 01201
    • /37

      Est $350,136

      Not Listed For Sale

      44 Pinehurst Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,683 Sq Ft
      • Built 1910
      44 Pinehurst Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

Showing Results 481 - 520, Page 13 of 18

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