17,507

Pittsfield, MA Homes

Section Image
    • 38 Birch Grove Dr, Pittsfield, MA 01201
      38 Birch Grove Dr, Pittsfield, MA 01201
      38 Birch Grove Dr, Pittsfield, MA 01201
      /45

      Est $353,697 Not Listed For Sale

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

      38 Birch Grove Dr, Pittsfield, MA 01201

      38 Birch Grove Dr, Pittsfield, MA 01201
  • 96 Broadview Terrace, Pittsfield, MA 01201
    96 Broadview Terrace, Pittsfield, MA 01201
    96 Broadview Terrace, Pittsfield, MA 01201
    /43

    $269,900 Pending

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft

    96 Broadview Terrace, Pittsfield, MA 01201

    Welcome to this absolutely adorable bungalow that promises to surprise you! As you step inside you will be amazed at the spacious updated kitchen with stainless steel appliances, tons of storage & counter space, PLUS a large center island perfect for entertaining. Enjoy a fully updated bathroom, a very spacious over-sized living room, 2 bright & sunny bedrooms, an office/den bonus space and wood

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    96 Broadview Terrace, Pittsfield, MA 01201
  • 39 Lexington Pkwy, Pittsfield, MA 01201
    39 Lexington Pkwy, Pittsfield, MA 01201
    39 Lexington Pkwy, Pittsfield, MA 01201
    /51

    $545,000 Sold Feb 06, 2026

    39 Lexington Pkwy, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 2,574 Sq Ft
    • Built 1932

    Last Sold Summary

    • 6% Below List Price
    • $212/SF
    • 116 Days On Market

    Last Listing Agent Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    39 Lexington Pkwy, Pittsfield, MA 01201
    • 12 Pond St, Pittsfield, MA 01201
      12 Pond St, Pittsfield, MA 01201
      12 Pond St, Pittsfield, MA 01201
      /17

      Est $219,137 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,831 Sq Ft

      12 Pond St, Pittsfield, MA 01201

      12 Pond St, Pittsfield, MA 01201
  • 0 Stanley Ave, Pittsfield, MA 01201
    0 Stanley Ave, Pittsfield, MA 01201
    0 Stanley Ave, Pittsfield, MA 01201
    /5

    $12,000

    • Land
    • 0.12 Acre
    • $100,000 per Acre

    0 Stanley Ave, Pittsfield, MA 01201

    Potentially buildable lot. Can be purchased with 21 Ensign Ave or individually. Buyer to verify all information and use.

    Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    0 Stanley Ave, Pittsfield, MA 01201
  • 22 Kathy Way, Pittsfield, MA 01201
    22 Kathy Way, Pittsfield, MA 01201
    22 Kathy Way, Pittsfield, MA 01201
    /50

    $660,000 Sold Jul 01, 2025

    22 Kathy Way, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 3,020 Sq Ft
    • Built 2018

    Last Sold Summary

    • $219/SF
    • 3 Days On Market

    Current Estimated Value $670,602

    Last Listing Agent Cindy Carrigan LAMACCHIA REALTY, INC

    22 Kathy Way, Pittsfield, MA 01201
    • 37 Elaine Dr, Pittsfield, MA 01201
      37 Elaine Dr, Pittsfield, MA 01201
      37 Elaine Dr, Pittsfield, MA 01201
      /30

      Est $322,182 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      37 Elaine Dr, Pittsfield, MA 01201

      37 Elaine Dr, Pittsfield, MA 01201
  • 0 Jones Ave, Pittsfield, MA 01201
    0 Jones Ave, Pittsfield, MA 01201
    0 Jones Ave, Pittsfield, MA 01201
    /3

    $35,000

    • Land
    • 0.29 Acre
    • $121,948 per Acre

    0 Jones Ave, Pittsfield, MA 01201

    Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

    Erin Vincent BISHOP WEST REAL ESTATE

    0 Jones Ave, Pittsfield, MA 01201
  • 87 Maryland Ave, Pittsfield, MA 01201
    87 Maryland Ave, Pittsfield, MA 01201
    87 Maryland Ave, Pittsfield, MA 01201
    /25

    $242,500 Sold Jan 16, 2026

    87 Maryland Ave, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,014 Sq Ft
    • Built 1942

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 12 Days On Market

    Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

    87 Maryland Ave, Pittsfield, MA 01201
    • 50 Longview Terrace, Pittsfield, MA 01201
      50 Longview Terrace, Pittsfield, MA 01201
      50 Longview Terrace, Pittsfield, MA 01201
      /39

      Est $453,604 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,107 Sq Ft

      50 Longview Terrace, Pittsfield, MA 01201

      50 Longview Terrace, Pittsfield, MA 01201
  • 25 Leroi Dr, Pittsfield, MA 01201
    25 Leroi Dr, Pittsfield, MA 01201
    25 Leroi Dr, Pittsfield, MA 01201
    /51

    $480,000

    • 4 Beds
    • 4 Baths
    • 2,412 Sq Ft

    25 Leroi Dr, Pittsfield, MA 01201

    Mid-Century Classic with Timeless Appeal: Split-Level RanchStep back in time to the golden era of design with this beautifully preserved 1963 Split-Level Ranch. A true mid-century classic with a lot of character. It's ready for modern-day love and personal touches. This home perfectly blends the clean lines of the Ranch style with the functional, multi-level living of a split-level, offering

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    25 Leroi Dr, Pittsfield, MA 01201
  • 288 Bradford St, Pittsfield, MA 01201
    288 Bradford St, Pittsfield, MA 01201
    288 Bradford St, Pittsfield, MA 01201
    /26

    $319,000 Sold Nov 21, 2025

    288 Bradford St, Pittsfield, MA 01201

    • 7 Beds
    • 4 Baths
    • 2,848 Sq Ft
    • Built 1880

    Last Sold Summary

    • 5% Below List Price
    • $112/SF
    • 7 Days On Market

    Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

    288 Bradford St, Pittsfield, MA 01201
    • 51 Holmes Rd, Pittsfield, MA 01201
      51 Holmes Rd, Pittsfield, MA 01201
      51 Holmes Rd, Pittsfield, MA 01201
      /40

      Est $704,299 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,145 Sq Ft

      51 Holmes Rd, Pittsfield, MA 01201

      51 Holmes Rd, Pittsfield, MA 01201
  • 13 Goodrich St, Pittsfield, MA 01201
    13 Goodrich St, Pittsfield, MA 01201
    13 Goodrich St, Pittsfield, MA 01201
    /8

    $249,900

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

    13 Goodrich St, Pittsfield, MA 01201

    2 family with brand new gas on demand heat baseboard on first floor

    Scott Higuera 413 REAL ESTATE

    13 Goodrich St, Pittsfield, MA 01201
  • 3 Caroline St, Pittsfield, MA 01201
    3 Caroline St, Pittsfield, MA 01201
    3 Caroline St, Pittsfield, MA 01201
    /35

    $378,000 Sold May 30, 2025

    3 Caroline St, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $291/SF
    • 18 Days On Market

    Current Estimated Value $375,596

    Last Listing Agent Laura Arseneau PAULA MCLEAN REALTORS INC.

    3 Caroline St, Pittsfield, MA 01201
    • 433 Lebanon Ave, Pittsfield, MA 01201
      433 Lebanon Ave, Pittsfield, MA 01201
      433 Lebanon Ave, Pittsfield, MA 01201
      /39

      Est $296,175 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      433 Lebanon Ave, Pittsfield, MA 01201

      433 Lebanon Ave, Pittsfield, MA 01201
  • Lot 43 Westbrook Terrace, Pittsfield, MA 01201
    Lot 43 Westbrook Terrace, Pittsfield, MA 01201
    Lot 43 Westbrook Terrace, Pittsfield, MA 01201
    /13

    $50,000

    • Land
    • 1 Acre
    • $50,000 per Acre

    Lot 43 Westbrook Terrace, Pittsfield, MA 01201

    Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place, including sidewalks, sewer and underground electric, your vision can take shape with ease.A second-story design would

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    Lot 43 Westbrook Terrace, Pittsfield, MA 01201
  • 245 Cheshire Rd Unit 14, Pittsfield, MA 01201
    245 Cheshire Rd Unit 14, Pittsfield, MA 01201
    245 Cheshire Rd Unit 14, Pittsfield, MA 01201
    /3

    $70,000 Sold Mar 31, 2025

    245 Cheshire Rd Unit 14, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,416 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Above List Price
    • $49/SF
    • 13 Days On Market

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    245 Cheshire Rd Unit 14, Pittsfield, MA 01201
    • 171 Connecticut Ave, Pittsfield, MA 01201
      171 Connecticut Ave, Pittsfield, MA 01201
      171 Connecticut Ave, Pittsfield, MA 01201
      /35

      Est $275,431 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      171 Connecticut Ave, Pittsfield, MA 01201

      171 Connecticut Ave, Pittsfield, MA 01201
  • 1 Lakewood Dr, Pittsfield, MA 01201
    1 Lakewood Dr, Pittsfield, MA 01201
    1 Lakewood Dr, Pittsfield, MA 01201
    /17

    $129,000

    • 3 Beds
    • 2 Baths
    • 720 Sq Ft

    1 Lakewood Dr, Pittsfield, MA 01201

    Start the new year off right with this newly remodeled 3 bedroom 1 and 3/4 bath home. Large living room with vaulted ceilings, large open eat in kitchen, with laundry conveniently located off the kitchen. Primary bedroom has a newly remodeled 3/4 bath. There is an added utility room with closets and built ins for added storage. Shed on property.

    Janet Benoit MOCKINGBIRD REAL ESTATE

    1 Lakewood Dr, Pittsfield, MA 01201
  • 64 Brooks Ave, Pittsfield, MA 01201
    64 Brooks Ave, Pittsfield, MA 01201
    64 Brooks Ave, Pittsfield, MA 01201
    /49

    $274,900 Sold Jan 02, 2026

    64 Brooks Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft
    • Built 1920

    Last Sold Summary

    • $222/SF
    • 26 Days On Market

    Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

    64 Brooks Ave, Pittsfield, MA 01201
    • 5 Ring St, Pittsfield, MA 01201
      5 Ring St, Pittsfield, MA 01201
      5 Ring St, Pittsfield, MA 01201
      /23

      Est $317,804 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,911 Sq Ft

      5 Ring St, Pittsfield, MA 01201

      5 Ring St, Pittsfield, MA 01201
  • 91 Dalton Ave, Pittsfield, MA 01201
    91 Dalton Ave, Pittsfield, MA 01201
    91 Dalton Ave, Pittsfield, MA 01201
    /50

    $374,900 Under Contract

    • 6 Beds
    • 3 Baths
    • 3,276 Sq Ft

    91 Dalton Ave, Pittsfield, MA 01201

    Welcome to 91 Dalton Ave, a charming three-family home in the heart of Pittsfield, MA. This well-maintained property features three spacious apartments, each with two cozy bedrooms, perfect for families or professionals. Enjoy the convenience of a central location, with easy access to local shops, restaurants, and parks. Each unit offers comfortable living spaces, ample natural light, and

    Doug Collins LAMACCHIA REALTY, INC

    91 Dalton Ave, Pittsfield, MA 01201
  • 12 Boison St, Pittsfield, MA 01201
    12 Boison St, Pittsfield, MA 01201
    12 Boison St, Pittsfield, MA 01201
    /30

    $265,000 Sold Aug 05, 2025

    12 Boison St, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,498 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $177/SF
    • 18 Days On Market

    Current Estimated Value $268,012

    Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

    12 Boison St, Pittsfield, MA 01201
    • 88 Taylor St, Pittsfield, MA 01201
      88 Taylor St, Pittsfield, MA 01201
      /2

      Est $293,817 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,638 Sq Ft

      88 Taylor St, Pittsfield, MA 01201

      88 Taylor St, Pittsfield, MA 01201
  • 41 Highland Ave, Pittsfield, MA 01201
    41 Highland Ave, Pittsfield, MA 01201
    41 Highland Ave, Pittsfield, MA 01201
    /21

    $220,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    41 Highland Ave, Pittsfield, MA 01201

    Sweet home in a desirable neighborhood minutes away from both Onota and Pontoosuc lakes. This corner lot 2 bed, 1 bath home is ready for it's new chapter. The home offers a spacious primary bedroom, eat-in-kitchen, dining area, and living room with sliding glass doors that lead out to a deck overlooking the playground across the street (Mcallister St.). Relax under the grape vine covered pergola,

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    41 Highland Ave, Pittsfield, MA 01201
  • 41 Shaker Ln, Pittsfield, MA 01201
    41 Shaker Ln, Pittsfield, MA 01201
    41 Shaker Ln, Pittsfield, MA 01201
    /10

    $92,000 Sold May 28, 2025

    41 Shaker Ln, Pittsfield, MA 01201

    • Land
    • 3.9 Acres
    • $23,590 per Acre

    Last Sold Summary

    • 31% Below List Price
    • 144 Days On Market

    Current Estimated Value $94,412

    Last Listing Agent Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    41 Shaker Ln, Pittsfield, MA 01201
    • 38 Shetland Dr, Pittsfield, MA 01201
      38 Shetland Dr, Pittsfield, MA 01201
      38 Shetland Dr, Pittsfield, MA 01201
      /68

      Est $596,976 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,624 Sq Ft

      38 Shetland Dr, Pittsfield, MA 01201

      38 Shetland Dr, Pittsfield, MA 01201
  • 21 Linden St, Pittsfield, MA 01201
    21 Linden St, Pittsfield, MA 01201
    21 Linden St, Pittsfield, MA 01201
    /18

    $499,900

    • 4 Beds
    • 4 Baths
    • 2,790 Sq Ft

    21 Linden St, Pittsfield, MA 01201

    Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

    Michael Castellano GILCREST PROPERTIES

    21 Linden St, Pittsfield, MA 01201
  • 36 Chickering St, Pittsfield, MA 01201
    36 Chickering St, Pittsfield, MA 01201
    36 Chickering St, Pittsfield, MA 01201
    /46

    $365,000 Sold Dec 09, 2025

    36 Chickering St, Pittsfield, MA 01201

    • 6 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $114/SF
    • 78 Days On Market

    Last Listing Agent Chris LaPatin LAMACCHIA REALTY, INC

    36 Chickering St, Pittsfield, MA 01201
    • 210 E Slope Rd, Pittsfield, MA 01201
      210 E Slope Rd, Pittsfield, MA 01201
      210 E Slope Rd, Pittsfield, MA 01201
      /35

      Est $1,371,436 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,006 Sq Ft

      210 E Slope Rd, Pittsfield, MA 01201

      210 E Slope Rd, Pittsfield, MA 01201
  • 68 Howe Rd, Pittsfield, MA 01201
    68 Howe Rd, Pittsfield, MA 01201
    68 Howe Rd, Pittsfield, MA 01201
    /41

    $392,000

    • 3 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    68 Howe Rd, Pittsfield, MA 01201

    JUST REDUCED.....Step into this bright and sunny newly renovated 3 bedroom 1 1/2 bath home. From the moment you walk in, you will notice the new kitchen, bathroom and fresh paint. There is a large finished basement ideal for family room, workout room, or playroom. Add 2 other rooms in the lower level complete with laundry and 1/2 bath. Walk onto the deck from the dining area and enjoy the privacy

    Janet Benoit MOCKINGBIRD REAL ESTATE

    68 Howe Rd, Pittsfield, MA 01201
  • 92 Leroi Dr, Pittsfield, MA 01201
    92 Leroi Dr, Pittsfield, MA 01201
    92 Leroi Dr, 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 $506,596

    Last Listing Agent Andrew Manns LAMACCHIA REALTY, INC

    92 Leroi Dr, Pittsfield, MA 01201
    • 27 Westover St, Pittsfield, MA 01201
      27 Westover St, Pittsfield, MA 01201
      27 Westover St, Pittsfield, MA 01201
      /45

      Est $284,690 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,273 Sq Ft

      27 Westover St, Pittsfield, MA 01201

      27 Westover St, Pittsfield, MA 01201
  • 8 Applewood Ln, Pittsfield, MA 01201
    8 Applewood Ln, Pittsfield, MA 01201
    8 Applewood Ln, Pittsfield, MA 01201
    /27

    $398,500

    • 4 Beds
    • 3 Baths
    • 1,952 Sq Ft

    8 Applewood Ln, Pittsfield, MA 01201

    Move-in ready and thoughtfully designed, this spacious 4-bedroom, 3-bath condo offers comfort, flexibility, and the ease of minimal-maintenance living. The inviting living room features a gas-burning fireplace, creating a warm and welcoming space to relax or entertain. The updated kitchen is equipped with granite countertops and ample cabinetry, opening seamlessly to the main living area. A

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    8 Applewood Ln, Pittsfield, MA 01201
  • 1136 Barker Rd Unit 48, Pittsfield, MA 01201
    1136 Barker Rd Unit 48, Pittsfield, MA 01201
    1136 Barker Rd Unit 48, Pittsfield, MA 01201
    /53

    $645,000 Sold Mar 13, 2025

    1136 Barker Rd Unit 48, Pittsfield, MA 01201

    • 3 Beds
    • 3.5 Baths
    • 2,826 Sq Ft
    • Built 1986

    Last Sold Summary

    • 14% Below List Price
    • $228/SF
    • 277 Days On Market

    Current Estimated Value $669,561

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    1136 Barker Rd Unit 48, Pittsfield, MA 01201
    • 15 Francis Ave, Pittsfield, MA 01201
      15 Francis Ave, Pittsfield, MA 01201
      15 Francis Ave, Pittsfield, MA 01201
      /16

      Est $233,769 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,320 Sq Ft

      15 Francis Ave, Pittsfield, MA 01201

      15 Francis Ave, Pittsfield, MA 01201
  • 25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
    25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
    25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
    /41

    $599,900 Pending

    • 5 Beds
    • 4.5 Baths
    • 2,994 Sq Ft

    25 Alpine Trail Unit 6-A, Pittsfield, MA 01201

    Perfect vacation or full-time Condo in a great spot at The Pines at Bousquet. Tons of year round activities at your finger tips in the Berkshires. This fabulous End unit has 3 stories of finished space including 5 Bedrooms, 4.5 baths, eat-in kitchen, large living room with gas fireplace & large den in lower level. An abundance of natural light throughout with tons of windows, a great feature for

    Deborah Lincourt Lamacchia Realty, Inc.

    25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
  • 104 Quirico Dr, Pittsfield, MA 01201
    104 Quirico Dr, Pittsfield, MA 01201
    104 Quirico Dr, 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 $328,262

    Last Listing Agent Mark Harris SIGNATURE ASSOCIATES

    104 Quirico Dr, Pittsfield, MA 01201
    • 716 Dalton Division Rd, Pittsfield, MA 01201
      716 Dalton Division Rd, Pittsfield, MA 01201
      716 Dalton Division Rd, Pittsfield, MA 01201
      /31

      Est $267,007 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,049 Sq Ft

      716 Dalton Division Rd, Pittsfield, MA 01201

      716 Dalton Division Rd, Pittsfield, MA 01201

Showing Results 441 - 480, Page 12 of 18

Massachusetts Berkshire County Pittsfield

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