17,544

Pittsfield, MA Homes

Section Image
  • /26

    $219,000

    • 2 Beds
    • 1.5 Baths
    • 2,234 Sq Ft

    969 Dalton Ave, Pittsfield, MA 01201

    Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

    Timothy Johnson NOCHER REALTY

    969 Dalton Ave, 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
    • /18

      Est $198,680 Not Listed For Sale

      33 Maplewood Ave Unit 304, Pittsfield, MA 01201

      • 1 Bed
      • 1 Bath
      • 740 Sq Ft
      • Built 1847
      33 Maplewood Ave Unit 304, Pittsfield, MA 01201

      Last Sold Summary

      • 1% Above List Price
      • $266/SF
      • 8 Days On Market
      • Last Sold Price $197,000
      • Jun 11, 2024

      Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

  • /33

    $469,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    92 Northumberland Rd, Pittsfield, MA 01201

    BEST AND FINAL DUE SAT 4/18 AT 5 PM. You won't need to do a thing! This charming, renovated bungalow has had many new investments and upgrades including a new roof, gutters, driveway, triple pane windows, window treatments, refinished hardwood floors, front walkway, porch railings, garage door, backyard fence, patio, pergola, and a beautiful hot tub, to name a few. Conveniently located on a tree

    Laurie Atkinson KELLER WILLIAMS REALTY

    92 Northumberland Rd, 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 $366,430

    Last Listing Agent Laura Arseneau PAULA MCLEAN REALTORS INC.

    3 Caroline St, Pittsfield, MA 01201
    • /48

      Est $305,986 Not Listed For Sale

      176 Woodlawn Ave, Pittsfield, MA 01201

      • 6 Beds
      • 2 Baths
      • 2,808 Sq Ft
      • Built 1900
      176 Woodlawn Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 4% Above List Price
      • $105/SF
      • 10 Days On Market
      • Last Sold Price $295,000
      • Feb 27, 2025

      Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  • /19

    $819,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    5 Aspen Way, Pittsfield, MA 01201

    Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Aspen Way, 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

    Current Estimated Value $268,962

    Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

    64 Brooks Ave, Pittsfield, MA 01201
    • /35

      Est $620,318 Not Listed For Sale

      22 Alpine Trail, Pittsfield, MA 01201

      • 3 Beds
      • 2.5 Baths
      • 2,381 Sq Ft
      • Built 2006
      22 Alpine Trail, Pittsfield, MA 01201

      Last Sold Summary

      • 6% Above List Price
      • $246/SF
      • 17 Days On Market
      • Last Sold Price $585,000
      • Sep 28, 2023

      Last Listing Agent Michele Purcell LAMACCHIA REALTY, INC

  • /3

    $29,900

    • Land
    • 14,985 Sq Ft
    • $86,917 per Acre

    I11001904 Scammell Ave, Pittsfield, MA 01201

    Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

    Laurie Atkinson KELLER WILLIAMS REALTY

    I11001904 Scammell Ave, 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 $287,424

    Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

    12 Boison St, Pittsfield, MA 01201
    • /31

      Est $298,505 Not Listed For Sale

      24 Bernard Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft
      • Built 1955
      24 Bernard Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 9% Above List Price
      • $225/SF
      • 8 Days On Market
      • Last Sold Price $273,000
      • Dec 10, 2024

      Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  • /33

    $449,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,530 Sq Ft

    43 Baldwin Ave, Pittsfield, MA 01201

    Welcome to this spacious and well-maintained raised ranch, ideally located in the highly desireable Orchards! Offering four generously sized bedrooms and three full bathrooms, this home provides the space and flexibility to suit a variety of lifestyles. Hardwood floors add warmth and character throughout the main living areas, while the living room is filled with abundant natural sunlight

    Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    43 Baldwin Ave, 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 $94,664

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

    41 Shaker Ln, Pittsfield, MA 01201
    • /55

      Est $725,306 Not Listed For Sale

      31 Alpine Trail, Pittsfield, MA 01201

      • 4 Beds
      • 4.5 Baths
      • 3,381 Sq Ft
      • Built 2006
      31 Alpine Trail, Pittsfield, MA 01201

      Last Sold Summary

      • $214/SF
      • 12 Days On Market
      • Last Sold Price $724,500
      • Sep 23, 2024

      Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  • /2

    $79,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    247 Pecks Rd, Pittsfield, MA 01201

    The property has been updated with new siding, windows, and roof , and offers potential as it still requires interior renovation.Bring your contractor, run your numbers, and take advantage of the potential this home has to offer.The property resides upon a generous 9583 square feet lot, presenting ample outdoor space for various pursuits. AS IS sale.Key location highlights include: Close

    Cleide Silva Cloeh Silva

    247 Pecks Rd, Pittsfield, MA 01201
  • /45

    $430,500 Sold Mar 03, 2026

    17 Kittredge Rd, Pittsfield, MA 01201

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Below List Price
    • $177/SF
    • 102 Days On Market

    Current Estimated Value $447,229

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

    17 Kittredge Rd, Pittsfield, MA 01201
    • /32

      Est $298,428 Not Listed For Sale

      34 Sampson Pkwy, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 1,086 Sq Ft
      • Built 1948
      34 Sampson Pkwy, Pittsfield, MA 01201

      Last Sold Summary

      • 5% Above List Price
      • $262/SF
      • 4 Days On Market
      • Last Sold Price $285,000
      • Sep 30, 2024

      Last Listing Agent Michelle Lillie LAMACCHIA REALTY, INC

  • /58

    $419,900

    • 3 Beds
    • 1.5 Baths
    • 1,720 Sq Ft

    68 Ridge Ave, Pittsfield, MA 01201

    OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the

    Wendy Smith RE/MAX COMPASS

    68 Ridge Ave, 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

    Current Estimated Value $378,419

    Last Listing Agent Chris LaPatin LAMACCHIA REALTY, INC

    36 Chickering St, Pittsfield, MA 01201
    • /33

      Est $340,222 Not Listed For Sale

      83 W Union St, Pittsfield, MA 01201

      • 6 Beds
      • 3 Baths
      • 2,340 Sq Ft
      • Built 1900
      83 W Union St, Pittsfield, MA 01201

      Last Sold Summary

      • 3% Above List Price
      • $141/SF
      • 19 Days On Market
      • Last Sold Price $330,000
      • Oct 05, 2023

      Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  • /9

    $149,000

    • Land
    • 1.79 Acres
    • $83,241 per Acre

    499 Gale Ave, Pittsfield, MA 01201

    Set along a quiet dead-end road, this private and peaceful lot offers sweeping mountain and pastoral views in a serene setting with neighboring fields and open space providing a strong sense of privacy while still being just minutes from town conveniences. The parcel is well along in its preparation for building, featuring a private well, wetlands delineation, underground electric conduit, and

    Tammy Christen BISHOP WEST REAL ESTATE

    499 Gale Ave, 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 $502,109

    Last Listing Agent Andrew Manns LAMACCHIA REALTY, INC

    92 Leroi Dr, Pittsfield, MA 01201
    • /47

      Est $301,647 Not Listed For Sale

      81 Longview Terrace, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft
      • Built 1955
      81 Longview Terrace, Pittsfield, MA 01201

      Last Sold Summary

      • 6% Below List Price
      • $256/SF
      • 117 Days On Market
      • Last Sold Price $320,000
      • Aug 28, 2023

      Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  • /28

    $1,200,000

    • 14 Beds
    • 14 Baths
    • 9,928 Sq Ft

    40 Reed St, Pittsfield, MA 01201

    14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    40 Reed 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 $336,543

    Last Listing Agent Mark Harris SIGNATURE ASSOCIATES

    104 Quirico Dr, Pittsfield, MA 01201
    • /16

      Est $248,759 Not Listed For Sale

      226 Lenox Ave, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 879 Sq Ft
      • Built 1926
      226 Lenox Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 8% Above List Price
      • $262/SF
      • 47 Days On Market
      • Last Sold Price $229,900
      • May 02, 2024

      Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  • /42

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,562 Sq Ft

    434 Williams St, Pittsfield, MA 01201

    This inviting Ranch in highly desirable Southeast Pittsfield location, offers comfort, privacy, and breathtaking natural beauty. Marvel at the serene trails and protected lands of the Mass Audubon Society at Canoe Meadows Wildlife Sanctuary, and the sweeping views for miles.Inside, hardwood floors and expansive windows fill the home with natural light, while the spacious living room with a

    Victoria Standring LAMACCHIA REALTY, INC

    434 Williams St, Pittsfield, MA 01201
  • /43

    $250,000 Sold Jun 27, 2025

    14 Cooper Pkwy, Pittsfield, MA 01201

    • 4 Beds
    • 3.5 Baths
    • 1,853 Sq Ft
    • Built 1939

    Last Sold Summary

    • 26% Below List Price
    • $135/SF
    • 64 Days On Market

    Current Estimated Value $254,037

    Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

    14 Cooper Pkwy, Pittsfield, MA 01201
    • /52

      Est $772,115 Not Listed For Sale

      29 Aspen Way, Pittsfield, MA 01201

      • 5 Beds
      • 3 Baths
      • 3,030 Sq Ft
      • Built 2005
      29 Aspen Way, Pittsfield, MA 01201

      Last Sold Summary

      • 15% Above List Price
      • $222/SF
      • 2 Days On Market
      • Last Sold Price $672,500
      • Dec 09, 2024

      Last Listing Agent Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  • /35

    $279,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1 Monteleone Place, Pittsfield, MA 01201

    Renovated two-family home! The first floor unit is vacant and ready for immediate occupancy while the second floor unit is rented on a year lease at $1,550/month with the tenant paying for his own natural gas heat, hot water, and electric since these utilities are separate for each unit.The apartments have been tastefully renovated, they're freshly painted, each offering 2 bedrooms, full bath,

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1 Monteleone Place, Pittsfield, MA 01201
  • /9

    $185,000 Sold Jun 03, 2025

    509 Tyler St, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 1,701 Sq Ft
    • Built 1910

    Last Sold Summary

    • 12% Below List Price
    • $109/SF
    • 36 Days On Market

    Current Estimated Value $186,722

    Last Listing Agent Sarah Carr Key Realty

    509 Tyler St, Pittsfield, MA 01201
    • /39

      Est $736,200 Not Listed For Sale

      67 Flintstone Dr, Pittsfield, MA 01201

      • 3 Beds
      • 3.5 Baths
      • 2,900 Sq Ft
      • Built 1988
      67 Flintstone Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 14% Above List Price
      • $222/SF
      • 3 Days On Market
      • Last Sold Price $645,000
      • Jun 26, 2023

      Last Listing Agent Maggie Gavin William Pitt

  • /64

    $1,199,800

    • 9 Beds
    • 4.5 Baths
    • 5,319 Sq Ft

    5 Crofut St, Pittsfield, MA 01201

    Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    5 Crofut St, 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 $348,853

    Last Listing Agent James Gelinas GELINAS REAL ESTATE

    303 Springside Ave, Pittsfield, MA 01201
    • /37

      Est $237,432 Not Listed For Sale

      81 Dartmouth St Unit 302, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 961 Sq Ft
      • Built 1927
      81 Dartmouth St Unit 302, Pittsfield, MA 01201

      Last Sold Summary

      • 1% Above List Price
      • $244/SF
      • 8 Days On Market
      • Last Sold Price $234,900
      • Sep 30, 2024

      Last Listing Agent Marc Bellora LAMACCHIA REALTY, INC

  • /39

    $209,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,133 Sq Ft

    269 Second St, Pittsfield, MA 01201

    Move in ready furnished 2 Bedroom / 1 Bathroom Ranch. This home offers an enclosed front porch, a recently renovated bathroom, a breakfast nook & pantry, replacement windows throughout, walk-up attic, finished basement space, fully fenced back yard, 2 car garage and a concrete driveway. In walking distance to downtown & Berkshire Medical Center. Schedule your showing today!

    Timothy Johnson NOCHER REALTY

    269 Second 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 $357,936

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

    25 Calumet St, Pittsfield, MA 01201
    • /46

      Est $717,540 Not Listed For Sale

      39 Tamie Way, Pittsfield, MA 01201

      • 4 Beds
      • 4 Baths
      • 3,790 Sq Ft
      • Built 1996
      39 Tamie Way, Pittsfield, MA 01201

      Last Sold Summary

      • 14% Above List Price
      • $166/SF
      • 35 Days On Market
      • Last Sold Price $630,000
      • Aug 19, 2024

      Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  • /38

    $259,900 Under Contract

    • 6 Beds
    • 3 Baths
    • 3,200 Sq Ft

    165 Appleton Ave, Pittsfield, MA 01201

    Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with

    Cory Evangelisto NOCHER REALTY

    165 Appleton Ave, Pittsfield, MA 01201

Showing Results 441 - 480, Page 12 of 18

How to Buy a Home How to Finance a Home How to Sell a Home