17,392

Pittsfield, MA Homes

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  • /11

    $264,900

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    50 John St, Pittsfield, MA 01201

    Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overlooking the yard.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    50 John St, 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

    Current Estimated Value $558,028

    Last Listing Agent Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    39 Lexington Pkwy, Pittsfield, MA 01201
    • /58

      Est $762,341

      Not Listed For Sale

      77 Alpine Trail, Pittsfield, MA 01201

      • 4 Beds
      • 4.5 Baths
      • 3,281 Sq Ft
      • Built 2006
      77 Alpine Trail, Pittsfield, MA 01201

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  • /52

    $799,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    26 Westbrook Terrace, Pittsfield, MA 01201

    Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-level home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    26 Westbrook Terrace, 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

    Current Estimated Value $252,556

    Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

    87 Maryland Ave, Pittsfield, MA 01201
    • /31

      Est $288,573

      Not Listed For Sale

      23 Farnsworth Terrace, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,164 Sq Ft
      • Built 1947
      23 Farnsworth Terrace, Pittsfield, MA 01201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jason Nocher NOCHER REALTY

  • /23

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,259 Sq Ft

    79 Clark Rd, Pittsfield, MA 01201

    Welcome home to this charming ranch offering effortless single-level living in a quiet, private, yet convenient neighborhood! Lovingly built, maintained, and cherished by the same family for decades, this home offers the perfect blend of comfort, flexibility, and functionality. The living room has a beautiful bay window, 3 bedrooms with abundant closet space and a full bath. The kitchen opens to

    Nancy Bush Brooks SIGNATURE ASSOCIATES

    79 Clark Rd, 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. - Dalton

    288 Bradford St, Pittsfield, MA 01201
    • /46

      Est $1,211,532

      Not Listed For Sale

      777 West St, Pittsfield, MA 01201

      • 6 Beds
      • 6 Baths
      • 4,892 Sq Ft
      • Built 1940
      777 West St, Pittsfield, MA 01201

      Last Sold Summary

      • 383 Days On Market

      Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

  • /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
  • /25

    $95,000

    Sold Jun 26, 2026

    3 Lakewood Cir, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 970 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $98/SF
    • 16 Days On Market

    Last Listing Agent Janet Benoit MOCKINGBIRD REAL ESTATE

    3 Lakewood Cir, Pittsfield, MA 01201
    • /40

      Est $722,934

      Not Listed For Sale

      67 Alpine Trail, Pittsfield, MA 01201

      • 4 Beds
      • 3.5 Baths
      • 2,926 Sq Ft
      • Built 2006
      67 Alpine Trail, Pittsfield, MA 01201

      Last Sold Summary

      • 26 Days On Market

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

  • /40

    $250,000

    Pending
    • 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
  • /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 $278,950

    Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

    64 Brooks Ave, Pittsfield, MA 01201
    • /18

      Est $194,619

      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

      • 8 Days On Market

      Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

  • /30

    $152,000

    • 1 Bed
    • 1 Bath
    • 608 Sq Ft

    50 Root Place, Pittsfield, MA 01201

    Adorable Berkshire Ranch located on a Dead-end street! Perfect for downsizing or just starting out. A one bedroom, one bath home recently updated. Furnace new in 2021, HW 2024. Privacy screens on deck, look out onto private backyard. The enclosed front porch adds wonderful living space during the warmer seasons. Raised bed gardens are a wonderful for vegetables and flowers.

    Wendy Smith RE/MAX Compass, Lee MA

    50 Root Place, 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 $467,420

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

    17 Kittredge Rd, Pittsfield, MA 01201
    • /33

      Est $772,033

      Not Listed For Sale

      1136 Barker Rd Unit 66, Pittsfield, MA 01201

      • 4 Beds
      • 3.5 Baths
      • 2,124 Sq Ft
      • Built 1988
      1136 Barker Rd Unit 66, Pittsfield, MA 01201

      Last Sold Summary

      • 275 Days On Market

      Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS

  • /38

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    22 Wealthy Ave, Pittsfield, MA 01201

    Welcome to 22 Wealthy Ave., located in the desirable Yankee Orchards neighborhood. Fresh, bright, and move in ready, this thoughtfully renovated home features beautifully refinished hardwood floors, a main level bedroom and full bath, plus two additional bedrooms upstairs with cedar lined closets, built in dresser drawers, and a newly renovated full bath. The updated kitchen includes a farmhouse

    Bresdin Mihlek COLDWELL BANKER REALTY

    22 Wealthy 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 $375,298

    Last Listing Agent Chris LaPatin Lamacchia Realty, Inc. - Dalton

    36 Chickering St, Pittsfield, MA 01201
    • /48

      Est $303,496

      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

      • 10 Days On Market

      Last Listing Agent Doug Collins Lamacchia Realty, Inc. - Dalton

  • /30

    $279,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,505 Sq Ft

    61 Sheffield St, Pittsfield, MA 01201

    Welcome home to this charming 3-bedroom, 1-bath property nestled on a spacious corner lot in a wonderful neighborhood. Located on a quiet no-outlet street, this home offers the perfect blend of privacy, comfort, and convenience. Inside, you'll find an upgraded kitchen featuring newer appliances, ideal for everyday living and entertaining. The inviting living space is highlighted by a cozy

    Ryan Lane GILCREST PROPERTIES

    61 Sheffield 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 $347,964

    Last Listing Agent Mark Harris SIGNATURE ASSOCIATES

    104 Quirico Dr, Pittsfield, MA 01201
    • /35

      Est $629,667

      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

      • 17 Days On Market

      Last Listing Agent Michele Purcell Lamacchia Realty, Inc. - Dalton

  • /20

    $2,250

    Pending
    • 3 Beds
    • 1 Bath

    144 Parkside Ave, Pittsfield, MA 01201

    Be the first to call this beautifully renovated, handicap-accessible first-floor apartment home! Designed for comfort and convenience, this spacious 3-bedroom unit features modern finishes throughout and easy, step-free living. Apartment Features: 3 spacious bedroomsHandicap-accessible first-floor layoutBrand-new luxury vinyl plank (LVP) flooring throughoutModern, updated

    Erin Vincent BISHOP WEST REAL ESTATE

    144 Parkside Ave, 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 $367,578

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

    42 Bryant St, Pittsfield, MA 01201
    • /31

      Est $282,664

      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

      • 8 Days On Market

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

  • /46

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,308 Sq Ft

    57 Alba Ave, Pittsfield, MA 01201

    Discover your dream home at 57 Alba Avenue in Pittsfield, Massachusetts! This charming 3-bedroom, 1-bath ranch-style residence features an inviting open concept floor plan, perfect for modern living. The recently renovated kitchen boasts elegant stone countertops, seamlessly flowing into a cozy dining area. Enjoy the convenience of an attached one-car garage and a partially finished basement that

    Doug Collins Lamacchia Realty, Inc. - Dalton

    57 Alba Ave, Pittsfield, MA 01201
  • /74

    $379,900

    Sold Jul 22, 2026

    83 Euclid Ave, Pittsfield, MA 01201

    • 6 Beds
    • 4 Baths
    • 2,880 Sq Ft
    • Built 1940

    Last Sold Summary

    • $132/SF
    • 6 Days On Market

    Current Estimated Value $375,864

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    83 Euclid Ave, Pittsfield, MA 01201
    • /35

      Est $346,171

      Not Listed For Sale

      3 Caroline St, Pittsfield, MA 01201

      • 3 Beds
      • 2.5 Baths
      • 1,300 Sq Ft
      • Built 2004
      3 Caroline St, Pittsfield, MA 01201

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Laura Arseneau PAULA MCLEAN REALTORS INC.

  • /48

    $549,900

    Pending
    • 12 Beds
    • 4 Baths
    • 4,176 Sq Ft

    110 Lincoln St, Pittsfield, MA 01201

    Discover a prime investment opportunity at 110-118 Lincoln Street in Pittsfield! This well-maintained property features four spacious units, each offering three bedrooms and one bath--perfect for attracting reliable tenants. With separate utilities for each unit, managing expenses is seamless. Ample off-street parking ensures convenience for all residents, enhancing the living experience. Ideal

    Doug Collins Lamacchia Realty, Inc. - Dalton

    110 Lincoln 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 $349,151

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

    25 Calumet St, Pittsfield, MA 01201
    • /55

      Est $722,515

      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

      • 12 Days On Market

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

  • /20

    $424,900

    Pending
    • 3 Beds
    • 1.5 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
  • /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 $272,441

    Last Listing Agent THE KAHN TEAM BISHOP WEST REAL ESTATE

    39 Pomeroy Ave, Pittsfield, MA 01201
    • /32

      Est $295,463

      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

      • 4 Days On Market

      Last Listing Agent Michelle Lillie Lamacchia Realty, Inc. - Dalton

  • /39

    $325,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    40 Longfellow Ave, Pittsfield, MA 01201

    Welcome to this sweet Southeast charmer, set on a corner lot that offers all the comfort and personality you desire! Step onto the adorable front porch and instantly feel at home. Inside, you'll find a convenient first-floor bedroom & full bathroom perfect for flexible living. The new dining room slider opens to a spacious deck with a screened gazebo, ideal for morning coffee or evening

    Rena Rose KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    40 Longfellow Ave, 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 $658,934

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

    292 Shore Rd, Pittsfield, MA 01201
    • /33

      Est $352,864

      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

      • 19 Days On Market

      Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  • /34

    $749,000

    Pending
    • 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

Showing Results 441 - 480, Page 12 of 18

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