17,565

Pittsfield, MA Homes

Section Image
  • /9

    $129,900

    Sold Feb 05, 2026

    21 Sunset St, Pittsfield, MA 01201

    • 1 Bed
    • 2 Baths
    • 667 Sq Ft
    • Built 1940

    Last Sold Summary

    • $195/SF
    • 9 Days On Market

    Current Estimated Value $136,626

    Last Listing Agent James Gelinas GELINAS REAL ESTATE

    21 Sunset St, Pittsfield, MA 01201
    • /27

      Est $320,846

      Not Listed For Sale

      157 Dorchester Ave, Pittsfield, MA 01201

      • 2 Beds
      • 1.5 Baths
      • 1,274 Sq Ft
      • Built 1958
      157 Dorchester Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 21 Days On Market

  • /32

    $530,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    561 Pecks Rd, Pittsfield, MA 01201

    Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking.

    Cory Evangelisto NOCHER REALTY

    561 Pecks Rd, Pittsfield, MA 01201
  • /33

    $480,000

    Sold Oct 17, 2025

    499 Tamarack Rd, Pittsfield, MA 01201

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $204/SF
    • 96 Days On Market

    Current Estimated Value $507,166

    Last Listing Agent Allen Halstead Berkshire Hathaway Home Services Blake

    499 Tamarack Rd, Pittsfield, MA 01201
    • /48

      Est $452,212

      Not Listed For Sale

      145 E New Lenox Rd, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 2,107 Sq Ft
      • Built 1950
      145 E New Lenox Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 57 Days On Market

  • /40

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    118 Winesap Rd, Pittsfield, MA 01201

    Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

    Robin Moore 413 REAL ESTATE

    118 Winesap Rd, Pittsfield, MA 01201
  • /37

    $330,000

    Sold Apr 03, 2026

    607 Crane Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • Built 1950

    Last Sold Summary

    • $255/SF
    • 16 Days On Market

    Current Estimated Value $336,860

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    607 Crane Ave, Pittsfield, MA 01201
    • /31

      Est $905,266

      Not Listed For Sale

      48 Meadow Ridge Dr, Pittsfield, MA 01201

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 2002
      48 Meadow Ridge Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 20 Days On Market

  • /38

    $290,000

    • 3 Beds
    • 1 Bath
    • 1,180 Sq Ft

    28 Hopewell Dr, Pittsfield, MA 01201

    Welcome home to this charming three-bedroom, one-bath ranch conveniently located in Pittsfield, just minutes from shopping, dining, and everyday amenities. This well-maintained home offers comfortable one-level living and features a bright sunroom that provides the perfect space to relax while overlooking the backyard. With efficiency in mind, the property includes solar panels and a pellet stove

    Jessica Rizzo Lamacchia Realty, Inc. - Dalton

    28 Hopewell Dr, Pittsfield, MA 01201
  • /23

    $301,500

    Sold Jun 01, 2026

    1 Colt Rd Unit 7, Pittsfield, MA 01201

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 22 Days On Market

    Current Estimated Value $300,560

    Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Colt Rd Unit 7, Pittsfield, MA 01201
    • /41

      Est $530,963

      Not Listed For Sale

      85 Spadina Pkwy, Pittsfield, MA 01201

      • 5 Beds
      • 2.5 Baths
      • 2,465 Sq Ft
      • Built 1920
      85 Spadina Pkwy, Pittsfield, MA 01201

      Last Sold Summary

      • 131 Days On Market

  • /53

    $359,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,661 Sq Ft

    249 Hancock Rd, Pittsfield, MA 01201

    Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard--perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio

    Robin Moore 413 REAL ESTATE

    249 Hancock Rd, Pittsfield, MA 01201
  • /22

    $388,000

    Sold Aug 19, 2025

    927 Holmes Rd, Pittsfield, MA 01201

    • 3 Beds
    • 3 Baths
    • 1,194 Sq Ft
    • Built 2001

    Last Sold Summary

    • $325/SF
    • 23 Days On Market

    Current Estimated Value $407,371

    Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

    927 Holmes Rd, Pittsfield, MA 01201
    • /23

      Est $231,890

      Not Listed For Sale

      8 Broadway St, Pittsfield, MA 01201

      • 2 Beds
      • 1.5 Baths
      • 1,019 Sq Ft
      • Built 1900
      8 Broadway St, Pittsfield, MA 01201

      Last Sold Summary

      • 57 Days On Market

  • /50

    $1,750,000

    $640K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /24

    $300,000

    Sold Aug 11, 2025

    32 Hampshire St, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1917

    Last Sold Summary

    • $202/SF
    • 9 Days On Market

    Current Estimated Value $307,205

    Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

    32 Hampshire St, Pittsfield, MA 01201
    • /31

      Est $346,215

      Not Listed For Sale

      72 Harryel St, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,202 Sq Ft
      • Built 1955
      72 Harryel St, Pittsfield, MA 01201

      Last Sold Summary

      • 5 Days On Market

  • /21

    $235,900

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    48 Crystal St, Pittsfield, MA 01201

    Charming and full of potential, this inviting two-bedroom Cape is tucked away on a quiet dead-end street and ready for its next owner! A fieldstone walkway welcomes you and adds timeless curb appeal from the moment you arrive. Inside, you’ll find an enclosed front porch perfect for enjoying your morning coffee, an updated kitchen including refrigerator and stove, a convenient first-floor bedroom,

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    48 Crystal St, Pittsfield, MA 01201
  • /41

    $387,900

    Sold Jan 08, 2026

    26 Walden Ln, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 1,305 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $297/SF
    • 31 Days On Market

    Current Estimated Value $410,950

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

    26 Walden Ln, Pittsfield, MA 01201
    • /32

      Est $251,352

      Not Listed For Sale

      187 Lakeway Dr, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,314 Sq Ft
      • Built 1945
      187 Lakeway Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 59 Days On Market

  • /68

    $1,350,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,948 Sq Ft

    65 Crofut St, Pittsfield, MA 01201

    Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    65 Crofut St, Pittsfield, MA 01201
  • /29

    $276,500

    Sold Jul 28, 2025

    32 Farnsworth Terrace, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,448 Sq Ft
    • Built 1952

    Last Sold Summary

    • 8% Below List Price
    • $191/SF
    • 39 Days On Market

    Current Estimated Value $284,636

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    32 Farnsworth Terrace, Pittsfield, MA 01201
    • /28

      Est $432,266

      Not Listed For Sale

      54 Pomeroy Ave, Pittsfield, MA 01201

      • 4 Beds
      • 3 Baths
      • 2,842 Sq Ft
      • Built 1880
      54 Pomeroy Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /16

    $259,900

    Pending
    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    145 Connecticut Ave, Pittsfield, MA 01201

    Awesome ranch across from Allendale School. This property has new windows, hardwood floors, 1st floor laundry. The yard is very spacious and a perfect spot for family gatherings. The current owners have taken great care of this home.

    James Gelinas GELINAS REAL ESTATE

    145 Connecticut Ave, Pittsfield, MA 01201
  • /58

    $389,900

    Sold May 19, 2026

    53 Meadowview Dr, Pittsfield, MA 01201

    • 5 Beds
    • 2 Baths
    • 2,337 Sq Ft
    • Built 1910

    Last Sold Summary

    • 3% Above List Price
    • $167/SF
    • 5 Days On Market

    Current Estimated Value $379,683

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

    53 Meadowview Dr, Pittsfield, MA 01201
    • /46

      Est $370,449

      Not Listed For Sale

      122 Maple Grove Dr, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1958
      122 Maple Grove Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 37 Days On Market

  • /45

    $275,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,339 Sq Ft

    53 Edison Ave, Pittsfield, MA 01201

    Enjoy this charming three-bedroom Cape-style home located in desirable Southeast Pittsfield. Gleaming hardwood floors run throughout most of the home. The first floor features a comfortable living room filled with natural light and a fireplace, a dining room, and a kitchen, along with a first-floor bedroom and full bathroom. Upstairs, you'll find two additional bedrooms, along with extra space

    Jose Larios Lamacchia Realty, Inc. - Dalton

    53 Edison Ave, Pittsfield, MA 01201
  • /38

    $325,000

    Sold Jul 18, 2025

    97 Dorchester Ave, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $215/SF
    • 7 Days On Market

    Current Estimated Value $328,355

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

    97 Dorchester Ave, Pittsfield, MA 01201
    • /72

      Est $1,287,449

      Not Listed For Sale

      10 Eastbrook Ln, Pittsfield, MA 01201

      • 5 Beds
      • 4.5 Baths
      • 3,979 Sq Ft
      • Built 2003
      10 Eastbrook Ln, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /12

    $239,900

    Pending
    • 4 Beds
    • 1 Bath
    • 1,544 Sq Ft

    87 Livingston Ave, Pittsfield, MA 01201

    A great opportunity to own in desirable southeast Pittsfield. This move-in ready home is in need of some TLC, but has excellent equity opportunity. Original hardwood floors throughout most of the home. Plenty of options to add a second bath. This home may require conventional financing. Being sold AS-IS. No concessions or repairs will be negotiated post inspection.No showings before 5:15pm

    Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    87 Livingston Ave, Pittsfield, MA 01201
  • /46

    $275,000

    Sold Mar 02, 2026

    76 Stoddard Ave, Pittsfield, MA 01201

    • 7 Beds
    • 4 Baths
    • 3,120 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $88/SF
    • 3 Days On Market

    Current Estimated Value $289,433

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

    76 Stoddard Ave, Pittsfield, MA 01201
    • /37

      Est $604,396

      Not Listed For Sale

      8 Club Cir, Pittsfield, MA 01201

      • 2 Beds
      • 2 Baths
      • 1,262 Sq Ft
      • Built 1960
      8 Club Cir, Pittsfield, MA 01201

      Last Sold Summary

      • 218 Days On Market

  • /40

    $384,900

    $4K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    1121 North St, Pittsfield, MA 01201

    Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    1121 North St, Pittsfield, MA 01201
  • /67

    $489,900

    Sold Oct 01, 2025

    200 Bryant St, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft
    • Built 2012

    Last Sold Summary

    • $168/SF
    • 19 Days On Market

    Current Estimated Value $483,924

    Last Listing Agent Susan Colvin MONARCH REALTY, INC.

    200 Bryant St, Pittsfield, MA 01201
    • /19

      Est $304,999

      Not Listed For Sale

      101 Cromwell Ave, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,415 Sq Ft
      • Built 1949
      101 Cromwell Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /25

    $1,450,000

    • 20 Beds
    • 18 Baths
    • 8,653 Sq Ft

    162 Woodlawn Ave, Pittsfield, MA 01201

    162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

    Michael Bradley Horvath & Tremblay

    162 Woodlawn Ave, Pittsfield, MA 01201
  • /2

    $380,000

    Sold May 11, 2026

    35 Tamarack Rd, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,755 Sq Ft
    • Built 1939

    Last Sold Summary

    • 2% Above List Price
    • $217/SF
    • 32 Days On Market

    Current Estimated Value $404,614

    Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    35 Tamarack Rd, Pittsfield, MA 01201
    • /9

      Est $191,142

      Not Listed For Sale

      509 Tyler St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,701 Sq Ft
      • Built 1910
      509 Tyler St, Pittsfield, MA 01201

      Last Sold Summary

      • 36 Days On Market

  • /41

    $279,900

    • 3 Beds
    • 1 Bath
    • 1,521 Sq Ft

    20 Norman Ave, Pittsfield, MA 01201

    Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, generous room sizes, and abundant natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor

    Erin Vincent BISHOP WEST REAL ESTATE

    20 Norman Ave, Pittsfield, MA 01201
  • /48

    $471,000

    Sold Jan 15, 2026

    93 Roselyn Dr, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • Built 1960

    Last Sold Summary

    • $298/SF
    • 6 Days On Market

    Current Estimated Value $484,909

    Last Listing Agent Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    93 Roselyn Dr, Pittsfield, MA 01201

Showing Results 321 - 360, Page 9 of 18

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