17,392

Pittsfield, MA Homes

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  • /39

    $490,000

    • 3 Beds
    • 1.5 Baths
    • 2,119 Sq Ft

    444 Pomeroy Ave, Pittsfield, MA 01201

    Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    444 Pomeroy Ave, Pittsfield, MA 01201
  • /41

    $339,900

    Sold Jan 15, 2026

    932 Williams St, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,392 Sq Ft
    • Built 1951

    Last Sold Summary

    • 7% Below List Price
    • $244/SF
    • 81 Days On Market

    Current Estimated Value $349,658

    Last Listing Agent Kyle Crocker eXp REALTY

    932 Williams St, Pittsfield, MA 01201
    • /35

      Est $566,837

      Not Listed For Sale

      15 Alma St, Pittsfield, MA 01201

      • 4 Beds
      • 3 Baths
      • 2,700 Sq Ft
      • Built 2004
      15 Alma St, Pittsfield, MA 01201

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

  • /28

    $234,999

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    98 Bryan St, Pittsfield, MA 01201

    Welcome to this move-in ready Colonial that blends timeless charm with the beauty of Berkshire living. Enjoy seasonal mountain views and convenient access to nearby hiking trails right from the street, with golf courses, lakes, parks, and outdoor recreation just minutes away. Ideally located near downtown Pittsfield, you'll have easy access to restaurants, shopping, entertainment, and cultural

    Harmony Edwards KELLER WILLIAMS REALTY

    98 Bryan St, Pittsfield, MA 01201
  • /28

    $244,000

    Sold Nov 25, 2025

    315 Lenox Ave, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,280 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $191/SF
    • 10 Days On Market

    Current Estimated Value $255,976

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

    315 Lenox Ave, Pittsfield, MA 01201
    • /37

      Est $308,652

      Not Listed For Sale

      500 Crane Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,292 Sq Ft
      • Built 1953
      500 Crane Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Maureen Kirby NOCHER REALTY

  • /27

    $179,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    21 Woodleigh Rd, Pittsfield, MA 01201

    Robin Moore 413 REAL ESTATE

    21 Woodleigh Rd, Pittsfield, MA 01201
  • /7

    $119,000

    Sold Feb 26, 2026

    1223 North St, Pittsfield, MA 01201

    • 5 Beds
    • 2 Baths
    • 3,000 Sq Ft
    • Built 1930

    Last Sold Summary

    • 15% Below List Price
    • $40/SF
    • 175 Days On Market

    Last Listing Agent Joseph Jennings SIGNATURE ASSOCIATES

    1223 North St, Pittsfield, MA 01201
    • /6

      Est $145,065

      Not Listed For Sale

      59 Dewey Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1880
      59 Dewey Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  • /42

    $599,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,399 Sq Ft

    130 Oliver Ave, Pittsfield, MA 01201

    Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining.The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The

    Lori Mickle Lamacchia Realty, Inc. - Dalton

    130 Oliver Ave, Pittsfield, MA 01201
  • /39

    $272,000

    Sold Oct 24, 2025

    211 Mohegan St, Pittsfield, MA 01201

    • 4 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $206/SF
    • 14 Days On Market

    Current Estimated Value $269,871

    Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    211 Mohegan St, Pittsfield, MA 01201
    • /18

      Est $180,378

      Not Listed For Sale

      6 Gillette St, Pittsfield, MA 01201

      • 1 Bed
      • 1 Bath
      • 680 Sq Ft
      • Built 1900
      6 Gillette St, Pittsfield, MA 01201

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  • /51

    $224,900

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

    310 Wahconah St, Pittsfield, MA 01201

    Fantastic investment opportunity on Wahconah St! This four-family property offers immediate income potential with two front, two bedroom units ready to rent while you complete the two rear, one bedroom units and build additional value. The front units feature attractive hardwood floors, tile in the kitchens and bathrooms, and a distinctive interior layout that adds charm and character. Outside,

    Cory Evangelisto NOCHER REALTY

    310 Wahconah St, Pittsfield, MA 01201
  • /30

    $150,000

    Sold Mar 31, 2026

    21 Austin Ave, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 1954

    Last Sold Summary

    • 17% Below List Price
    • $158/SF
    • 44 Days On Market

    Current Estimated Value $183,837

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

    21 Austin Ave, Pittsfield, MA 01201
    • /43

      Est $345,211

      Not Listed For Sale

      26 Overlook Rd, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,108 Sq Ft
      • Built 1950
      26 Overlook Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent MARK MCILQUHAM REALTY STREET, LLC

  • /38

    $419,000

    • 8 Beds
    • 4 Baths
    • 2,688 Sq Ft

    53 Orchard St, Pittsfield, MA 01201

    Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA.. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size

    David Houser Houser Metro Realty

    53 Orchard St, Pittsfield, MA 01201
  • /39

    $400,000

    Sold Oct 17, 2025

    2 Caratina Ave, Pittsfield, MA 01201

    • 3 Beds
    • 3 Baths
    • 2,109 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $190/SF
    • 4 Days On Market

    Current Estimated Value $410,409

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    2 Caratina Ave, Pittsfield, MA 01201
    • /44

      Est $459,490

      Not Listed For Sale

      53 Oak Hill Rd, Pittsfield, MA 01201

      • 3 Beds
      • 2.5 Baths
      • 2,328 Sq Ft
      • Built 1960
      53 Oak Hill Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  • /38

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,690 Sq Ft

    63 Glenwood Ave, Pittsfield, MA 01201

    Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

    Robin Moore 413 REAL ESTATE

    63 Glenwood Ave, Pittsfield, MA 01201
  • /18

    $734,500

    Sold Nov 03, 2025

    38 Allengate Ave, Pittsfield, MA 01201

    • 6 Beds
    • 6 Baths
    • 8,834 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $83/SF
    • 26 Days On Market

    Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

    38 Allengate Ave, Pittsfield, MA 01201
    • /42

      Est $529,449

      Not Listed For Sale

      201 Mountain Dr, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 2,442 Sq Ft
      • Built 1962
      201 Mountain Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  • /41

    $309,000

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

    85 Somerset Ave, Pittsfield, MA 01201

    Welcome to this 3-bedroom, 1.5-bath Colonial on Somerset Street in Pittsfield. With 1,200 square feet of living space, this well-loved home has been in the same family for many years and is ready for new owners to make it their own. Inside, you'll find a classic floor plan with warm, inviting spaces perfect for everyday living. Step outside to a generous backyard featuring beautiful mature

    Andrew Manns Lamacchia Realty, Inc. - Dalton

    85 Somerset Ave, Pittsfield, MA 01201
  • /29

    $255,000

    Sold Feb 24, 2026

    90 Cheshire Rd, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1937

    Last Sold Summary

    • 6% Below List Price
    • $304/SF
    • 9 Days On Market

    Current Estimated Value $260,090

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

    90 Cheshire Rd, Pittsfield, MA 01201
    • /23

      Est $360,427

      Not Listed For Sale

      10 Applewood Ln, Pittsfield, MA 01201

      • 3 Beds
      • 2.5 Baths
      • 1,720 Sq Ft
      • Built 1988
      10 Applewood Ln, Pittsfield, MA 01201

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  • /34

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1228 East St, Pittsfield, MA 01201

    Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. A three-car garage offers extra space for

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    1228 East St, Pittsfield, MA 01201
  • /31

    $164,800

    Sold Jan 29, 2026

    469 Fenn St, Pittsfield, MA 01201

    • 4 Beds
    • 1.5 Baths
    • 1,637 Sq Ft
    • Built 1870

    Last Sold Summary

    • 13% Above List Price
    • $101/SF
    • 11 Days On Market

    Current Estimated Value $185,104

    Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    469 Fenn St, Pittsfield, MA 01201
    • /39

      Est $305,183

      Not Listed For Sale

      8 Marian Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,425 Sq Ft
      • Built 1960
      8 Marian Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Nicole Moore KELLER WILLIAMS REALTY

  • /56

    $899,000

    $80K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,520 Sq Ft

    4 Fawn Ln, Pittsfield, MA 01201

    Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    4 Fawn Ln, Pittsfield, MA 01201
  • /59

    $409,000

    Sold Oct 30, 2025

    75 Livingston Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,684 Sq Ft
    • Built 1912

    Last Sold Summary

    • $243/SF
    • 6 Days On Market

    Current Estimated Value $413,227

    Last Listing Agent Stephen Daoust STONE HOUSE PROPERTIES, LLC

    75 Livingston Ave, Pittsfield, MA 01201
    • /41

      Est $495,950

      Not Listed For Sale

      39 Maplewood Ave, Pittsfield, MA 01201

      • 12 Beds
      • 4 Baths
      • 5,588 Sq Ft
      • Built 1910
      39 Maplewood Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Deb Trzcinski Lamacchia Realty, Inc.

  • /61

    $850,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1641 North St, Pittsfield, MA 01201

    Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or

    Darcy Reid MOCKINGBIRD REAL ESTATE

    1641 North St, Pittsfield, MA 01201
  • /2

    $475,000

    Sold Jun 09, 2026

    56 Spring St, Pittsfield, MA 01201

    • 14 Beds
    • 6.5 Baths
    • 4,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • 17% Below List Price
    • $99/SF
    • 111 Days On Market

    Last Listing Agent Charlie Kulas ASHMERE REALTY, INC.

    56 Spring St, Pittsfield, MA 01201
    • /23

      Est $299,381

      Not Listed For Sale

      38 Marshall Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1962
      38 Marshall Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Judy Gregory GILCREST PROPERTIES

  • /36

    $430,000

    $39K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft

    81 Northumberland Rd, Pittsfield, MA 01201

    Move in ready! New roof and gutters in 2026, maintains original details but has been thoroughly updated. Located on a quiet, tree lined street, 81 Northumberland offers the kind of lifestyle one dreams about. Imagine walking your children to the nearby elementary school, stopping in for fresh pastries at the local bakery, grabbing a coffee on the way home, or enjoying an evening stroll through

    Tanya LeRose THE KINDERHOOK GROUP

    81 Northumberland Rd, Pittsfield, MA 01201
  • /26

    $249,900

    Sold Jan 15, 2026

    44 Churchill Crest Unit 44, Pittsfield, MA 01201

    • 2 Beds
    • 2 Baths
    • 1,227 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $204/SF
    • 80 Days On Market

    Last Listing Agent Cory Evangelisto NOCHER REALTY

    44 Churchill Crest Unit 44, Pittsfield, MA 01201
    • /19

      Est $207,082

      Not Listed For Sale

      16 King St, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1900
      16 King St, Pittsfield, MA 01201

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  • /2

    $185,000

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

    110 Lenox Ave, Pittsfield, MA 01201

    Unlock the potential in this spacious two-family property ideally located near Berkshire Medical Center, local schools, and downtown Pittsfield amenities. Perfect for experienced renovators and investors, this property offers tremendous opportunity to restore and build equity. The lower unit features two bedrooms and a well-designed kitchen with a functional layout, though the bathroom ceiling

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    110 Lenox Ave, Pittsfield, MA 01201
  • /34

    $293,000

    Sold Jun 30, 2026

    46 Berkley St, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,202 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Above List Price
    • $244/SF
    • 12 Days On Market

    Current Estimated Value $278,050

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

    46 Berkley St, Pittsfield, MA 01201
    • /75

      Est $750,009

      Not Listed For Sale

      14 Filomena Dr, Pittsfield, MA 01201

      • 4 Beds
      • 3 Baths
      • 3,797 Sq Ft
      • Built 1986
      14 Filomena Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  • /34

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    34 Baldwin Ave, Pittsfield, MA 01201

    Welcome to The Orchards, one of Southeast Pittsfield's most desirable neighborhoods. Sited on a beautiful lot, this 3 bedroom, 1 bath ranch offers comfortable one-level living at an outstanding price, allowing you to make updates and transform this home to suit your needs. Large eat in kitchen and spacious family room make it easy to host family and friends. Whether you're starting your next

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    34 Baldwin Ave, Pittsfield, MA 01201

Showing Results 561 - 600, Page 15 of 18

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