17,464

Pittsfield, MA Homes

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  • /32

    $249,000 Sold Aug 29, 2025

    • 1,452 Sq Ft
    • $171/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1915

    50 Harding St, Pittsfield, MA 01201

    Located in a sweet, established neighborhood, this charming Dutch Gambrel Colonial offers a fantastic opportunity to update and make it your own. With solid bones, tall ceilings and a manageable footprint, it's ideal for those seeking comfort, convenience, and low-maintenance living. The layout includes sunlit living spaces, wood floors under carpets, and a cozy feel throughout. Outside, the deck

    Victoria Standring LAMACCHIA REALTY, INC

    50 Harding St, Pittsfield, MA 01201
    • /37

      Est $236,591 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 961 Sq Ft

      81 Dartmouth St Unit 302, Pittsfield, MA 01201

      81 Dartmouth St Unit 302, Pittsfield, MA 01201
  • /67

    $430,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    47 Gale Ave, Pittsfield, MA 01201

    Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

    Brandon White COHEN & WHITE ASSOCIATES

    47 Gale Ave, Pittsfield, MA 01201
  • /27

    $275,000 Sold Aug 29, 2025

    • 1,320 Sq Ft
    • $208/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    35 Weller Ave, Pittsfield, MA 01201

    Welcome to this beautifully maintained 3 bedroom, 1 bath center hall colonial nestled in a prime Pittsfield location. Step inside to find recently refinished hardwood floors that add warmth and character throughout the home. The inviting living room features a cozy fireplace and opens to a bright sunroom. Enjoy the ease of living with newer windows, furnace, hot water heater and roof, offering

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    35 Weller Ave, Pittsfield, MA 01201
    • /46

      Est $716,115 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,790 Sq Ft

      39 Tamie Way, Pittsfield, MA 01201

      39 Tamie Way, Pittsfield, MA 01201
  • /60

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 2,093 Sq Ft

    144 Kittredge Rd, Pittsfield, MA 01201

    Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a

    Doug Collins LAMACCHIA REALTY, INC

    144 Kittredge Rd, Pittsfield, MA 01201
  • /38

    $394,900 Sold Aug 28, 2025

    • 1,756 Sq Ft
    • $225/SF
    • 51 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    785 E New Lenox Rd, Pittsfield, MA 01201

    Colonial Retreat in the Berkshires Hills.A perfect blend of nature, comfort, and convenience for you to escape to the serene beauty of the Berkshires Hills in this charming woodland colonial home, located just minutes from Lenox. Perched atop a mountain, this property offers a wonderful connection to nature, with October Mountain hiking trails, biking paths, and mountaintop reservoirs practically

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    785 E New Lenox Rd, Pittsfield, MA 01201
    • /30

      Est $318,522 Not Listed For Sale

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

      37 Elaine Dr, Pittsfield, MA 01201

      37 Elaine Dr, Pittsfield, MA 01201
  • /47

    $349,900

    • 5 Beds
    • 2 Baths
    • 2,120 Sq Ft

    127 Gamwell Ave, Pittsfield, MA 01201

    Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

    Cory Evangelisto NOCHER REALTY

    127 Gamwell Ave, Pittsfield, MA 01201
  • /4

    $9,000 Sold Aug 27, 2025

    • Land
    • 0.1 Acre
    • $90,000 per Acre
    • 363 Days On Market

    0 Linden St, Pittsfield, MA 01201

    Lot For Sale, Centrally located walk to downtown. In the past the lot has been used for a Community Garden

    Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

    0 Linden St, Pittsfield, MA 01201
    • /39

      Est $446,180 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
  • /5

    $39,000

    • Land
    • 0.41 Acre
    • $95,120 per Acre

    33 Circular Ave, Pittsfield, MA 01201

    Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

    Cory Evangelisto NOCHER REALTY

    33 Circular Ave, Pittsfield, MA 01201
  • /27

    $262,000 Sold Aug 26, 2025

    • 992 Sq Ft
    • $264/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    1450 North St Unit 408, Pittsfield, MA 01201

    Discover the perfect blend of comfort and convenience in this delightful 2-bedroom, 1.5 bath condo boasting 992 sq. ft. of well appointed living space. Hardwood floors throughout most of the open floor plan with a tiled open kitchen perfect for entertaining. Tiled bathrooms with convenient laundry in the upper floor bath. Nestled on the second floor, this residence offers serene lake views of

    Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1450 North St Unit 408, Pittsfield, MA 01201
    • /40

      Est $619,796 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
  • /3

    $310,000

    • 3 Beds
    • 3 Baths
    • 5,392 Sq Ft

    50 W Housatonic St, Pittsfield, MA 01201

    An outstanding opportunity to acquire a well-maintained multi-unit property in the heart of Pittsfield's vibrant Downtown Cultural District. This property features spacious residential units, ideal for attracting & retaining long-term tenants.Recent upgrades include newer siding and high-efficiency natural gas system. The third unit, formerly a commercial storefront, offers excellent potential to

    Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

    50 W Housatonic St, Pittsfield, MA 01201
  • /32

    $325,000 Sold Aug 26, 2025

    • 1,462 Sq Ft
    • $222/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1946

    48 Preston Ave, Pittsfield, MA 01201

    Adorable cape style home on a quiet street. Gorgeous new kitchen, new roof, and first floor bath. Wood floors throughout the first floor. The second floor offers more space to include a third bedroom and another full bathroom. Solar panels offer substantial reductions in your electric bill. Please note there are Ring cameras both outside and inside the home.

    Tanya Shepardson LAMACCHIA REALTY, INC

    48 Preston Ave, Pittsfield, MA 01201
    • /39

      Est $291,417 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      433 Lebanon Ave, Pittsfield, MA 01201

      433 Lebanon Ave, Pittsfield, MA 01201
  • /3

    $268,500

    • 3 Beds
    • 3 Baths
    • 1,603 Sq Ft

    79 Center St, Pittsfield, MA 01201

    Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

    Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

    79 Center St, Pittsfield, MA 01201
  • /34

    $431,000 Sold Aug 25, 2025

    • 1,823 Sq Ft
    • $236/SF
    • 40 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1961

    100 Anita Dr, Pittsfield, MA 01201

    WELCOME to your perfect retreat! This cape home offers the ultimate in comfort and convenience, featuring an inground pool, hot tub, and pastoral views that create a serene outdoor oasis. Step inside to a spacious family room, cozy living room with a wood burning fireplace, and an enclosed porch-ideal for year-round enjoyment. The open concept kitchen and dining area boasts abundant cabinetry,

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    100 Anita Dr, Pittsfield, MA 01201
    • /35

      Est $267,016 Not Listed For Sale

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

      171 Connecticut Ave, Pittsfield, MA 01201

      171 Connecticut Ave, Pittsfield, MA 01201
  • /41

    $314,900

    • 6 Beds
    • 3 Baths
    • 3,366 Sq Ft

    151 Onota St, Pittsfield, MA 01201

    First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

    Michael Johnson Lock and Key Realty Inc.

    151 Onota St, Pittsfield, MA 01201
  • /21

    $310,000 Sold Aug 25, 2025

    • 1,126 Sq Ft
    • $275/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    60 Donna Ave, Pittsfield, MA 01201

    This charming and cozy ranch style home is ready for it's next chapter. Featuring two comfortable bedrooms with brand new carpeting, and hardwood flooring throughout the main living areas, this home blends warmth and style effortlessly. The updated kitchen with pendant lighting and updated bathroom offer a fresh, modern touch making this home truly move in ready. Step through the sliding doors to

    Savanna Charow NextHome Elite Realty

    60 Donna Ave, Pittsfield, MA 01201
    • /23

      Est $299,505 Not Listed For Sale

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

      5 Ring St, Pittsfield, MA 01201

      5 Ring St, Pittsfield, MA 01201
  • /39

    $565,900

    • 8 Beds
    • 3 Baths
    • 4,034 Sq Ft

    144 Bromback St, Pittsfield, MA 01201

    Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

    Janet Benoit Janet L. Benoit

    144 Bromback St, Pittsfield, MA 01201
  • /37

    $287,000 Sold Aug 22, 2025

    • 1,172 Sq Ft
    • $245/SF
    • 13 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1920

    115 Crane Ave, Pittsfield, MA 01201

    Virtual tour available! This beautiful cape has been recently renovated and it's ready for you to move right in. It sits on a double lot totaling 0.48 acres, paved parking and a 2-car carport. This home features an inviting front porch that was rebuilt in 2020. The 1st floor offers a spacious living room, kitchen open to dining area, and a half bath/laundry room. Upstairs you will find 2 bedrooms

    Maria Liccardi LAMACCHIA REALTY, INC

    115 Crane Ave, Pittsfield, MA 01201
    • /2

      Est $292,213 Not Listed For Sale

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

      88 Taylor St, Pittsfield, MA 01201

      88 Taylor St, Pittsfield, MA 01201
  • /51

    $426,900

    • 4 Beds
    • 1.5 Baths
    • 2,126 Sq Ft

    31 Lexington Pkwy, Pittsfield, MA 01201

    New and Improved! Lovely finishing touches to make it sparkle and shine and move in ready! New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling and Mass Save Insulated for low annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Be welcomed onto the glorious front porch wonderfully

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    31 Lexington Pkwy, Pittsfield, MA 01201
  • /27

    $430,000 Sold Aug 22, 2025

    • 2,125 Sq Ft
    • $202/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1950

    377 Pomeroy Ave, Pittsfield, MA 01201

    Welcome to this elegant Grand Colonial nestled in one of Southeast Pittsfield's most desirable neighborhoods. Enjoy quick access to the beloved Wellesley Park -just steps away- as well as nearby Fred Garner Park, all within a coveted community for walking dogs, jogging... Close proximity to shops, schools, and the best of Berkshire cultural and outdoor amenities.As you enter this well-maintained

    Franz Forster FRANZ J. FORSTER R. E.

    377 Pomeroy Ave, Pittsfield, MA 01201
    • /68

      Est $600,004 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
  • /23

    $270,000

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

    50 John St, Pittsfield, MA 01201

    This two-family home was renovated in the last two 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. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

    Maria Liccardi LAMACCHIA REALTY, INC

    50 John St, Pittsfield, MA 01201
  • /22

    $335,000 Sold Aug 22, 2025

    • 1,160 Sq Ft
    • $289/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    33 Quirico Dr, Pittsfield, MA 01201

    Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

    Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

    33 Quirico Dr, Pittsfield, MA 01201
    • /35

      Est $1,417,111 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
  • /30

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    185 Lenox Ave, Pittsfield, MA 01201

    Welcome home to this immaculate and beautifully maintained 3-bedroom, 1.5-bath Colonial, located less than one mile from Berkshire Medical Center. This move-in ready gem offers a perfect blend of classic charm and modern updates throughout. Step inside through the inviting tiled foyer and discover a spacious layout featuring hardwood floors and a large sun filled living room. The newly renovated

    Cindy Carrigan LAMACCHIA REALTY, INC

    185 Lenox Ave, Pittsfield, MA 01201
  • /32

    $410,000 Sold Aug 22, 2025

    • 1,147 Sq Ft
    • $357/SF
    • 157 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    10 Elm Rd, Pittsfield, MA 01201

    Discover the charm of this beautifully updated Richmond Shores home, perfect for year-round living or a seasonal retreat. With a spacious deck with views of Richmond Pond, this move-in-ready gem offers modern updates inside and out. A vaulted ceiling with skylights enhances the bright and airy entry and dining area, while the fireplace in living room and wood floors create a warm, inviting

    Claire Pollart LANCE VERMEULEN RE, INC

    10 Elm Rd, Pittsfield, MA 01201
    • /45

      Est $285,983 Not Listed For Sale

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

      27 Westover St, Pittsfield, MA 01201

      27 Westover St, Pittsfield, MA 01201
  • /55

    $5,499,500

    • 8 Beds
    • 6.5 Baths
    • 6,986 Sq Ft

    140 Hancock Rd, Pittsfield, MA 01201

    Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    140 Hancock Rd, Pittsfield, MA 01201
  • /40

    $264,000 Sold Aug 20, 2025

    • 1,229 Sq Ft
    • $215/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    34 Bryant St, Pittsfield, MA 01201

    Imagine yourself in this beautifully maintained cape with hardwood floors and natural finishes. This home is move in ready, immaculate, and a must see property. There are 2 bedrooms plus an additional office space on the second floor which could become a third bedroom. A first floor bedroom and wonderfully designed Sunroom full of natural light, tongue and groove natural walls, track lighting,

    Bonnie Brown STEEPLEVIEW REALTY - ADAMS BRANCH

    34 Bryant St, Pittsfield, MA 01201
    • /16

      Est $238,049 Not Listed For Sale

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

      15 Francis Ave, Pittsfield, MA 01201

      15 Francis Ave, Pittsfield, MA 01201
  • /69

    $730,000

    • 5 Beds
    • 4.5 Baths
    • 3,381 Sq Ft

    33 Alpine Trail, Pittsfield, MA 01201

    Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    33 Alpine Trail, Pittsfield, MA 01201
  • /82

    $1,500,000 Sold Aug 20, 2025

    • 6,830 Sq Ft
    • $220/SF
    • 6 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2006

    15 Westbrook Terrace, Pittsfield, MA 01201

    Experience Unparalleled Luxury in Woodmonte EstatesWelcome to a one-of-a-kind custom estate in the prestigious, gated community of Woodmonte Estates. Set on over 3 private acres, this expansive 6,800+ sq ft residence has been extensively remodeled with impeccable attention to detail, delivering a move-in ready sanctuary of luxury and comfort.This five-bedroom, six-bathroom home has been

    Nathan Girard ROYAL PROPERTY GROUP

    15 Westbrook Terrace, Pittsfield, MA 01201

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