17,464

Pittsfield, MA Homes

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  • /35

    $375,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,596 Sq Ft

    235 Dawes Ave, Pittsfield, MA 01201

    This timeless hip-roof Colonial sits proudly in one of Pittsfield's most desirable southeast neighborhoods. Sunlight pours into every room of this well-loved and well-maintained three-bedroom, 1.5 bath home, filled with warmth and character. The bright and spacious interior features hardwood floors, French doors, built-ins, and cedar closets. A large kitchen offers abundant cabinetry, while the

    Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    235 Dawes Ave, Pittsfield, MA 01201
  • /13

    $1,435 - $1,685 total monthly price

    • 1 - 2 Beds
    • 1 Bath
    • 648 Sq Ft
    • Condo for Rent

    5 Highview Dr, Pittsfield, MA 01201

    Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

    5 Highview Dr, Pittsfield, MA 01201
  • /6

    $140,000 Sold Oct 24, 2025

    • 2,309 Sq Ft
    • $61/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    194 Onota St, Pittsfield, MA 01201

    Two-family home offering a fantastic opportunity for owner-occupants or investors alike. Situated in a convenient Pittsfield location close to parks, shopping, and schools, this property offers great income potential. Each unit features 2/3 bedrooms and 1 full bath, with spacious layouts. The property includes off-street parking with its solid rental history. Don't miss this opportunity to own a

    Jeff Astore WILLIAM RAVEIS REAL ESTATE

    194 Onota St, Pittsfield, MA 01201
    • /23

      Est $298,491 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,511 Sq Ft

      18 Broad St, Pittsfield, MA 01201

      18 Broad St, Pittsfield, MA 01201
  • /45

    $569,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    57 Palomino Dr, Pittsfield, MA 01201

    Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    57 Palomino Dr, Pittsfield, MA 01201
  • /13

    $1,435 - $1,685 total monthly price

    • 1 - 2 Beds
    • 1 Bath
    • 648 Sq Ft
    • Condo for Rent

    5 Highview Dr, Pittsfield, MA 01201

    Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

    5 Highview Dr, Pittsfield, MA 01201
  • /42

    $290,000 Sold Oct 24, 2025

    • 1,906 Sq Ft
    • $152/SF
    • 61 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    25 Yarmouth St, Pittsfield, MA 01201

    Welcome to this beautifully maintained 3-bedroom home just moments from scenic Pontoosuc Lake. Perfect for entertaining, the spacious covered deck offers stunning water views and overlooks the lush backyard--ideal for gatherings or quiet mornings with coffee. Inside, you'll find an open-concept living room with gleaming hardwood floors and a cozy, low-maintenance wood-burning fireplace. The

    Laiken Rapisarda LAMACCHIA REALTY, INC

    25 Yarmouth St, Pittsfield, MA 01201
    • /26

      Est $265,990 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft

      134 Doreen St, Pittsfield, MA 01201

      134 Doreen St, Pittsfield, MA 01201
  • /28

    $350,000 Open Sat 1:30PM - 3:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,384 Sq Ft

    565 Williams St, Pittsfield, MA 01201

    Charming three-bedroom ranch offering one and a half baths, beautiful wood floors and a comfortable layout. Separate dining area, open to living room with a cozy fireplace, built-in's, and a large picture window looking over fenced in yard with a view! Bedroom windows have been recently replaced. This well-kept home is in the perfect location, close to the Appalachian Trail yet convenient to

    Claire Kenna Coldwell Banker Realty - Western MA

    565 Williams St, Pittsfield, MA 01201
  • /13

    $1,435 - $1,685 total monthly price

    • 1 - 2 Beds
    • 1 Bath
    • 648 Sq Ft
    • Condo for Rent

    5 Highview Dr, Pittsfield, MA 01201

    Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

    5 Highview Dr, Pittsfield, MA 01201
  • /16

    $185,000 Sold Oct 24, 2025

    • 1,680 Sq Ft
    • $110/SF
    • 141 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1940

    138 Robbins Ave, Pittsfield, MA 01201

    One unit is vacant & the other unit rented for $1,800/month, presenting a great opportunity for investors and owner-occupants! This income producing multifamily home is set back from the street and offers two apartments, each one with 3 bedrooms /1 Bath, laundry hookups and its own Lead Paint Compliance Certificate. The first floor unit has a beautifully renovated bathroom. The apartment was

    Maria Liccardi LAMACCHIA REALTY, INC

    138 Robbins Ave, Pittsfield, MA 01201
    • /62

      Est $949,248 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,416 Sq Ft

      4 Southbrook Ln, Pittsfield, MA 01201

      4 Southbrook Ln, Pittsfield, MA 01201
  • /34

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    189 Doreen St, Pittsfield, MA 01201

    Welcome to this beautifully maintained ranch in a desirable Pittsfield neighborhood! This 3-bedroom, 2-bath home offers easy one-level living with a bright, open floor plan, beautiful floors, and a cozy living room with a large bay window. The updated kitchen opens to a dining area--perfect for entertaining. Enjoy a private deck overlooking the spacious backyard, ideal for gardening or relaxing.

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    189 Doreen St, Pittsfield, MA 01201
  • /22

    $320,000 Sold Oct 24, 2025

    • 1,800 Sq Ft
    • $178/SF
    • 137 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1910

    14 Allessio St, Pittsfield, MA 01201

    Welcome to 11-14 Allessio in Pittsfield, MA! This two unit property has so much to offer. Each Unit has 2 Bedroom / 1 Full, 1 Half Bath, Separate Driveways and 1 Detached Garage. Both Units offer 3 season front porch just in time ready for Summer! Great INVESTMENT Opportunity for the right Buyer! Both Units are occupied with month to month tenants. Purchase as Investment Income or Owner

    Kim Dodge Kim Grant-Dodge

    14 Allessio St, Pittsfield, MA 01201
    • /33

      Est $369,616 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,269 Sq Ft

      6 Mountain Dr, Pittsfield, MA 01201

      6 Mountain Dr, Pittsfield, MA 01201
  • /45

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,191 Sq Ft

    386 Cheshire Rd, Pittsfield, MA 01201

    Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic complemented by brand-new appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows

    Debra Goddeau ASHMERE REALTY, INC.

    386 Cheshire Rd, Pittsfield, MA 01201
  • /36

    $352,500 Sold Oct 23, 2025

    • 1,553 Sq Ft
    • $227/SF
    • 12 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    210 Pine Grove Dr, Pittsfield, MA 01201

    Tucked at the end of a quiet cul-de-sac, 210 Pine Grove Drive in Pittsfield is a very well-cared after home that incorporates comfort, functionality, and convenience. The first floor features a spacious primary bedroom and full bathroom, perfect for one-floor living, along with hardwood floors, vinyl siding for easy upkeep, two ductless wall-mounted AC units for efficient cooling. Upstairs offers

    Brett Haas GELINAS REAL ESTATE

    210 Pine Grove Dr, Pittsfield, MA 01201
    • /24

      Est $233,639 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,502 Sq Ft

      21 George St, Pittsfield, MA 01201

      21 George St, Pittsfield, MA 01201
  • /49

    $369,900 Open Sat 10:30AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    67 Wealthy Ave, Pittsfield, MA 01201

    Welcome to this lovely move-in ready ranch style home, perfectly designed for effortless one-level living. Featuring 3 bedrooms, 2 full bathrooms, wood floors throughout, fresh paint, upgraded Maytag appliances, gas fireplace with remote, attached garage and so much more! This sweetheart boasts a perfectly sized fully fenced backyard with a kidney shaped in-ground swimming pool, an all vinyl

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    67 Wealthy Ave, Pittsfield, MA 01201
  • /34

    $410,000 Sold Oct 22, 2025

    • 1,734 Sq Ft
    • $236/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1962

    75 Anita Dr, Pittsfield, MA 01201

    Welcome to this beautiful 3-bedroom, 3-bathroom ranch home nestled in southeast Pittsfield. Offering the perfect blend of comfort, convenience and style. Open and inviting layout, gleaming wood floors, central air, modern kitchen and baths. First floor laundry and a finished basement with its own bathroom and shower. Updated electric. Attached garage with a sunroom to the back yard. Grill and

    Anthony Riello LAMACCHIA REALTY, INC

    75 Anita Dr, Pittsfield, MA 01201
    • /10

      Est $182,960 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,712 Sq Ft

      75 Wellington Ave, Pittsfield, MA 01201

      75 Wellington Ave, Pittsfield, MA 01201
  • /45

    $574,900

    • 3 Beds
    • 1.5 Baths
    • 2,076 Sq Ft

    847 West St, Pittsfield, MA 01201

    DEEDED LAKE RIGHTS to Onota lake with access to a private beach on Blythwood Drive. This unique Brick colonial home has many high end finishes and recent updates. The kitchen boasts a Wolf gas range, granite counter tops, an island, a new touch screen refrigerator (2023) new dishwasher, recessed lighting, plus ceiling height cabinets for tons of storage The living room has a gas fireplace

    Deb Trzcinski STEEPLEVIEW REALTY - ADAMS BRANCH

    847 West St, Pittsfield, MA 01201
  • /39

    $380,000 Sold Oct 21, 2025

    • 1,644 Sq Ft
    • $231/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    40 Churchill St, Pittsfield, MA 01201

    Welcome to 40 Churchill Street, a charming/nicely updated ranch-style home nestled on just over an acre in Pittsfield, MA. This inviting 3-bedroom, 2-bath residence offers a perfect blend of comfort and convenience. The spacious living area is filled with natural light, creating a warm atmosphere for family gatherings. The well-appointed kitchen features modern appliances and ample counter space,

    Doug Collins LAMACCHIA REALTY, INC

    40 Churchill St, Pittsfield, MA 01201
    • /25

      Est $411,116 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,592 Sq Ft

      72 Stratford Ave, Pittsfield, MA 01201

      72 Stratford Ave, Pittsfield, MA 01201
  • /45

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    171 Pine Grove Dr, Pittsfield, MA 01201

    Charming 3-bedroom, 2-full-bath Cape nestled in a premier location! This well-maintained home offers a full dormer, a spacious sun-filled kitchen with generous cabinet and counter space, and gleaming hardwood floors throughout. The large primary bedroom provides plenty of comfort and versatility. Enjoy added living space in the semi-finished basement--perfect for a playroom, home office, or gym.

    Michele Purcell LAMACCHIA REALTY, INC

    171 Pine Grove Dr, Pittsfield, MA 01201
  • /30

    $230,000 Sold Oct 21, 2025

    • 1,760 Sq Ft
    • $131/SF
    • 140 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1820

    81 Pecks Rd, Pittsfield, MA 01201

    Welcome to this beautifully renovated duplex, offering 2 spacious bedrooms and 1 full bath. Completely updated in 2021, this home combines modern finishes with thoughtful design. The open floor plan features a bright living area, a contemporary kitchen with updated appliances, and sleek flooring throughout. Enjoy the convenience of in-unit laundry with washer and dryer located on the first floor.

    Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    81 Pecks Rd, Pittsfield, MA 01201
    • /39

      Est $274,265 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,412 Sq Ft

      18 Lucille St, Pittsfield, MA 01201

      18 Lucille St, Pittsfield, MA 01201
  • /42

    $349,900

    • 5 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    145 Bartlett Ave, Pittsfield, MA 01201

    This beautiful home offers over 3000 feet of living space. Built in 1907 it's a perfect blend of traditional character and modern comfort. Beautiful hardwood floors and elegant crown molding Inside, you'll find five spacious bedrooms and two and a half baths. Two bedrooms on the first floor and three on the second. The large kitchen features an oversized refrigerator, gas stove, and ample space

    Lori Mickle LAMACCHIA REALTY, INC

    145 Bartlett Ave, Pittsfield, MA 01201
  • /31

    $280,000 Sold Oct 20, 2025

    • 1,160 Sq Ft
    • $241/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    64 Elaine Dr, Pittsfield, MA 01201

    Here's your chance to build equity in one of Pittsfield's most desirable Southeast neighborhoods. This three-bedroom ranch offers hardwood floors, a bright interior, and solid bones, the perfect canvas for your updates and vision. The home features an attached one-car garage and sits on a nicely set lot with a large, flat backyard, ideal for recreation, gardening, or outdoor entertaining. Set

    Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    64 Elaine Dr, Pittsfield, MA 01201
    • /35

      Est $339,188 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,167 Sq Ft

      40 Plinn St, Pittsfield, MA 01201

      40 Plinn St, Pittsfield, MA 01201
  • /15

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    80 Mcintosh Dr, Pittsfield, MA 01201

    Welcome home to this impeccably maintained and thoughtfully updated property in one of Pittsfield's most desirable neighborhoods. This move-in-ready home blends comfort, style, and convenience with modern upgrades throughout.Featuring all new appliances, new windows throughout, updated bathroom, stylish kitchen backsplash, new interior, front, and screen doors, plus new front and back gutters.

    Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

    80 Mcintosh Dr, Pittsfield, MA 01201
  • /29

    $310,000 Sold Oct 17, 2025

    • 1,443 Sq Ft
    • $215/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    69 Daytona Ave, Pittsfield, MA 01201

    This home checks off all the boxes. Renovated open, light, bright and airy! 3 bedroom, 2 bath with open loft/ office space. Great flow, open dining rm, living room w/ vaulted ceiling & skylights. New slider to deck, private back yard that backs onto a SECOND DEEDED LOT, .4017 acre -(see documents for property card) included in this sales price. Tax on this lot extra lot is $109 for 2025. New high

    Donna DiGrigoli DIGRIGOLI REAL ESTATE

    69 Daytona Ave, Pittsfield, MA 01201
    • /57

      Est $356,812 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,238 Sq Ft

      49 Yorkshire Ave, Pittsfield, MA 01201

      49 Yorkshire Ave, Pittsfield, MA 01201
  • /31

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    82 Quirico Dr, Pittsfield, MA 01201

    Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard

    Anthony Riello LAMACCHIA REALTY, INC

    82 Quirico Dr, Pittsfield, MA 01201
  • /40

    $440,000 Sold Oct 17, 2025

    • 1,267 Sq Ft
    • $347/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    59 Bellmore Dr, Pittsfield, MA 01201

    Beautiful, move in ready Cape, located in Southeast Pittsfield! This sunny and vibrant home offers: hardwood floors throughout, a working wood burning fireplace, a fully renovated kitchen with quartz countertops and fully renovated bathrooms with subway tile, a heated basement and new blown in insulation in the attic, along with recessed lighting added throughout the 1st floor. Outdoor comforts

    Timothy Johnson NOCHER REALTY

    59 Bellmore Dr, Pittsfield, MA 01201
    • /17

      Est $234,627 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,014 Sq Ft

      32 Madison Ave, Pittsfield, MA 01201

      32 Madison Ave, Pittsfield, MA 01201
  • /45

    $599,900

    • 3 Beds
    • 1.5 Baths
    • 2,044 Sq Ft

    1136 Barker Rd Unit 18, Pittsfield, MA 01201

    Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether

    Paula McLean PAULA MCLEAN REALTORS INC.

    1136 Barker Rd Unit 18, Pittsfield, MA 01201
  • /25

    $360,000 Sold Oct 17, 2025

    • 1,270 Sq Ft
    • $283/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    215 Pine Grove Dr, Pittsfield, MA 01201

    Tucked at the end of a quiet cul-de-sac, this beautifully maintained ranch offers the perfect blend of neighborhood living and backyard privacy. The open floor plan seamlessly connects the living room, dining area, and kitchen - complete with stainless steel appliances and granite countertops - creating a bright and welcoming space for everyday living or entertaining.With three comfortable

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    215 Pine Grove Dr, Pittsfield, MA 01201
    • /25

      Est $260,949 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,216 Sq Ft

      184 Woodlawn Ave, Pittsfield, MA 01201

      184 Woodlawn Ave, Pittsfield, MA 01201
  • /33

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    139 Gamwell Ave, Pittsfield, MA 01201

    Welcome home to this beautifully refreshed 3 bedroom 1 bathroom ranch. This home has been lovingly brought back to life! Refinished hardwood floors, crisp fresh new paint throughout, some new appliances, fixtures and many other updates. Set at the end of a quiet circle this home offers a great fenced in yard. Perfect for play or relaxing. The attached garage offers convenience, and the basement

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    139 Gamwell Ave, Pittsfield, MA 01201

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