17,467

Pittsfield, MA Homes

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  • /19

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    51 Churchill Crest Unit 51, Pittsfield, MA 01201

    This charming 3 bedroom and 2.5 bathroom condo is a must see! Offering fantastic location with scenic views of the swimming pool from your private deck. The bright and sunny kitchen seamlessly connect to the dining room making it perfect for entertaining. A Spacious living room features a wood burning fireplace. Additional features include one-car garage, storage closest and in-unit laundry for

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    51 Churchill Crest Unit 51, Pittsfield, MA 01201
  • /39

    $322,600 Sold Sep 05, 2025

    • 1,658 Sq Ft
    • $195/SF
    • 9 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1960

    10 Elaine Dr, Pittsfield, MA 01201

    Showings begin _ 7/17/25. Is this the one you have been waiting for? Affordable single level living at its best!. Charming ranch in southeast Pittsfield boasts modifications to make this home accessible to many. Living room access from front deck & ramp. Living w/ picture window & wood floors, & wide doorway to a bright sunny recently renovated kitchen. Dutch door to garage & slider to back

    Nadine Hiser KRG - Key Realty Group

    10 Elaine Dr, Pittsfield, MA 01201
    • /11

      Est $237,000 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,510 Sq Ft

      32 Westminister St, Pittsfield, MA 01201

      32 Westminister St, Pittsfield, MA 01201
  • /44

    $570,000

    • 2 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    35 Chapman Rd, Pittsfield, MA 01201

    A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

    35 Chapman Rd, Pittsfield, MA 01201
  • /51

    $389,000 Sold Sep 05, 2025

    • 1,852 Sq Ft
    • $210/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    111 Northumberland Rd, Pittsfield, MA 01201

    Welcome to this beautifully maintained colonial located on a quiet tree-lined street in one of Pittsfield's most desirable neighborhoods. This spacious home has 3 bedrooms, 2.5 bathrooms, and over 1,800 square feet of living space. Step inside to find warm hardwood floors, original woodwork, and a cozy fireplace in the inviting living room. The bright and airy layout flows effortlessly into the

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    111 Northumberland Rd, Pittsfield, MA 01201
    • /13

      Est $188,542 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 760 Sq Ft

      81 Dartmouth St Unit 210, Pittsfield, MA 01201

      81 Dartmouth St Unit 210, Pittsfield, MA 01201
  • /26

    $239,900

    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    29 Crystal St, Pittsfield, MA 01201

    Don't miss this renovated 875 sq ft ranch, offering one-level living with thoughtful updates throughout. This home features a brand-new roof, windows, kitchen, bathroom, and flooringa"everything has been done for you! Enjoy a bright layout with a modern kitchen, updated bath, and cozy living spaces. The breezeway adds bonus space and connects the home to a spacious yard, perfect for relaxing or

    Robin Moore 413 REAL ESTATE

    29 Crystal St, Pittsfield, MA 01201
  • /32

    $300,500 Sold Sep 05, 2025

    • 1,771 Sq Ft
    • $170/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    10 Cardinal St, Pittsfield, MA 01201

    This spacious home features 3 bedrooms and 2 full bathrooms and boasts an enclosed front porch, a den, an office, and abundant closet space. The kitchen is generously sized, and the separate dining room seamlessly connects to a side deck. You'll love the extra-large living room that provides plenty of space for relaxation and entertainment.The property is partially fenced and includes a 2-car

    Susan Deacon RE/MAX COMPASS

    10 Cardinal St, Pittsfield, MA 01201
    • /46

      Est $1,241,711 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 4,892 Sq Ft

      777 West St, Pittsfield, MA 01201

      777 West St, Pittsfield, MA 01201
  • /31

    $272,000

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

    15 Atlantic Ave, Pittsfield, MA 01201

    Recently Renovated Two-Family Flat - Lead Compliant & Move-In Ready!Discover this nicely updated two-family flat offering comfort, convenience, & modern features. Lead compliant, this property is perfect for owner-occupants or investors alike.Each 3 BR unit boasts fresh finishes & functional layouts!. The fully fenced yard is ideal for pets, play, & entertaining, & the two-car garage provides

    Mary Jane Dunlop BISHOP WEST REAL ESTATE

    15 Atlantic Ave, Pittsfield, MA 01201
  • /20

    $265,000 Sold Sep 04, 2025

    • 2,460 Sq Ft
    • $108/SF
    • 37 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1850

    39 Pomeroy Ave, Pittsfield, MA 01201

    Great opportunity to own a fully rented 3-family property in a central Pittsfield location, close to downtown, schools, restaurants, and local attractions. This property features two 2-bedroom units and one 1-bedroom unit, each with natural gas heat, separate electric meters, laundry hookups, and off-street parking.One unit has been fully renovated and is currently used as a successful short-term

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    39 Pomeroy Ave, Pittsfield, MA 01201
    • /40

      Est $743,431 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,926 Sq Ft

      67 Alpine Trail, Pittsfield, MA 01201

      67 Alpine Trail, Pittsfield, MA 01201
  • /33

    $534,900

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    561 Pecks Rd, Pittsfield, MA 01201

    Pontoon boat included with the sale of the home! Fully updated and ready for lake life! This two bedroom, two bathroom 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

    Cory Evangelisto NOCHER REALTY

    561 Pecks Rd, Pittsfield, MA 01201
  • /44

    $450,000 Sold Sep 04, 2025

    • 2,848 Sq Ft
    • $158/SF
    • 51 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1900

    40 Pollock Ave, Pittsfield, MA 01201

    Welcome to a piece of history, where timeless charm and modern comfort come together seamlessly. This enchanting 1900 Colonial invites you in with its wide, welcoming front porch, the perfect spot for morning coffee or evening conversation. Step inside and feel instantly at home in the light-filled living room, where a gas fireplace adds warmth and character. Across from the living room, the cozy

    Chris LaPatin LAMACCHIA REALTY, INC

    40 Pollock Ave, Pittsfield, MA 01201
    • /18

      Est $205,867 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 740 Sq Ft

      33 Maplewood Ave Unit 304, Pittsfield, MA 01201

      33 Maplewood Ave Unit 304, Pittsfield, MA 01201
  • /59

    $349,000

    • 7 Beds
    • 3.5 Baths
    • 3,672 Sq Ft

    98 Lincoln St, Pittsfield, MA 01201

    Fantastic opportunity to own this updated 3-family property, perfect for investors or owner-occupants alike. Featuring many recent updates throughout, each unit offers comfortable living with separate utilities for convenience and cost control. The property boasts off-street parking, a strong rental history, and a central location close to shopping, dining, and public transportation. Whether

    Michele Purcell LAMACCHIA REALTY, INC

    98 Lincoln St, Pittsfield, MA 01201
  • /20

    $300,000 Sold Sep 02, 2025

    • 950 Sq Ft
    • $316/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    62 Maple Grove Dr, Pittsfield, MA 01201

    Cute, cozy and move-in ready! This charming 3 bedroom ranch offers the ease of one floor living in a desirable neighborhood. The spacious kitchen features maple cabinets and granite countertops with stainless steel appliances. The warm oak floors flow through the living room and all the bedrooms. Step into the delightful screened room-perfect for relaxing or entertaining in your back yard.

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    62 Maple Grove Dr, Pittsfield, MA 01201
    • /35

      Est $637,631 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,381 Sq Ft

      22 Alpine Trail, Pittsfield, MA 01201

      22 Alpine Trail, Pittsfield, MA 01201
  • /30

    $240,000

    • 3 Beds
    • 1 Bath
    • 822 Sq Ft

    63 Reuter Ave, Pittsfield, MA 01201

    Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

    Jeff Astore WILLIAM RAVEIS REAL ESTATE

    63 Reuter Ave, Pittsfield, MA 01201
  • /26

    $285,000 Sold Sep 02, 2025

    • 1,526 Sq Ft
    • $187/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1920

    63 Yarmouth St, Pittsfield, MA 01201

    Charming 2 bedroom,2 bath Home with Private Yard in Lake Community! Welcome to this beautifully updated home nestled in a desirable lake community! This 2 Bedroom 2 Bath Gem offers a spacious private yard--perfect for relaxing, gardening, or entertaining. Enjoy many modern updates including: New flooring in the kitchen, hallway, and bedroom. New shower in upstairs bathroom. Recent siding and

    James Gelinas GELINAS REAL ESTATE

    63 Yarmouth St, Pittsfield, MA 01201
    • /55

      Est $730,525 Not Listed For Sale

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

      31 Alpine Trail, Pittsfield, MA 01201

      31 Alpine Trail, Pittsfield, MA 01201
  • /25

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    68 Brookside Dr, Pittsfield, MA 01201

    Step in to this charming side hall Colonial offering a spacious & family-friendly flow, timeless appeal & a pallet to create new options. The heart of the home is the spacious & bright kitchen featuring stone countertops and open dining area - great for entertaining & everyday.First floor reveals gleaming hardwood floors, living & dining area, half-bath, family room with a wood-burning fireplace,

    Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

    68 Brookside Dr, Pittsfield, MA 01201
  • /11

    $210,001 Sold Sep 02, 2025

    • 1,452 Sq Ft
    • $145/SF
    • 20 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    90 Turner Ave, Pittsfield, MA 01201

    Charming colonial-style home offering 3 bedrooms, 1 full bathroom, and 1,452 square feet of living space. The first floor features a spacious living room, formal dining room, and a full bathroom, all filled with natural light from numerous windows. Upstairs, you’ll find three comfortable bedrooms. Additional highlights include a full basement providing ample storage and off-street parking.

    Zachary DeCaro Property Works New England

    90 Turner Ave, Pittsfield, MA 01201
    • /32

      Est $297,049 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,086 Sq Ft

      34 Sampson Pkwy, Pittsfield, MA 01201

      34 Sampson Pkwy, Pittsfield, MA 01201
  • /14

    $1,475,000

    • 16 Beds
    • 16 Baths
    • 8,608 Sq Ft

    14 Highland Ave, Pittsfield, MA 01201

    Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    14 Highland Ave, Pittsfield, MA 01201
  • /47

    $465,500 Sold Sep 02, 2025

    • 2,104 Sq Ft
    • $221/SF
    • 141 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    18 Lacona St, Pittsfield, MA 01201

    Step in to the inviting foyer in this brand new colonial featuring beautiful kitchen dining open floor plan, first floor laundry, 3 spacious bedrooms and two full baths on second floor, sliders from dining room out to deck, 2 car garage EV car ready, large basement plumbed for 4th bath and sliders to nice yard all located walking distance to Pontoosuc lake and park. Come make this your new

    Robin Moore 413 REAL ESTATE

    18 Lacona St, Pittsfield, MA 01201
    • /33

      Est $313,938 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 2,340 Sq Ft

      83 W Union St, Pittsfield, MA 01201

      83 W Union St, Pittsfield, MA 01201
  • /33

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    59 Joan Dr, Pittsfield, MA 01201

    Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

    Doug Collins LAMACCHIA REALTY, INC

    59 Joan Dr, Pittsfield, MA 01201
  • /16

    $375,000 Sold Sep 02, 2025

    • 2,951 Sq Ft
    • $127/SF
    • 133 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1880

    21 Pleasant St, Pittsfield, MA 01201

    Two-family flat with each unit featuring 2 bedrooms/ 1 bath and separate natural gas heat, hot water & electric. There is a nice fenced in yard divided for each apartment, plus good off street parking! This home is close to downtown Pittsfield and would make a great home or addition to your portfolio!*Can be sold as a package with the two-family at 36 Division St in Pittsfield. ~ includes

    Maria Liccardi LAMACCHIA REALTY, INC

    21 Pleasant St, Pittsfield, MA 01201
    • /15

      Est $208,527 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,049 Sq Ft

      26 Meadow Ln, Pittsfield, MA 01201

      26 Meadow Ln, Pittsfield, MA 01201
  • /44

    $459,900

    • 4 Beds
    • 2 Baths
    • 2,606 Sq Ft

    133 Pomeroy Ave, Pittsfield, MA 01201

    Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on

    Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    133 Pomeroy Ave, Pittsfield, MA 01201
  • /28

    $305,000 Sold Aug 29, 2025

    • 1,152 Sq Ft
    • $265/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    7 Aberdeen Rd, Pittsfield, MA 01201

    Delightful single level living in a quiet, convenient neighborhood setting. Nicely landscaped and manicured yard, very private with shed and greenhouse. House is bright and sunny with many updates. 6 yr. old furnace, 6 yr. old range and refrigerator, bathroom renovated 5-6 yrs. ago. Rented solar with good production. Beautiful hard wood floors, great sunlight. Walk up attic. A little gem

    Suzanne Crerar STONE HOUSE PROPERTIES, LLC

    7 Aberdeen Rd, Pittsfield, MA 01201
    • /47

      Est $313,165 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft

      81 Longview Terrace, Pittsfield, MA 01201

      81 Longview Terrace, Pittsfield, MA 01201
  • /25

    $579,900

    • 3 Beds
    • 4.5 Baths
    • 5,640 Sq Ft

    168 Elm St, Pittsfield, MA 01201

    Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building offers 3 one bedroom apartments, 2 units will be delivered empty for

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    168 Elm St, Pittsfield, MA 01201
  • /33

    $260,000 Sold Aug 29, 2025

    • 1,170 Sq Ft
    • $222/SF
    • 20 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    54 Dutchess Ave, Pittsfield, MA 01201

    Welcoming 54 Dutchess Ave in Pittsfield to the market! The home is ideal for anyone seeking single level living. Step inside to find a spacious living area filled with natural light that is ideal for entertaining or relaxing. The well appointed eat-in kitchen offers ample storage and plenty of space. Down the hall are three cozy bedrooms that provide for a peaceful retreat along with a full

    Doug Collins LAMACCHIA REALTY, INC

    54 Dutchess Ave, Pittsfield, MA 01201
    • /16

      Est $246,465 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 879 Sq Ft

      226 Lenox Ave, Pittsfield, MA 01201

      226 Lenox Ave, Pittsfield, MA 01201
  • /38

    $850,000

    • 18,000 Sq Ft

    40 Pecks Rd, Pittsfield, MA 01201

    Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

    Xavier Cruz Fathom Realty

    40 Pecks Rd, Pittsfield, MA 01201
  • /54

    $620,000 Sold Aug 29, 2025

    • 1,978 Sq Ft
    • $313/SF
    • 54 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    83 Hancock Rd, Pittsfield, MA 01201

    Escape to Lake Pontoosuc Lakeview Living. This quality contemporary offers a stunning view through the tall pines overlooking the newly revamped Pontoosuc Park in Pittsfield, truly the heart of the Berkshires. Enjoy a spectacular north-facing view of the vast Lake Pontoosuc and the majesty of Mount Greylock.Set on 2+ acres of rolling lawns, this peaceful 3-bedroom, 2.5-bath home features soaring

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    83 Hancock Rd, Pittsfield, MA 01201
    • /39

      Est $723,109 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,900 Sq Ft

      67 Flintstone Dr, Pittsfield, MA 01201

      67 Flintstone Dr, Pittsfield, MA 01201
  • /6

    $70,000

    • 12 Beds
    • 5 Baths
    • 4,032 Sq Ft

    48 Brown St, Pittsfield, MA 01201

    Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

    Xavier Cruz Fathom Realty

    48 Brown St, Pittsfield, MA 01201

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