17,399

Berkshire, MA Homes

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  • /22

    $388,000 Pending

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

    927 Holmes Rd, Pittsfield, MA 01201

    Located in Southeast Pittsfield, this well-maintained raised ranch offers comfortable and versatile living space. The open-concept kitchen flows seamlessly into the main living area, perfect for everyday living and entertaining. The spacious primary bedroom includes a walk-in closet and en-suite bath. The finished lower level provides additional living space, perfect for a home office, or guest

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    927 Holmes Rd, Pittsfield, MA 01201
  • /43

    $557,000 Sold Apr 23, 2025

    • 2,448 Sq Ft
    • $228/SF
    • 36 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    11 Brookside Dr, Pittsfield, MA 01201

    OPEN HOUSE, Saturday, Feb 15th, 11a-1p.Lovingly cared for 4 bedroom (with 5th bonus room) 2 1/2 bath home with beautiful bay window and working fireplaces in living room. Located at the end of a cul-de-sac. Large bedrooms, replacement windows, boiler approx 5 yrs, roof approx 15 years, Beautifully landscaped, desirable SE neighborhood of Pittsfield, near shopping, approx 20 minutes to Lee or

    Mary Blair SIGNATURE ASSOCIATES

    11 Brookside Dr, Pittsfield, MA 01201
    • /4

      Est $653,655 Not Listed For Sale

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

      1136 Barker Rd Unit 18, Pittsfield, MA 01201

      1136 Barker Rd Unit 18, Pittsfield, MA 01201
  • /40

    $434,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    6 Greenings Ave, Pittsfield, MA 01201

    Motivated sellers. Welcome to this beautifully maintained home in the highly sought-after Orchards neighborhood! Nestled on a sunny corner lot just steps from the park, this spacious residence offers comfort, style, and functionality throughout. Enjoy an open floor plan perfect for entertaining, with sliders off the dining area that lead to a generous deck overlooking a nice backyard--complete

    Robin Moore 413 REAL ESTATE

    6 Greenings Ave, Pittsfield, MA 01201
  • /58

    $422,000 Sold Apr 23, 2025

    • 2,604 Sq Ft
    • $162/SF
    • 156 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    4 Loumar Dr, Pittsfield, MA 01201

    This beautiful split level home offers the perfect living spaces with its large floor plan. The lower level boasts a spacious family room with a wood burning fireplace. The 1st floor offers a recently renovated full bath, an open concept kitchen with plenty of cabinet space, dining room with access to the wonderful 3 season room, and a perfectly sized living room with the homes 2nd wood burning

    Timothy Johnson NOCHER REALTY

    4 Loumar Dr, Pittsfield, MA 01201
    • /23

      Est $396,448 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,687 Sq Ft

      48 Pomeroy Ave, Pittsfield, MA 01201

      48 Pomeroy Ave, Pittsfield, MA 01201
  • /42

    $249,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,154 Sq Ft

    4 Beaumont Dr, Pittsfield, MA 01201

    Welcome to this affordable and adorable ranch-style home located in the desirable Allendale area. Designed for comfort and ease, one-level living with NO stairs, PERFECT for down-sizing or starting out! Fresh, clean, well cared for & move in ready are just a few words to describe this lovely home. Enjoy a spacious living room, eat in kitchen with plenty of dining space, 3 bedrooms, nicely

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    4 Beaumont Dr, Pittsfield, MA 01201
  • /18

    $275,000 Sold Apr 18, 2025

    • 1,243 Sq Ft
    • $221/SF
    • 8 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1972

    59 Churchill Crest Unit 59, Pittsfield, MA 01201

    This move-in ready, well maintained condo is truly a gem. The bright and sunny atmosphere welcomes you as you step inside. The condo features two spacious bedrooms and one and half bathrooms. The generous living room has sliding doors leading out to your private deck, which over looks the heated swimming pool. The updated kitchen and dining room make it perfect for entertaining. With central A/C,

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    59 Churchill Crest Unit 59, Pittsfield, MA 01201
    • /37

      Est $270,614 Not Listed For Sale

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

      692 W Housatonic St, Pittsfield, MA 01201

      692 W Housatonic St, Pittsfield, MA 01201
  • /27

    $450,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft

    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
  • /25

    $260,500 Sold Apr 17, 2025

    • 803 Sq Ft
    • $324/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1942

    296 Connecticut Ave, Pittsfield, MA 01201

    As you walk through this home, you would walk from room to room on hardwood floors. You would run your fingers along the granite kitchen counters. This easy to maintain home is perfect for 1 level living and simplicity. Offering 2 bedrooms, 1 full bath, and a galley style eat in kitchen. Heated basement gym/office/hobby room, small rear deck overlooking a large flat yard. With low maintenance in

    Jason Nocher NOCHER REALTY

    296 Connecticut Ave, Pittsfield, MA 01201
    • /17

      Est $356,662 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,496 Sq Ft

      395 Lebanon Ave, Pittsfield, MA 01201

      395 Lebanon Ave, Pittsfield, MA 01201
  • /43

    $215,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    42 Briggs Ave, Pittsfield, MA 01201

    This spacious colonial-style home offers classic charm. When you enter the home, you will be greeted by the inviting front porch which makes a great mudroom. The first floor features a living room, formal dining room, kitchen, and full bathroom for convenience and guests. Upstairs, you'll find three bedrooms and a second full bathroom The walk-up attic offers ample space for storage. Outside you

    Jessica Rizzo LAMACCHIA REALTY, INC

    42 Briggs Ave, Pittsfield, MA 01201
  • /34

    $352,500 Sold Apr 17, 2025

    • 2,396 Sq Ft
    • $147/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1914

    11 Harding St, Pittsfield, MA 01201

    Introducing a classic center hall Colonial, where character and modern comforts blend seamlessly. Enter through the gracious front enclosed porch and large foyer, the first floor offers a spacious living room with wood burning fireplace and high ceilings, a cozy den/office space, formal dining room, kitchen, half bathroom, pantry and enclosed back porch. Upstairs, you'll find three generously

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    11 Harding St, Pittsfield, MA 01201
    • /95

      Est $294,533 Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 2,434 Sq Ft

      65 Boylston St, Pittsfield, MA 01201

      65 Boylston St, Pittsfield, MA 01201
  • /46

    $389,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,607 Sq Ft

    9 Swan St, Pittsfield, MA 01201

    Tucked away on a quiet dead-end street just moments from beautiful Pontoosuc Lake, this inviting Cape-style home seamlessly blends tranquility and recreation. With deeded lake access only steps away, an in-ground pool featuring a brand-new liner with new winter cover, and an attached garage, this home is thoughtfully designed for comfort and enjoyment.Step inside to a spacious great room bathed

    Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

    9 Swan St, Pittsfield, MA 01201
  • /72

    $790,000 Sold Apr 16, 2025

    • 4,170 Sq Ft
    • $189/SF
    • 141 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1937

    20 Spadina Pkwy, Pittsfield, MA 01201

    Standing proudly on one of the loveliest streets in the Berkshires,this home is just a short distance to the Pittsfield Country Club,downtown Pittsfield & Lenox,and many Berkshire venues and cultural attractions. This classic Federal style Colonial has been meticulously renovated for the modern buyer with respect for maintaining its historic character with period details restored & preserved.The

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    20 Spadina Pkwy, Pittsfield, MA 01201
    • /31

      Est $226,892 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,056 Sq Ft

      42 Churchill Crescent, Pittsfield, MA 01201

      42 Churchill Crescent, Pittsfield, MA 01201
  • /34

    $349,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,272 Sq Ft

    11 Leslie Dr, Pittsfield, MA 01201

    Enjoy this charming & move in ready cape home, with stylish finishes, & private backyard, abutting 130 acres of conservation land, nestled on almost one acre! This home features beautiful flooring & trim work throughout. The kitchen is open to a bright, yet cozy sunroom with vaulted ceilings, with access to the screened in porch overlooking the patio & gardens. The kitchen features room for a

    Laiken Rapisarda LAMACCHIA REALTY, INC

    11 Leslie Dr, Pittsfield, MA 01201
  • /40

    $369,000 Sold Apr 15, 2025

    • 3,744 Sq Ft
    • $99/SF
    • 76 Days On Market
    • 9 Beds
    • 3 Baths
    • Built 1900

    263 Second St, Pittsfield, MA 01201

    REMODELED - FULLY DELEADED - NEW ROOF/GUTTERS 3 YRS AGO and ready for owner occupancy and/or tenants!** The kitchens have new cabinets, granite countertops, w/appliances, & the interior has been freshly painted w/beautiful flooring throughout the living space. The first floor boasts an open concept kitchen/dining area, 4 bedrooms, 2 full bathrooms as well as a 2ND KITCHEN & laundry at the back of

    Diane Franklin Executive Real Estate, Inc.

    263 Second St, Pittsfield, MA 01201
    • /29

      Est $300,900 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,130 Sq Ft

      77 Fort Hill Ave, Pittsfield, MA 01201

      77 Fort Hill Ave, Pittsfield, MA 01201
  • /30

    $294,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft

    109 Euclid Ave, Pittsfield, MA 01201

    Welcome to 109 Euclid Ave, a charming Cape-style home in the heart of Pittsfield, MA. This beautifully maintained residence features three spacious bedrooms and two full bathrooms, providing ample space for families or guests. The inviting living room features hardwood floors and a cozy atmosphere, perfect for relaxation. The updated kitchen is nicely equipped, complete with modern appliances and

    Doug Collins LAMACCHIA REALTY, INC

    109 Euclid Ave, Pittsfield, MA 01201
  • /43

    $450,000 Sold Apr 14, 2025

    • 2,262 Sq Ft
    • $199/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1955

    59 Mountain Dr, Pittsfield, MA 01201

    OPEN HOUSE Tue 02/04/25 4p-6p. This charming Cape-style home, nestled in Southeast Pittsfield on the border of Dalton, offers the perfect blend of convenience and privacy. Upon entering, you are greeted by the warmth of beautifully maintained hardwood floors and a fieldstone fireplace perfect for gathering on cooler evenings. Two spacious bedrooms are located on the first floor next to a full

    Cindy Carrigan LAMACCHIA REALTY, INC

    59 Mountain Dr, Pittsfield, MA 01201
    • /17

      Est $359,108 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,543 Sq Ft

      211 Hancock Rd, Pittsfield, MA 01201

      211 Hancock Rd, Pittsfield, MA 01201
  • /41

    $295,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,376 Sq Ft

    50 Williamsburg Terrace, Pittsfield, MA 01201

    Let me introduce myself: I'm a cheerful 2 bedroom, 1 bath Cape-style delight located on a peaceful street where hummingbirds buzz and neighbors smile. For the past 65 years, I've been loving cared for by 1 incredible family who filled me with laughter, love & holiday cheer, from twinkle lights in the winter to backyard BBQ's in the summer. I've got stories to tell - like ones whispered under the

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    50 Williamsburg Terrace, Pittsfield, MA 01201
  • /28

    $229,000 Sold Apr 11, 2025

    • 1,752 Sq Ft
    • $131/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1905

    70 Briggs Ave, Pittsfield, MA 01201

    Extremely well maintained 2 family duplex, centrally located near Berkshire Medical Center. This home consists of 2- 2 bedroom 1 bath units. Front & back compliant egresses for both units, hardwood floors throughout, many updates, laundry for both units in basement, off street parking, long term tenants and replacement windows. Great investment property!!

    Timothy Johnson NOCHER REALTY

    70 Briggs Ave, Pittsfield, MA 01201
    • /25

      Est $326,453 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,430 Sq Ft

      70 Donna Ave, Pittsfield, MA 01201

      70 Donna Ave, Pittsfield, MA 01201
  • /3

    $325,000 Pending

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

    Unlisted Address

    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

    Unlisted Address
  • /55

    $370,000 Sold Apr 11, 2025

    • 1,331 Sq Ft
    • $278/SF
    • 68 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    97 Sampson Pkwy, Pittsfield, MA 01201

    Brick exterior one level home with 1 car garage. Wood floors in living room and bedrooms all newly refinished. New fireplace doors. Bathroom has been totally remodeled with large walk-in shower, new sink, new toilet.Eat in kitchen, mud room that takes you to attached one car garage. Great finished space in basement with 1/2 bath. Gas was brought to the house for new hot water tank. Newer

    Penney Cardonnel SIGNATURE ASSOCIATES

    97 Sampson Pkwy, Pittsfield, MA 01201
    • /15

      Est $254,580 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,576 Sq Ft

      69 Richmond Ave, Pittsfield, MA 01201

      69 Richmond Ave, Pittsfield, MA 01201
  • /39

    $375,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,747 Sq Ft

    70 Saratoga Dr, Pittsfield, MA 01201

    Perfectly positioned at the head of a quiet cul-de-sac in southeast Pittsfield, 70 Saratoga Drive is a 3+ bedroom, 2.5-bath ranch brimming with potential and showcasing the kind of long view that rarely comes available, and whose value can't be overstated.This home exudes mid-century character throughout, from its natural woodwork and hardwood floors to the very spacious fireplaced living room

    Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    70 Saratoga Dr, Pittsfield, MA 01201
  • /23

    $210,000 Sold Apr 10, 2025

    • 2,380 Sq Ft
    • $88/SF
    • 17 Days On Market
    • 7 Beds
    • 3.5 Baths
    • Built 1880

    44 Cherry St, Pittsfield, MA 01201

    Welcome to Cherry St! This property has been fully renovated over the past few years making for an attractive investment. The left side of the building has the largest apartment which would be great for an owner occupant. The right side boasts a first floor one bedroom apartment and a two bedroom on the second floor, rented at market rate. Low maintenance electric heat and hot water. New back

    Derek Strzepa NOCHER REALTY

    44 Cherry St, Pittsfield, MA 01201
    • /29

      Est $264,874 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,072 Sq Ft

      429 Williams St, Pittsfield, MA 01201

      429 Williams St, Pittsfield, MA 01201
  • /44

    $450,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,848 Sq Ft

    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
  • /39

    $155,000 Sold Apr 09, 2025

    • 1,688 Sq Ft
    • $92/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    237 Wahconah St, Pittsfield, MA 01201

    This single family home has a lot to offer at an affordable price. 4 bedrooms, 2 bathrooms, and large kitchen. First floor bedroom and bathroom. Set back off the main street with a small yard. This home will be sold ''as is, how is with all contents''

    Janet Benoit MOCKINGBIRD REAL ESTATE

    237 Wahconah St, Pittsfield, MA 01201
    • /44

      Est $347,392 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,696 Sq Ft

      1178 W Housatonic St, Pittsfield, MA 01201

      1178 W Housatonic St, Pittsfield, MA 01201
  • /21

    $199,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    97 Lenox Ave, Pittsfield, MA 01201

    Located in central Pittsfield, in a residential neighborhood, this home has much to offer. Downstairs, a large eat-in kitchen, designated dining and living areas, and laundry with a half bath off the kitchen. Upstairs there are three bedrooms and a full bath. The primary bedroom has a large closet space leading to the walk-up attic. The attic has a finished area with heat and window A/C.

    Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

    97 Lenox Ave, Pittsfield, MA 01201
  • /41

    $255,851 Sold Apr 08, 2025

    • 2,214 Sq Ft
    • $116/SF
    • 26 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1880

    3 Pleasant St, Pittsfield, MA 01201

    Centrally located, well maintained multi-family home. This property includes: two 3 bed / 1 bath units, a private fully fenced in backyard, washer dryer hook ups in the basement for each unit, replacement windows, letter of full deleading compliance, and a vacant apartment for possible owner occupancy. This home also has modern upgrades to baths and kitchens, as shown in listing photos. Call

    Timothy Johnson NOCHER REALTY

    3 Pleasant St, Pittsfield, MA 01201
    • /33

      Est $270,802 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      559 Onota St, Pittsfield, MA 01201

      559 Onota St, Pittsfield, MA 01201
  • /13

    $225,000 Pending

    • 2 Beds
    • 1 Bath
    • 805 Sq Ft

    5 Stevens St, Pittsfield, MA 01201

    Come see this cute as a button 2 bedroom 1 bath home located on a desirable street right across from beautiful Onota Lake. This cozy home features many recent updates including a newer heating system, some new insulated windows, upgraded insulation, and a freshly redone driveway. Inside you'll find hardwood floors, updated appliances, and a comfortable layout perfect for easy living. Step outside

    James Gelinas GELINAS REAL ESTATE

    5 Stevens St, Pittsfield, MA 01201

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