16,133

Berkshire, MA Homes

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  • /5

    $32,900

    • Land
    • 0.49 Acre
    • $67,144 per Acre

    Lot #112 Cadwell Rd, Pittsfield, MA 01201

    This building lot boasts convenient access to essential utilities including water, sewer, and natural gas lines, available along the road. This parcel provides a seamless foundation for construction and future living. The lot is nestled within a residential neighborhood while being just a stone's throw away from amenities and recreational hotspots. With it's R6 zoning designation, the property

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 722-5737

    Lot #112 Cadwell Rd, Pittsfield, MA 01201
  • /36

    $11 per month

    • 2 Baths
    • 142,518 Sq Ft
    • Property for Rent

    703 W Housatonic St, Pittsfield, MA 01201

    703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    703 W Housatonic St, Pittsfield, MA 01201
  • /47

    $660,000 Sold Aug 22, 2025

    • 2,242 Sq Ft
    • $294/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    36 Tucker St, Lenox, MA 01240

    Charming and versatile, this home is a well-maintained two-family home just steps from downtown Lenox. With two separate units offering 2 bedrooms and 1 full bath each, this property is perfect for investors, multi-generational living, or owner-occupied. Each unit features hardwood floors, full kitchens, separate utilities, and bright, comfortable living spaces. Enjoy the spacious backyard and

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    36 Tucker St, Lenox, MA 01240
    • /24

      Est $275,054 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,676 Sq Ft

      46 Lenox Ave, Pittsfield, MA 01201

      46 Lenox Ave, Pittsfield, MA 01201
  • /60

    $249,900 Pending

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

    47 Hawthorne Ave, Pittsfield, MA 01201

    Charming two-family duplex offering the perfect blend of move-in-ready comfort and renovation potential, just around the corner from Clapp Park. Each unit features 3 bedrooms, 1 bathroom, and a divided basement. One side is lovingly maintained with an inviting enclosed porch and warm interior details, while the other side offers original wood floors, trim, and doors--ready for your updates and

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 324-4060

    47 Hawthorne Ave, Pittsfield, MA 01201
  • /4

    $14 per month

    • 1.5 Baths
    • 1,597 Sq Ft
    • Property for Rent

    99 Hawthorne Ave, Pittsfield, MA 01201

    The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    99 Hawthorne Ave, 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
    • /38

      Est $293,029 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,890 Sq Ft

      46 Worthington St, Pittsfield, MA 01201

      46 Worthington St, Pittsfield, MA 01201
  • /82

    $2,550,000

    • 6 Beds
    • 6.5 Baths
    • 7,143 Sq Ft

    13 Taconic Ave, Lenox, MA 01240

    An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    13 Taconic Ave, Lenox, MA 01240
  • /2

    $42,000 per month

    • 6,000 Sq Ft
    • Property for Rent

    5 Whipple St, Pittsfield, MA 01201

    St Luke's Square. Entrance to lower level space from 1st level parking lot or rear, Whipple St.

    James McRory BERKSHIRE COUNTY REALTY

    5 Whipple 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 $290,535 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,704 Sq Ft

      11 Pleasure Ave, Pittsfield, MA 01201

      11 Pleasure Ave, Pittsfield, MA 01201
  • /20

    $229,000

    • 2 Beds
    • 1 Bath
    • 867 Sq Ft

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

    Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

    Michele Purcell LAMACCHIA REALTY, INC

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
  • /2

    $60,000 per month

    • Studio
    • 2 Baths
    • 3,060 Sq Ft
    • Property for Rent

    81 Linden St, Pittsfield, MA 01201

    Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

    James McRory BERKSHIRE COUNTY REALTY

    81 Linden St, 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
    • /30

      Est $255,008 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 750 Sq Ft

      234 California Ave, Pittsfield, MA 01201

      234 California Ave, Pittsfield, MA 01201
  • /60

    $4,950,000

    • 7 Beds
    • 8.5 Baths
    • 7,073 Sq Ft

    1 Pinecroft Dr, Lenox, MA 01240

    Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Pinecroft Dr, Lenox, MA 01240
  • /19

    $267,500 Sold Aug 19, 2025

    • 1,561 Sq Ft
    • $171/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    106 Sampson Pkwy, Pittsfield, MA 01201

    Discover the potential in this charming ranch-style home located in the desirable Parkways neighborhood. Offering three generously sized bedrooms and one and a half baths, this home features a classic layout with solid bones and room to make it your own. Original wood floors run throughout much of the home, adding warmth and character. One of the interesting features the unique dining area with a

    Kellie Perrault NOCHER REALTY

    106 Sampson Pkwy, Pittsfield, MA 01201
    • /26

      Est $364,889 Not Listed For Sale

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

      69 Valentine Rd, Pittsfield, MA 01201

      69 Valentine Rd, Pittsfield, MA 01201
  • /40

    $429,000

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

    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
  • /22

    $388,000 Sold Aug 19, 2025

    • 1,194 Sq Ft
    • $325/SF
    • 23 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2001

    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
    • /31

      Est $434,990 Not Listed For Sale

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

      252 Barker Rd, Pittsfield, MA 01201

      252 Barker Rd, Pittsfield, MA 01201
  • /40

    $399,000

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    40 Sampson Pkwy, Pittsfield, MA 01201

    40 Sampson Parkway is a classic New England Cape boasting 3,100 sq. ft. Enter the front door and you have a formal living room with a pretty stone fireplace on the right and to the left a second room that can be used as a den or office. Hardwood floors run throughout. The first-floor bedroom is spacious and is right next to a full bath. The dining room is open to an eat in kitchen and has

    Brenda Bourne Keller Williams Realty

    40 Sampson Pkwy, Pittsfield, MA 01201
  • /30

    $287,500 Sold Aug 19, 2025

    • 1,267 Sq Ft
    • $227/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    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
    • /39

      Est $378,806 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 2,061 Sq Ft

      124 Birch Grove Dr, Pittsfield, MA 01201

      124 Birch Grove Dr, Pittsfield, MA 01201
  • /33

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    59 Hawthorne St, Stockbridge, MA 01262

    Just moments from Stockbridge Bowl and Tanglewood, this lovely, easy, three-bedroom, two-and-a-half-bath home offers abundant light and an enviable Berkshire setting with a mid-century vibe. Large south-facing windows fill the open living and dining room with sunshine, complemented by a fireplace, while a second fireplace warms the lower-level family room. Three bedrooms and a bath and a half

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    59 Hawthorne St, Stockbridge, MA 01262
  • /25

    $261,500 Sold Aug 18, 2025

    • 1,296 Sq Ft
    • $202/SF
    • 184 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    874 East St, Lenox, MA 01240

    If you are looking for a Lenox home, don't miss this one! Three bedroom, two bath expanded cape with walk-out basement. First floor includes two bedrooms and a full bath. Hardwood throughout much of the house. Kitchen opens to a year-round heated sunroom that opens to a deck and overlooks the spacious back yard. Traditional cape with a bedroom with hardwood, bonus room and full bath on the

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    874 East St, Lenox, MA 01240
    • /40

      Est $251,484 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 895 Sq Ft

      66 Harding St, Pittsfield, MA 01201

      66 Harding St, Pittsfield, MA 01201
  • /27

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    33 Elaine Ave, Dalton, MA 01226

    Move in ready, charming 3 bedroom, 2.5 bath ranch in a desirable Dalton neighborhood. Located just minutes from local amenities including shopping centers, restaurants, parks and attractions. Finished basement with a bar, bonus room and a half bath. Bright and inviting living areas. Well maintained throughout. Clean and functional kitchen. Natural gas heat and hot water. 200 amp panel. Central

    Anthony Riello LAMACCHIA REALTY, INC

    33 Elaine Ave, Dalton, MA 01226
  • /38

    $587,000 Sold Aug 15, 2025

    • 2,994 Sq Ft
    • $196/SF
    • 20 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2005

    25 Alpine Trail, Pittsfield, MA 01201

    Nestled in the desirable Pines at Bousquet community, this stunning three-story condo offers 5 spacious bedrooms and 4.5 bathrooms. The inviting eat-in kitchen flows seamlessly into a generous living room, complete with a cozy gas fireplace--perfect for relaxing or entertaining.Take in breathtaking views from either the screened porch or the lower-level patio. Located close to year-round

    Peter West BISHOP WEST REAL ESTATE

    25 Alpine Trail, Pittsfield, MA 01201
    • /32

      Est $314,202 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,512 Sq Ft

      280 West St, Pittsfield, MA 01201

      280 West St, Pittsfield, MA 01201
  • /31

    $537,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    30 - 5 Clifton Ct, Lenox, MA 01240

    Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

    Tony Segalla LANCE VERMEULEN RE, INC

    30 - 5 Clifton Ct, Lenox, MA 01240
  • /2

    $250,000 Sold Aug 13, 2025

    • 1,832 Sq Ft
    • $136/SF
    • 117 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1905

    36 Division St, Pittsfield, MA 01201

    Income- producing two family flat with 3-car garage, plus great off-street parking! Each apartment offers 2 bedrooms and 2 bathrooms, and the home features separate natural gas heat, hot water and electric. Some recent updates done in the last few years include new vinyl replacement windows, new kitchens, baths and flooring. New insulation to attic and basement is being installed now. Both units

    Maria Liccardi Lamacchia Realty, Inc.

    36 Division St, Pittsfield, MA 01201
    • /30

      Est $215,875 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,568 Sq Ft

      12 Leidhold Place, Pittsfield, MA 01201

      12 Leidhold Place, Pittsfield, MA 01201
  • /36

    $359,900

    • 3 Beds
    • 1 Bath
    • 1,553 Sq Ft

    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
  • /53

    $625,000 Sold Aug 12, 2025

    • 1,687 Sq Ft
    • $370/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    73 Birchwood Ln, Lenox, MA 01240

    Neat as a pin and a gardener's delight! Sited near the end of a cul-de-sac this Lenox neighborhood home offers so much to come home to! First floor features fireplaced front-to-back living room that opens to an updated three-season sunroom. Formal dining with built-in storage, open kitchen with access to rear deck. Recently remodeled 1st floor full bath with walk-in shower. Second level

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    73 Birchwood Ln, Lenox, MA 01240
    • /23

      Est $290,198 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
  • /68

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    40 Stringer Ave, Lee, MA 01238

    Tucked away at the end of a peaceful dead-end street, this unique property offers a rare combination of privacy, charm and history. Previously used as a horse farm. The grounds offer plenty of potential gardening, hobby farming, or even bring horses back to the property. Whether you're looking for a rural retreat, space for animals, or simply a home with extra land to enjoy, this one-of-a-kind

    Janice Braim CARRIAGE HOUSE REAL ESTATE

    40 Stringer Ave, Lee, MA 01238
  • /24

    $205,000 Sold Aug 12, 2025

    • 953 Sq Ft
    • $215/SF
    • 29 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1870

    9 Dwight St, Pittsfield, MA 01201

    Charming 2-bedroom, 1-bath colonial with potential for a first-floor bedroom! Located on a quiet dead-end street, this cozy home features an enclosed front porch, a spacious back deck, and a fully fenced yard with a pool and patio--perfect for summer entertaining. Recent updates in 2023 include a new roof, chimney, sewer line, fence, and deck, offering peace of mind for years to come. Ideal for

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    9 Dwight St, Pittsfield, MA 01201
    • /26

      Est $256,422 Not Listed For Sale

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

      134 Doreen St, Pittsfield, MA 01201

      134 Doreen St, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 18

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