65,870

Berkshire County, MA Homes

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  • /52

    $515,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 3,275 Sq Ft

    53 Greenings Ave, Pittsfield, MA 01201

    Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping,

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    53 Greenings Ave, Pittsfield, MA 01201
  • /7

    $1,000 Per Month

    • 700 Sq Ft
    • Property for Rent

    19 Williamstown Rd, Lanesborough, MA 01237

    available soon. This new commercial property offers 4 available spaces for lease, 700 sq ft per space, easy access, visibility to road, radiant heat, security cameras, fiber optics, 3 phase power, custom buildout options like a mezzanine, bathroom or kitchen potential, lease 1 or all 4 spaces with unlimited potential. Need more space, an additional 9 units are planned for this facility.

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    19 Williamstown Rd, Lanesborough, MA 01237
  • /24

    $235,000

    Sold May 15, 2026

    37 Corey Rd Unit 73, Hancock, MA 01237

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $279/SF
    • 226 Days On Market

    Last Listing Agent Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 73, Hancock, MA 01237
    • /50

      Est $514,492

      Not Listed For Sale

      225 Williams St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,984 Sq Ft
      • Built 1947
      225 Williams St, Pittsfield, MA 01201

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  • /16

    $295,000

    • Land
    • 21 Acres
    • $14,048 per Acre

    66 Scott Rd, Lanesborough, MA 01237

    21 ACRES IN NORTH COUNTYA substantial corner parcel with long frontage on both Scott & Kessler Roads, sited between BNRC conservation land and a portion of Mt Greylock St. Reservation.The land unfolds naturally: meadow at the entrance, mature forest beyond, a substantial brook flowing from protected uplands, and a rising ridge offering elevation & potential views.Zoned R-A

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    66 Scott Rd, Lanesborough, MA 01237
  • /7

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    181 W Housatonic St Unit A, Pittsfield, MA 01201

    2 Bedroom Apartment next to Clapp Park. Good parking and close to downtown.

    181 W Housatonic St Unit A, Pittsfield, MA 01201
  • /31

    $195,000

    Sold Nov 05, 2025

    377 Pecks Rd, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1870

    Last Sold Summary

    • $127/SF
    • 11 Days On Market

    Current Estimated Value $201,225

    Last Listing Agent Barbara Osborne ASHMERE REALTY, INC.

    377 Pecks Rd, Pittsfield, MA 01201
    • /38

      Est $227,842

      Not Listed For Sale

      66 Orlando Ave, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 883 Sq Ft
      • Built 1940
      66 Orlando Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Conor Meehan STONE HOUSE PROPERTIES, LLC

  • /8

    $25,000

    Pending
    • Land
    • 1.51 Acres
    • $16,556 per Acre

    Lot #26 Old Farm Ln, Pittsfield, MA 01201

    Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas.This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox,

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot #26 Old Farm Ln, Pittsfield, MA 01201
  • /54

    $8,400 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft
    • Property for Rent

    66 Access Rd, Becket, MA 01223

    Opportunities are right outside your door: Cool off in the community swimming pond after playing a few games of tennis on the two clay courts or after taking a hike within the community. Come back to the tastefully designed main home perfect for friends with an open plan kitchen/living space with 3 bedrooms. The stunning attached conditioned barn with grand vaulted ceiling and rustic wood is the

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    66 Access Rd, Becket, MA 01223
  • /28

    $380,000

    Sold Jun 26, 2026

    108 N Summer St, Adams, MA 01220

    • 5 Beds
    • 2 Baths
    • 2,598 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $146/SF
    • 14 Days On Market

    Current Estimated Value $378,047

    Last Listing Agent Jesse Dimitropolis RE/MAX COMPASS

    108 N Summer St, Adams, MA 01220
    • /37

      Est $272,789

      Not Listed For Sale

      91 Greenwich St, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1950
      91 Greenwich St, Pittsfield, MA 01201

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

  • /36

    $425,000

    $50K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    2241 Berkshire Rt 9 Trail, Windsor, MA 01270

    This is a ''niche home'' in a ''niche location'' so the seller's have lowered their price to bring in more buyers! Come check out this spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large

    Agent Photo

    Kolleen Schmitt

    KELLER WILLIAMS REALTY

    2241 Berkshire Rt 9 Trail, Windsor, MA 01270
  • /9

    $1,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Townhouse for Rent

    24 School St, North Adams, MA 01247

    Charming Unit in a Quiet Duplex – 5-Minute Walk to MassMoCA & DowntownEnjoy neighborhood peace alongside exceptional downtown convenience. This available unit in anup-and-down duplex is located on a quiet, low-traffic residential street, putting the very best of NorthAdams right at your doorstep.The Location• Mass MoCA: Just a 5-minute walk away. Perfect for quick access

    24 School St, North Adams, MA 01247
  • /51

    $420,000

    Sold Apr 16, 2026

    195 Francis Ave, Pittsfield, MA 01201

    • 12 Beds
    • 4 Baths
    • 3,502 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Above List Price
    • $120/SF
    • 5 Days On Market

    Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc. - Dalton

    195 Francis Ave, Pittsfield, MA 01201
    • /30

      Est $345,667

      Not Listed For Sale

      124 Church St, North Adams, MA 01247

      • 10 Beds
      • 3 Baths
      • 6,076 Sq Ft
      • Built 1890
      124 Church St, North Adams, MA 01247

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE

  • /11

    $205,000

    • Land
    • 14.37 Acres
    • $14,266 per Acre

    0 Reservoir Rd Unit 73580858, North Adams, MA 01247

    New Price! Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    0 Reservoir Rd Unit 73580858, North Adams, MA 01247
  • /6

    $14 Per Month

    • 1.5 Baths
    • 1,274 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
  • /29

    $485,000

    Sold Sep 30, 2025

    1 Stanley Dr, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 1,444 Sq Ft
    • Built 2004

    Last Sold Summary

    • $336/SF
    • 12 Days On Market

    Current Estimated Value $507,779

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1 Stanley Dr, Great Barrington, MA 01230
    • /34

      Est $1,426,261

      Not Listed For Sale

      95 Devon Rd, Lee, MA 01238

      • 4 Beds
      • 3.5 Baths
      • 3,542 Sq Ft
      • Built 1864
      95 Devon Rd, Lee, MA 01238

      Last Sold Summary

      • 439 Days On Market

      Last Listing Agent Stephanie McNair WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  • /56

    $739,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,199 Sq Ft

    707 Benton Hill Rd, Becket, MA 01223

    Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    707 Benton Hill Rd, Becket, MA 01223
  • /16

    $1,535 - $1,805 Per Month

    • 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
  • /33

    $542,500

    Sold Dec 19, 2025

    19 Washington Square, West Stockbridge, MA 01266

    • 3 Beds
    • 2.5 Baths
    • 1,424 Sq Ft
    • Built 1850

    Last Sold Summary

    • 9% Below List Price
    • $381/SF
    • 81 Days On Market

    Current Estimated Value $552,717

    Last Listing Agent Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    19 Washington Square, West Stockbridge, MA 01266
    • /41

      Est $285,106

      Not Listed For Sale

      46 Willow St, Adams, MA 01220

      • 2 Beds
      • 1.5 Baths
      • 1,100 Sq Ft
      • Built 1947
      46 Willow St, Adams, MA 01220

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Michelle Picard NOCHER REALTY

  • /5

    $295,000

    • Land
    • 45.05 Acres
    • $6,548 per Acre

    0 Stebbins Rd Unit 250815, Otis, MA 01253

    A special parcel of land, once part of an old farm. No doubt there are stone walls around the open pastures, now starting to grow in. There is a lot of land here, over 45 acres stretching due west and up the hills towards the far side of the land. There is enough open land and few enough neighbors that you can actually achieve wonderful privacy while still building in the former meadows. Here you

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 Stebbins Rd Unit 250815, Otis, MA 01253
  • /13

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Apartment for Rent

    26 Gallup St Unit B, North Adams, MA 01247

    Convenient location off of RT. 2. Walkable to many amenities ( Mass MoCA, Natural Bridge., stores and restaurants Downstreet to name a few). This second-floor unit is light, bright and spacious. You will have your own laundry room and a small deck to enjoy. NO smoking, NO pets. Good references required. Application required before showings. One of only two apartments. Well-kept by an attentive

    Sandra Sorel Coldwell Banker Realty - Western MA

    26 Gallup St Unit B, North Adams, MA 01247
  • /29

    $670,000

    Sold Aug 24, 2026

    46 Glendale Rd, Stockbridge, MA 01262

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 2020

    Last Sold Summary

    • 11% Below List Price
    • $333/SF
    • 130 Days On Market

    Current Estimated Value $734,237

    Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    46 Glendale Rd, Stockbridge, MA 01262
    • /49

      Est $686,613

      Not Listed For Sale

      41 Bulkley St, Williamstown, MA 01267

      • 4 Beds
      • 4 Baths
      • 2,806 Sq Ft
      • Built 1887
      41 Bulkley St, Williamstown, MA 01267

      Last Sold Summary

      • 279 Days On Market

      Last Listing Agent Paul Harsch HARSCH ASSOCIATES

  • /11

    $205,000

    • Land
    • 14.37 Acres
    • $14,266 per Acre

    0 Reservoir Rd Unit 16, North Adams, MA 01247

    New Price! Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    0 Reservoir Rd Unit 16, North Adams, MA 01247
  • /14

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    30 Woodbine Ave Unit 30 Woodbine, Pittsfield, MA 01201

    Beautiful Two Bedroom FURNISHED Apartment in Mid-Berkshires. Remodeled two-family home in a family neighborhood on Woodbine Avenue in Pittsfield, MA Quiet house in a quiet safe neighborhood. Paved drive, room for two vehicles.Full kitchen that comes with all cooking needs and utensils. Refrigerator, stove, dishwasher, microwave, table with four chairs.Bedroom #1: Queen bed,

    30 Woodbine Ave Unit 30 Woodbine, Pittsfield, MA 01201
  • /61

    $457,500

    Sold Aug 07, 2026

    101 Harris St, North Adams, MA 01247

    • 4 Beds
    • 2.5 Baths
    • 3,137 Sq Ft
    • Built 1939

    Last Sold Summary

    • 4% Below List Price
    • $146/SF
    • 33 Days On Market

    Current Estimated Value $469,161

    Last Listing Agent Christine Girard Lamacchia Realty, Inc. - North Adams

    101 Harris St, North Adams, MA 01247
    • /22

      Est $257,030

      Not Listed For Sale

      1153 Washington Mountain Rd, Washington, MA 01223

      • 2 Beds
      • 1 Bath
      • 930 Sq Ft
      • Built 1940
      1153 Washington Mountain Rd, Washington, MA 01223

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Ann Jerebtsov Lamacchia Realty, Inc. - Dalton

  • /6

    $325,000

    • Land
    • 21.7 Acres
    • $14,977 per Acre

    0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

    21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
  • /4

    $21 Per Month

    • 2 Baths
    • 18,986 Sq Ft
    • Property for Rent

    1450 East St, Pittsfield, MA 01201

    Position your business for success in this well-maintained commercial building at 1450 East St. Now available: Suite 6J-L (618 sf) with two existing plumbing fixtures, as well as 6G (356 sf) 6C (302sf). in a high-traffic location, perfect for attracting clients and boosting brand exposure. The freshly paved parking lot offers ample parking in both the front and rear of the building, making it

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    1450 East St, Pittsfield, MA 01201
  • /46

    $625,000

    Sold Dec 09, 2025

    715 Peru Rd, Hinsdale, MA 01235

    • 4 Beds
    • 3 Baths
    • 1,750 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $357/SF
    • 9 Days On Market

    Last Listing Agent Tracy Boehme KELLER WILLIAMS REALTY

    715 Peru Rd, Hinsdale, MA 01235
    • /38

      Est $942,500

      Not Listed For Sale

      33 Interlaken Rd, Stockbridge, MA 01262

      • 5 Beds
      • 3.5 Baths
      • 3,194 Sq Ft
      • Built 1979
      33 Interlaken Rd, Stockbridge, MA 01262

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

  • /36

    $309,000

    $11K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 4,464 Sq Ft

    39 Middle Rd, Clarksburg, MA 01247

    Spacious detached two-family flat for sale in Clarksburg, MA, just over the town line. Offering 4,464 square feet with four bedrooms and two bathrooms, this property features large rooms and high ceilings.

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    39 Middle Rd, Clarksburg, MA 01247
  • /5

    $1,050 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    112 South St Unit 112 b, Cheshire, MA 01225

    112 South St Unit 112 b, Cheshire, MA 01225
  • /37

    $622,000

    Sold May 22, 2026

    15 Reservoir Rd, Richmond, MA 01254

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1980

    Last Sold Summary

    • $444/SF

    Current Estimated Value $615,603

    Last Listing Agent Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    15 Reservoir Rd, Richmond, MA 01254
    • /62

      Est $422,576

      Not Listed For Sale

      51 West St, Sandisfield, MA 01255

      • 2 Beds
      • 1 Bath
      • 990 Sq Ft
      • Built 1941
      51 West St, Sandisfield, MA 01255

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Matt Carlino MACCARO REAL ESTATE

Showing Results 81 - 120, Page 3 of 18

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