67,291

Berkshire County, MA Homes

Section Image Section Image
  • /40

    $499,000

    • 6 Beds
    • 2.5 Baths
    • 3,184 Sq Ft

    119 S Main St, Sheffield, MA 01257

    A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 481-1637

    119 S Main St, Sheffield, MA 01257
  • /20

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    520 State Rd Unit 205, North Adams, MA 01247

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 613-4708

    520 State Rd Unit 205, North Adams, MA 01247
  • /33

    $435,000 Sold Jul 25, 2025

    12 W Plain Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1 Bath
    • 1,698 Sq Ft
    • Built 1981

    Last Sold Summary

    • 17% Below List Price
    • $256/SF
    • 241 Days On Market

    Current Estimated Value $470,731

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    12 W Plain Rd, Great Barrington, MA 01230
    • /25

      Est $400,223 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,550 Sq Ft

      23 Algerie Rd, Becket, MA 01223

      23 Algerie Rd, Becket, MA 01223
  • /56

    $1,150,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 2,753 Sq Ft

    213 Egremont Plain Rd, Great Barrington, MA 01230

    This 1700's-era former inn has been recently renovated from top to bottom, preserving its historic New England charm & seamlessly blending all the modern amenities for a comfortable country cottage lifestyle. The home offers 4 bedrooms and 4 baths over 3 generous levels of living areas. The ground level first floor features a cozy & inviting great room with decorative antique fireplace and new

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 475-9305

    213 Egremont Plain Rd, Great Barrington, MA 01230
  • /18

    $1,800 total monthly price

    • 1 Bed
    • 1 Bath
    • 980 Sq Ft
    • Condo for Rent

    520 State Rd Unit 206, North Adams, MA 01247

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 300-6110

    520 State Rd Unit 206, North Adams, MA 01247
  • /22

    $325,000 Sold May 16, 2025

    56 Kenwood St, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft
    • Built 1929

    Last Sold Summary

    • $205/SF
    • 4 Days On Market

    Current Estimated Value $327,029

    Last Listing Agent Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

    56 Kenwood St, Pittsfield, MA 01201
    • /43

      Est $607,191 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,081 Sq Ft

      345 Miller Ave, Sheffield, MA 01257

      345 Miller Ave, Sheffield, MA 01257
  • /2

    $39,900

    • Land
    • 0.15 Acre
    • $266,000 per Acre

    0 Courtland Place, Pittsfield, MA 01201

    Cleared City lot with public water and sewer

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 553-1360

    0 Courtland Place, Pittsfield, MA 01201
  • /19

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,150 Sq Ft
    • Condo for Rent

    520 State Rd Unit 203, North Adams, MA 01247

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 277-7983

    520 State Rd Unit 203, North Adams, MA 01247
  • /25

    $145,000 Sold May 01, 2025

    89 Orchard St, Pittsfield, MA 01201

    • 9 Beds
    • 4.5 Baths
    • 3,796 Sq Ft
    • Built 1900

    Last Sold Summary

    • 19% Below List Price
    • $38/SF
    • 81 Days On Market

    Current Estimated Value $160,956

    Last Listing Agent Christian Garner NOCHER REALTY

    89 Orchard St, Pittsfield, MA 01201
    • /37

      Est $324,811 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,225 Sq Ft

      44 Pine St, Dalton, MA 01226

      44 Pine St, Dalton, MA 01226
  • /12

    $139,900

    • Land
    • 3.59 Acres
    • $38,969 per Acre

    407 Churchill St, Pittsfield, MA 01201

    Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 216-4191

    407 Churchill St, Pittsfield, MA 01201
  • /21

    $2,200 total monthly price

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft
    • Condo for Rent

    520 State Rd Unit 202, North Adams, MA 01247

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 298-6086

    520 State Rd Unit 202, North Adams, MA 01247
  • /31

    $594,000 Sold Dec 01, 2025

    1541 Green River Rd Unit 1, Williamstown, MA 01267

    • 3 Beds
    • 1.5 Baths
    • 1,986 Sq Ft
    • Built 1880

    Last Sold Summary

    • 5% Below List Price
    • $299/SF
    • 178 Days On Market

    Last Listing Agent Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    1541 Green River Rd Unit 1, Williamstown, MA 01267
    • /29

      Est $259,979 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 6,000 Sq Ft

      228 Francis Ave, Pittsfield, MA 01201

      228 Francis Ave, Pittsfield, MA 01201
  • /49

    $159,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    108 Church St, Cheshire, MA 01225

    Welcome to the quaint town of Cheshire, this 2-unit rental is situated in center of town convenient to coffee shop, town hall, post office, Ashuwillticook Rail Trail, local activities & more. Lower level unit is vacant - easy to show. Some charming details remain in the 2nd floor unit - tin ceiling in living room, spacious eat in kitchen. New septic system installed 2025, certificate of

    Agent Photo

    Nadine Hiser

    KEY REALTY

    (413) 553-1912

    108 Church St, Cheshire, MA 01225
  • /9

    $3,400 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Condo for Rent

    34 Church St Unit 2B, Lenox, MA 01240

    Downtown Lenox!!Located in the heart of downtown Lenox, Unit 2B is a newly renovated condo nestled within shops, boutiques and numerous restaurants that are a staple to the Berkshires. This condo features 2 bedrooms, 1 full bathroom and an additional half bathroom. The spacious and open kitchen, living and dining area allows for plenty of gathering space. Living area has a beautiful working

    34 Church St Unit 2B, Lenox, MA 01240
  • /31

    $295,000 Sold Feb 19, 2025

    199 Harryel St, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $302/SF
    • 32 Days On Market

    Current Estimated Value $304,033

    Last Listing Agent Erin Vincent BISHOP WEST REAL ESTATE

    199 Harryel St, Pittsfield, MA 01201
    • /22

      Est $183,964 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,388 Sq Ft

      144 Stearns Ave, Pittsfield, MA 01201

      144 Stearns Ave, Pittsfield, MA 01201
  • /6

    $395,000

    • Land
    • 3.3 Acres
    • $119,697 per Acre

    9 Wheatleigh Dr, Stockbridge, MA 01262

    RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 343-5283

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /10

    $1,800 total monthly price

    • 0.5 Baths
    • 682 Sq Ft
    • Property for Rent

    1404 North St, Pittsfield, MA 01201

    Lovely Lakeview Commercial Rental - Flexible Terms. Set your business up for success with this beautifully appointed commercial space featuring breathtaking sunset views over Pontoosuc Lake. Located on high-visibility Route 7, directly across from the newly revitalized Pontoosuc Park, this prime location offers maximum exposure and unbeatable charm. Inside, you'll find a thoughtfully designed

    Laiken Rapisarda LAMACCHIA REALTY, INC

    1404 North St, Pittsfield, MA 01201
  • /9

    $200,000 Sold Jun 27, 2025

    336 Sweet Farm Rd, Williamstown, MA 01267

    • Land
    • 7.78 Acres
    • $25,707 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 40 Days On Market

    Last Listing Agent Jane Miller BURNHAM GOLD REAL ESTATE, LLC

    336 Sweet Farm Rd, Williamstown, MA 01267
    • /39

      Est $360,311 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,677 Sq Ft

      180 Partridge Rd, Pittsfield, MA 01201

      180 Partridge Rd, Pittsfield, MA 01201
  • /31

    $279,900

    • 3 Beds
    • 1 Bath
    • 880 Sq Ft

    13 Pleasantview Dr, Dalton, MA 01226

    This charming ranch-style home is set on a spacious lot in a desirable neighborhood, offering both comfort & convenience. The light-filled living room creates a warm & welcoming space to relax. The sleek dark cabinetry, quartz counters & modern appliances make the kitchen an enjoyable place to meal prep & gather. The single-level layout provides ease of living, offering three bedrooms & a full

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 216-2012

    13 Pleasantview Dr, Dalton, MA 01226
  • /9

    $1,450 - $1,625 per month plus fees

    7 North Street, Pittsfield MA

    1 - 2 Beds

    7 North St, Pittsfield, MA 01201

    Nicely updated, spacious apartment, Heat and Basic Cable included!Contact: or X 24Live in Pittsfield’s premier 7 North St. building, where architectural details of the past meet contemporary desires of today. This apartment, with updated kitchen and bathroom, has lots closet space, plenty of natural light with high ceilings, a dishwasher, and a WASHER AND DRYER RIGHT IN

    7 North St, Pittsfield, MA 01201
  • /30

    $340,000 Sold Feb 03, 2025

    19 Preston Ave, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $227/SF
    • 6 Days On Market

    Current Estimated Value $342,346

    Last Listing Agent Cory Evangelisto NOCHER REALTY

    19 Preston Ave, Pittsfield, MA 01201
    • /27

      Est $269,200 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,632 Sq Ft

      20 Mcarthur St, Pittsfield, MA 01201

      20 Mcarthur St, Pittsfield, MA 01201
  • /5

    $23,500 Pending

    • Land
    • 3.57 Acres
    • $6,583 per Acre

    0 Hopkins Ln, Becket, MA 01223

    Discover the possibilities with this 3.57-acre raw parcel located on quiet Hopkins Lane in Becket, MA. Nestled in the heart of the Berkshires, this wooded lot offers a serene natural setting while still being within easy reach of year-round recreation. Whether you're looking to build a full-time residence, a seasonal getaway, or simply secure land as an investment, this property provides a blank

    Agent Photo

    Peter West

    BISHOP WEST REAL ESTATE

    (413) 300-2290

    0 Hopkins Ln, Becket, MA 01223
  • /16

    $395 total monthly price

    • Studio
    • 2 Baths
    • Property for Rent

    34 Depot St, Pittsfield, MA 01201

    Four (4) Modern Downtown Office Spaces for Lease ranging from 150 to 240 sq.ft. Two can be turned into connecting suites. Prices range from $395-$450 with everything included. Discover your next workspace in the heart of downtown Pittsfield! These modern office suites offer a bright, professional setting ideal for small businesses, startups, or solo professionals. Prime downtown location with

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    34 Depot St, Pittsfield, MA 01201
  • /2

    $138,000 Sold Sep 19, 2025

    37 Corey Rd Unit 735, Hancock, MA 01237

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $276/SF
    • 3 Days On Market

    Current Estimated Value $138,072

    Last Listing Agent Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 735, Hancock, MA 01237
    • /30

      Est $265,519 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,600 Sq Ft

      6 Arnold Ct, Cheshire, MA 01225

      6 Arnold Ct, Cheshire, MA 01225
  • /26

    $179,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    106 E Shore Rd, Becket, MA 01223

    Looking for the perfect seasonal or year round home? Look no further. 2 bed 1.5 bath cttqage includes beach, boating and fishing rights with low HOA fee. On this seren setting sits a home with large windows, abundant storage, shelving and closets. First floor laundry, 3 season porch and additional storage in pull down attic.Oversized 1 car garage with work bench and additional loft storage,

    Agent Photo

    Dorothy Maiwald

    NON-MEMBER / RECIPROCAL

    (413) 359-6468

    106 E Shore Rd, Becket, MA 01223
  • /14

    Call for Price

    Apartment for Rent

    1 Bed

    207 Pleasant St, Great Barrington, MA 01230

    207 Pleasant St, Great Barrington, MA 01230
  • /30

    $210,000 Sold Feb 07, 2025

    84 Notch Rd, North Adams, MA 01247

    • 3 Beds
    • 1 Bath
    • 1,310 Sq Ft
    • Built 1926

    Last Sold Summary

    • 4% Below List Price
    • $160/SF
    • 13 Days On Market

    Current Estimated Value $224,829

    Last Listing Agent Christine Girard STEEPLEVIEW REALTY - N. ADAMS

    84 Notch Rd, North Adams, MA 01247
    • /15

      Est $417,618 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft

      10 Stanley Dr, Great Barrington, MA 01230

      10 Stanley Dr, Great Barrington, MA 01230
  • /23

    $125,000

    • Land
    • 0.49 Acre
    • $255,107 per Acre

    28 Pearl St, Great Barrington, MA 01230

    Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 408-5316

    28 Pearl St, Great Barrington, MA 01230
  • /11

    $25 total monthly price

    • 2 Baths
    • 1,632 Sq Ft
    • Property for Rent

    2 Depot Rd, Stockbridge, MA 01262

    Physician, Dentist, Attorney, Architect, Engineer, Accountant or other professional office use with a long-term lease, minimum of 5 years. Berkshire Scenic Railway Museum has decided to lease their historic train station located in Stockbridge. Built in 1893, the building is listed on the National Registry of Historic Places. It was purchased by the Jack and Jane Fitzpatrick charitable High

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    2 Depot Rd, Stockbridge, MA 01262
  • /40

    $2,200,000 Sold May 01, 2025

    14 Pinecrest Cross Rd, Egremont, MA 01258

    • 5 Beds
    • 6 Baths
    • 4,060 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Below List Price
    • $542/SF
    • 4 Days On Market

    Last Listing Agent Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Pinecrest Cross Rd, Egremont, MA 01258
    • /52

      Est $708,877 Not Listed For Sale

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

      29 Aspen Way, Pittsfield, MA 01201

      29 Aspen Way, Pittsfield, MA 01201

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home