67,471

Berkshire County, MA Homes

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  • /18

    $675,000 Open Sat 11AM - 2PM

    • 1 Bed
    • 1.5 Baths
    • 1,250 Sq Ft

    520 State Rd Unit 207, North Adams, MA 01247

    Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 350-1098

    520 State Rd Unit 207, North Adams, MA 01247
  • /2

    $1,600 - $1,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    44 Robbins Ave, Pittsfield, MA 01201

    Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

    44 Robbins Ave, Pittsfield, MA 01201
  • /57

    $719,000 Sold Dec 16, 2025

    38 Norton Road Extension, Otis, MA 01253

    • 3 Beds
    • 3.5 Baths
    • 2,422 Sq Ft
    • Built 2002

    Last Sold Summary

    • $297/SF
    • 6 Days On Market

    Last Listing Agent Michael Linden WILLIAM RAVEIS REAL ESTATE

    38 Norton Road Extension, Otis, MA 01253
    • /24

      Est $356,262 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,431 Sq Ft

      236 Devonshire Dr, Cheshire, MA 01225

      236 Devonshire Dr, Cheshire, MA 01225
  • /11

    $1,176,800

    • 4 Beds
    • 3.5 Baths
    • 2,634 Sq Ft

    411 Churchill St, Pittsfield, MA 01201

    To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 343-4823

    411 Churchill St, Pittsfield, MA 01201
  • /8

    $1,800 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • Property for Rent

    170 Bracewell Ave Unit 1, North Adams, MA 01247

    Newly renovated apartment with new appliances, very spacious with an open floor plan, light interior color, and many windows offering a lot of natural light. Right next to Uno park and close to Mass Moca and MCLA college. Comes with a stack washer and dryer. Utilities not included. Cats are okay.

    Michael Hernandez 360BERKSHIRE REALTY GROUP

    170 Bracewell Ave Unit 1, North Adams, MA 01247
  • /35

    $385,000 Sold Nov 03, 2025

    57 Joseph Dr, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft
    • Built 1965

    Last Sold Summary

    • $320/SF
    • 17 Days On Market

    Current Estimated Value $379,651

    Last Listing Agent Christian Garner NOCHER REALTY

    57 Joseph Dr, Pittsfield, MA 01201
    • /59

      Est $600,313 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,906 Sq Ft

      64 North St, Cheshire, MA 01225

      64 North St, Cheshire, MA 01225
  • /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) 722-5098

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /7

    $1,750 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Condo for Rent

    100 Church St Unit Cheshire, Cheshire, MA 01225

    Easy access in desirable Cheshire, this 2nd floor remodeled unit features 3 bedrooms, new kitchen, full bath, a living room and offers off street parking.

    100 Church St Unit Cheshire, Cheshire, MA 01225
  • /34

    $320,000 Sold Aug 27, 2025

    19 Elder Ave, North Adams, MA 01247

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1950

    Last Sold Summary

    • $222/SF
    • 6 Days On Market

    Current Estimated Value $316,698

    Last Listing Agent Erin Scott BURNHAM GOLD REAL ESTATE, LLC

    19 Elder Ave, North Adams, MA 01247
    • /22

      Est $386,116 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 988 Sq Ft

      153 Shadowland Cove Rd, Cheshire, MA 01225

      153 Shadowland Cove Rd, Cheshire, MA 01225
  • /50

    $845,000

    • 4 Beds
    • 3.5 Baths
    • 2,955 Sq Ft

    9 Castle Hill Rd, Stockbridge, MA 01262

    Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 269-8632

    9 Castle Hill Rd, Stockbridge, MA 01262
  • /16

    $1,475 total monthly price

    • 2 Beds
    • 1 Bath
    • Property for Rent

    1669 Massachusetts Ave, North Adams, MA 01247

    This lovely second-floor, 2-bedroom unit offers a comfortable and convenient living space, ideally situated close to the Williamstown line.Enjoy a dedicated eat-in kitchen, perfect for dining and entertaining. This apartment features new carpeting throughout, a nice, appointed bathroom with in unit laundry appliances for ultimate convenience. Relax and enjoy the outdoors on the large private

    Jason Nocher NOCHER REALTY

    1669 Massachusetts Ave, North Adams, MA 01247
  • /27

    $299,600 Sold Jun 30, 2025

    106 Crane Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,265 Sq Ft
    • Built 1950

    Last Sold Summary

    • $237/SF
    • 8 Days On Market

    Current Estimated Value $298,500

    Last Listing Agent Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    106 Crane Ave, Pittsfield, MA 01201
    • /42

      Est $803,573 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,397 Sq Ft

      151 Long Bow Ln W, Becket, MA 01223

      151 Long Bow Ln W, Becket, MA 01223
  • /14

    $149,000 Pending

    • 2 Beds
    • 1 Bath
    • 757 Sq Ft

    8 Apache Dr, North Adams, MA 01247

    Be the first to live in this brand-new, never-occupied single-wide manufactured home! Thoughtfully designed with upgraded features throughout, this home offers modern style and comfort. The spacious living room features an accent wall with built-in shelving and cabinet storage. The kitchen is beautifully appointed with a deep sink, dishwasher, and side-by-side stainless refrigerator with ice

    Agent Photo

    Peter West

    BISHOP WEST REAL ESTATE

    (413) 423-0613

    8 Apache Dr, North Adams, MA 01247
  • /48

    $2,500 - $9,000 total monthly price

    • 1 - 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1579 Pleasant St, South Lee, MA 01260

    Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

    1579 Pleasant St, South Lee, MA 01260
  • /5

    $25,000 Sold Oct 01, 2025

    Lot #50 Barker Rd, Pittsfield, MA 01201

    • Land
    • 0.81 Acre
    • $30,788 per Acre

    Last Sold Summary

    • 42% Below List Price
    • 521 Days On Market

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    Lot #50 Barker Rd, Pittsfield, MA 01201
    • /12

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • /7

    $809,900

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    403 Churchill St, Pittsfield, MA 01201

    To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 741-2226

    403 Churchill St, Pittsfield, MA 01201
  • /26

    $7,500 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    320 Lakeshore Dr, Sandisfield, MA 01253

    Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    320 Lakeshore Dr, Sandisfield, MA 01253
  • /49

    $715,000 Sold Mar 28, 2025

    6 Lori Ct, Pittsfield, MA 01201

    • 5 Beds
    • 3 Baths
    • 4,275 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $167/SF
    • 130 Days On Market

    Current Estimated Value $770,782

    Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    6 Lori Ct, Pittsfield, MA 01201
    • /27

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,966 Sq Ft

      183 & 0 Pine Rd, Otis, MA 01253

      183 & 0 Pine Rd, Otis, MA 01253
  • /92

    $699,900

    • 4 Beds
    • 5 Baths
    • 2,748 Sq Ft

    10 Lillybrook Rd, Pittsfield, MA 01201

    Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

    Agent Photo

    Paul Clark

    CLARK REALTY GROUP LLC

    (413) 327-7998

    10 Lillybrook Rd, Pittsfield, MA 01201
  • /15

    $2,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    203-205 Main St, Hancock, MA 01237

    Front duplex apartment of a charming 2 family on a quiet street. This apartment comes fully furnished. We set it up as an Airbnb so it's ready to be lived in. There are 2 bedrooms with Queen beds and one bedroom with a full and twin bed. The 2 full baths are on the second level. There is a shared laundry and basement area and parking for 2 cars in front of the house. For a $50 reduction

    203-205 Main St, Hancock, MA 01237
  • /74

    $650,000 Sold Aug 29, 2025

    56 Grist Mill Rd, Richmond, MA 01254

    • 4 Beds
    • 2.5 Baths
    • 5,223 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $124/SF
    • 97 Days On Market

    Last Listing Agent Jason Nocher NOCHER REALTY

    56 Grist Mill Rd, Richmond, MA 01254
    • /42

      Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,365 Sq Ft

      115 Gentian Hollow Rd, Becket, MA 01223

      115 Gentian Hollow Rd, Becket, MA 01223
  • /36

    $319,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,544 Sq Ft

    1157 Main St, Dalton, MA 01226

    Easy to show. Single level 2 bedroom brick ranch; close proximity to Wahconah Country Club golf course & both middle & high schools. A charmer, boasting spacious rooms full of character, including vintage wallpaper, creating a warm & Victorian feel, this home awaits your personal touches. Wood floors, eat-in country kitchen. Breezeway (unheated space) w/ slider to the back yard ~ perhaps its a

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    (413) 288-5775

    1157 Main St, Dalton, MA 01226
  • /10

    $1,500 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
  • /27

    $15,000 Sold Sep 03, 2025

    0 Highland Way, Otis, MA 01253

    • Land
    • 1.06 Acres
    • $14,151 per Acre

    Last Sold Summary

    • 69% Below List Price
    • 665 Days On Market

    Last Listing Agent Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    0 Highland Way, Otis, MA 01253
    • /19

      Est $451,859 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,313 Sq Ft

      259 Werden Rd, Otis, MA 01253

      259 Werden Rd, Otis, MA 01253
  • /10

    $155,000

    • Land
    • 5.24 Acres
    • $29,580 per Acre

    104 Hupi Rd, Monterey, MA 01245

    Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    (413) 771-4725

    104 Hupi Rd, Monterey, MA 01245
  • /2

    $1,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    44 Robbins Ave, Pittsfield, MA 01201

    Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

    44 Robbins Ave, Pittsfield, MA 01201
  • /30

    $685,000 Sold Oct 30, 2025

    155 High St Hill Rd, Windsor, MA 01270

    • 3 Beds
    • 2.5 Baths
    • 2,572 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Above List Price
    • $266/SF
    • 4 Days On Market

    Current Estimated Value $683,764

    Last Listing Agent Jesse Dimitropolis RE/MAX COMPASS

    155 High St Hill Rd, Windsor, MA 01270
    • /19

      Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,304 Sq Ft

      52-54 Crane Ave, Dalton, MA 01226

      52-54 Crane Ave, Dalton, MA 01226
  • /24

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    363 Henderson Rd, Williamstown, MA 01267

    Discover the ideal blend of historic charm and contemporary comfort in this classic New England home. Featuring three spacious bedrooms and a versatile office/walk-in closet, along with 1.5 updated bathrooms, this light-filled residence is move-in ready. The open floor plan highlights beautiful wooden floors, while the low-maintenance secluded backyard offers a perfect retreat. The impressive

    Agent Photo

    Gary Fuls Jr

    RE/MAX TRANSITIONS

    (413) 884-5511

    363 Henderson Rd, Williamstown, MA 01267
  • /23

    $3,500 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft
    • House for Rent

    34 Galway Ct, Lenox, MA 01240

    Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is just five minutes away. The house features a very

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    34 Galway Ct, Lenox, MA 01240
  • /13

    $295,500 Sold Oct 06, 2025

    61 Pomeroy Ave, Pittsfield, MA 01201

    • 6 Beds
    • 2 Baths
    • 3,081 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Above List Price
    • $96/SF
    • 86 Days On Market

    Current Estimated Value $299,317

    Last Listing Agent Jessie Carlino MACCARO REAL ESTATE

    61 Pomeroy Ave, Pittsfield, MA 01201
    • /15

      Est $125,837 Not Listed For Sale

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

      63 Addison St, North Adams, MA 01247

      63 Addison St, North Adams, MA 01247

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