67,790

Berkshire County, MA Homes

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  • /55

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 3,353 Sq Ft

    103 Longview Dr, Becket, MA 01223

    A striking modern retreat where architecture and landscape exist in complete harmony. Designed by internationally noted architect Alfredo Brillembourg, the home blends clean contemporary lines with warm natural materials and dramatic connections to the outdoors. Expansive walls of glass frame seasonal Berkshire views while filling the interior with changing light throughout the day. The living

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    103 Longview Dr, Becket, MA 01223
  • /14

    $1,956 Per Month

    • Studio
    • 2 Baths
    • 1,745 Sq Ft
    • Property for Rent

    195 South St, Pittsfield, MA 01201

    An exceptional opportunity to secure a highly visible, ground-floor commercial space in the heart of the city. Formerly occupied by a medical practice, this well-maintained suite offers layout suited to a broad spectrum of professional, wellness, and service-oriented uses. The space features a welcoming reception area, multiple private offices or treatment rooms, Tenants will benefit from an

    Agent Photo

    Peter West

    BISHOP WEST REAL ESTATE

    195 South St, Pittsfield, MA 01201
  • /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 $494,560

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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

      Est $401,983

      Not Listed For Sale

      6 Rose Ct W, Great Barrington, MA 01230

      • 3 Beds
      • 2.5 Baths
      • 1,368 Sq Ft
      • Built 2006
      6 Rose Ct W, Great Barrington, MA 01230

      Last Sold Summary

      • 93 Days On Market

  • /40

    $3,998,000

    $997K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,002 Sq Ft

    764 E Hill Rd, New Marlborough, MA 01230

    East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming.A complete estate that also can be a working-farm or equine property: barns +

    Agent Photo

    Chapin Fish

    William Pitt Sotheby's International Realty

    764 E Hill Rd, New Marlborough, MA 01230
  • /2

    Starting at $1,344 Plus Fees

    • 1 - 3 Beds

    250 Water St, Williamstown, MA 01267

    Welcome to River Lofts, where modern design meets the natural beauty of the Berkshires in the heart of Williamstown, Massachusetts. This distinctive 54-residence community offers a thoughtfully curated living experience that blends historic character with contemporary sophistication, creating a truly elevated place to call home. Perfectly positioned along the scenic banks of the Green River and

    River Lofts

    250 Water St, Williamstown, MA 01267
  • /30

    $256,000

    Sold Jan 20, 2026

    559 Onota St, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Above List Price
    • $205/SF
    • 67 Days On Market

    Current Estimated Value $260,346

    Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    559 Onota St, Pittsfield, MA 01201
    • /20

      Est $142,149

      Not Listed For Sale

      480 W Main St, North Adams, MA 01247

      • 3 Beds
      • 1 Bath
      • 1,002 Sq Ft
      • Built 1900
      480 W Main St, North Adams, MA 01247

      Last Sold Summary

      • 52 Days On Market

  • /35

    $365,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    161 Fort Hill Ave, Pittsfield, MA 01201

    This inviting Cape Cod-style home offers the ideal blend of classic Berkshire charm and thoughtful modern updates. Set back privately from the road, it provides a peaceful, wooded retreat while keeping you just minutes from Berkshire Community College, the New York border, and downtown Pittsfield.With 3 bedrooms plus a flexible 4th, this layout adapts effortlessly to your family's needs--whether

    Agent Photo

    Mary Smith

    BISHOP WEST REAL ESTATE

    161 Fort Hill Ave, Pittsfield, MA 01201
  • /20

    Starting at $1,082 Plus Fees

    • Studio

    109 Housatonic St, Lenox, MA 01240

    **INCOME RESTRICTIONS: Studio, minimum income requirement $38,700. One-bedroom, minimum income requirement $51,600. Two-bedroom, minimum income requirement $58,980. Welcome to Lenox Schoolhouse Apartments — newly renovated apartment living in the heart of the Berkshires. Offering thoughtfully updated studio and one-bedroom apartment homes, this charming community combines historic

    Lenox Schoolhouse Apartments

    109 Housatonic St, Lenox, MA 01240
  • /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

    Current Estimated Value $637,328

    Last Listing Agent Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    1541 Green River Rd Unit 1, Williamstown, MA 01267
    • /41

      Est $424,822

      Not Listed For Sale

      51 Bog Pond Rd, Savoy, MA 01256

      • 3 Beds
      • 1 Bath
      • 1,728 Sq Ft
      • Built 2002
      51 Bog Pond Rd, Savoy, MA 01256

      Last Sold Summary

      • 4 Days On Market

  • /28

    $299,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    15 Haskell Rd, Hinsdale, MA 01235

    Bring your vision to life! Situated on over 5 acres, this ranch-style home with a full walkout basement is ready for the next owner to bring it to completion. Offering 3 bedrooms and 2 bathrooms. Finish the living space in the lower level walkout area to create more useable square footage. The home is currently in the sheetrock stage with electrical and rough plumbing already completed. Sold

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    15 Haskell Rd, Hinsdale, MA 01235
  • /20

    Starting at $2,295 Plus Fees

    • 2 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community in Lenox, MA. The development includes 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge contains 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments have their own entrances at a new road loop, which is

    Forge

    66 Brushwood Way, Lenox, MA 01240
  • /27

    $370,000

    Sold Apr 30, 2026

    1020 Fairview St, Lee, MA 01238

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $323/SF
    • 22 Days On Market

    Current Estimated Value $387,134

    Last Listing Agent Janice Braim CARRIAGE HOUSE REAL ESTATE

    1020 Fairview St, Lee, MA 01238
    • /34

      Est $377,859

      Not Listed For Sale

      48 Windom Terrace, North Adams, MA 01247

      • 7 Beds
      • 2 Baths
      • 2,918 Sq Ft
      • Built 1880
      48 Windom Terrace, North Adams, MA 01247

      Last Sold Summary

      • 19 Days On Market

  • /92

    $665,000

    $35K PRICE DROP
    • 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

    10 Lillybrook Rd, Pittsfield, MA 01201
  • /13

    $2,100 Plus Fees

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    278 E Main St Unit 2, North Adams, MA 01247

    Property Id: 2503603Large unfurnished apartment on upper two floors within charming Victorian House located within walking distance to library, downtown, MCLA and Mass MoCA. Two bedrooms, two bathrooms, one office, kitchen with new refrigerator, large washer, dryer and dishwasher, two bathrooms, one storage room, dining area and living room with a view for watching sunsets. Off-street

    278 E Main St Unit 2, North Adams, MA 01247
  • /29

    $325,000

    Sold Jun 22, 2026

    153 E Main St, Ashley Falls, MA 01222

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • Built 1966

    Last Sold Summary

    • 19% Below List Price
    • $219/SF
    • 156 Days On Market

    Current Estimated Value $364,344

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    153 E Main St, Ashley Falls, MA 01222
    • /32

      Est $221,949

      Not Listed For Sale

      395 W Housatonic St, Pittsfield, MA 01201

      • 3 Beds
      • 2 Baths
      • 1,734 Sq Ft
      • Built 1902
      395 W Housatonic St, Pittsfield, MA 01201

      Last Sold Summary

      • 19 Days On Market

  • /10

    $149,000

    $6K PRICE DROP
    • Land
    • 5.24 Acres
    • $28,435 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

    104 Hupi Rd, Monterey, MA 01245
  • /8

    $1,400 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    60 Murray Ave Unit Apartment #1, North Adams, MA 01247

    Property Id: 1446004Lovely 2-3 bedroom minimally furnished apartment in a quiet neighborhood for negotiable rent term! Off street parking (two cars). Downstairs unit. Brand new boiler and water heater. New floor just installed throughout. Enclosed back porch and a back deck. Near Windsor Lake. Gas stove and gas heat. Lots of sunlight. Looking for a renter for a negotiable period of time

    60 Murray Ave Unit Apartment #1, North Adams, MA 01247
  • /32

    $150,000

    Sold Jan 20, 2026

    0 Forest Hill Dr Lots 8 & 9 --, Hinsdale, MA 01235

    • Land
    • 8.81 Acres
    • $17,036 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 55 Days On Market

    Last Listing Agent Timothy Johnson NOCHER REALTY

    0 Forest Hill Dr Lots 8 & 9 --, Hinsdale, MA 01235
    • /34

      Est $218,955

      Not Listed For Sale

      12 Willow St, Pittsfield, MA 01201

      • 6 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1900
      12 Willow St, Pittsfield, MA 01201

      Last Sold Summary

      • 4 Days On Market

  • /17

    $119,900

    • 2 Beds
    • 2 Baths
    • 773 Sq Ft

    31 2nd Ave, Cheshire, MA 01225

    Built in 2023 and impeccably maintained, this move-in ready home offers modern comfort with an open, bright layout designed for easy living. The spacious kitchen flows seamlessly into the living area, creating the perfect space for entertaining or relaxing. A practical mudroom adds everyday convenience, while two full bathrooms and comfortable bedrooms provide flexibility for family or guests.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    31 2nd Ave, Cheshire, MA 01225
  • /14

    $2,500 Plus Fees

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

    42 Pomeroy Ave Unit . 2, Pittsfield, MA 01201

    Property Id: 2517406More photos to come. This stylish, fully furnished, and recently renovated two-bedroom, one-bathroom apartment offers a quiet, move-in-ready space in the heart of the Berkshires. Located on the second floor of a well-maintained historic rowhouse, the unit blends charm, comfort, and modern convenience just 1.1 miles from Berkshire Medical Center and close to shops,

    42 Pomeroy Ave Unit . 2, Pittsfield, MA 01201
  • /20

    $359,900

    Sold Jan 30, 2026

    115 Luce Rd, Williamstown, MA 01267

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $300/SF
    • 3 Days On Market

    Current Estimated Value $376,400

    Last Listing Agent Tina Dobbert MORESI REAL ESTATE PARTNERS

    115 Luce Rd, Williamstown, MA 01267
    • /39

      Est $159,000

      Not Listed For Sale

      208 Columbia St, Adams, MA 01220

      • 4 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1850
      208 Columbia St, Adams, MA 01220

      Last Sold Summary

      • 10 Days On Market

  • /77

    $4,500,000

    Under Contract
    • 5 Beds
    • 5.5 Baths
    • 4,027 Sq Ft

    19 Roberts Rd, Sandisfield, MA 01255

    Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    19 Roberts Rd, Sandisfield, MA 01255
  • /10

    $1,600

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    352-354 W Main St Unit 352 W Main St, North Adams, MA 01247

    352-354 W Main St Unit 352 W Main St, North Adams, MA 01247
  • /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 $145,022

    Last Listing Agent Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 735, Hancock, MA 01237
    • /51

      Est $428,360

      Not Listed For Sale

      178 Harryel St, Pittsfield, MA 01201

      • 5 Beds
      • 3 Baths
      • 1,824 Sq Ft
      • Built 1960
      178 Harryel St, Pittsfield, MA 01201

      Last Sold Summary

      • 10 Days On Market

  • /46

    $1,198,000

    • 4 Beds
    • 5 Baths
    • 3,584 Sq Ft

    210 Bailey Rd, Lanesborough, MA 01237

    Completed in 2022 and set atop one of North Berkshire County's most scenic country roads, this architecturally striking contemporary residence was thoughtfully designed to embrace natural light, energy efficiency, exceptional indoor-outdoor living, and panoramic views of the Mount Greylock Reservation. Positioned along sought-after Bailey Road in Lanesborough, the property offers a rare

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    210 Bailey Rd, Lanesborough, MA 01237
  • /18

    $1,850

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    146 Prospect St Unit 2, North Adams, MA 01247

    Now available in a well-maintained, owner-occupied home! This immaculate 3-bedroom, 1-bath apartment offers spacious living with a bright living room, dining room, kitchen, and dedicated laundry room. All appliances are included, featuring a washer, dryer, stove, and refrigerator for your convenience. Enjoy plenty of off-street parking, beautifully maintained grounds, and your own private porch

    146 Prospect St Unit 2, North Adams, MA 01247
  • /31

    $318,000

    Sold Jul 30, 2025

    135 Imperial Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,252 Sq Ft
    • Built 1959

    Last Sold Summary

    • 6% Above List Price
    • $254/SF
    • 16 Days On Market

    Current Estimated Value $334,524

    Last Listing Agent Doug Collins Lamacchia Realty, Inc. - Dalton

    135 Imperial Ave, Pittsfield, MA 01201
    • /43

      Est $395,015

      Not Listed For Sale

      556 Main St, Dalton, MA 01226

      • 4 Beds
      • 2.5 Baths
      • 2,734 Sq Ft
      • Built 1870
      556 Main St, Dalton, MA 01226

      Last Sold Summary

      • 7 Days On Market

  • /9

    $45,000

    • Land
    • 1.08 Acres
    • $41,667 per Acre

    Lot 24 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 24 Old Farm Ln, Pittsfield, MA 01201
  • /20

    $1,850

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    47 John St Unit 47 John St #2, Pittsfield, MA 01201

    Large Clean 4 bedroom de leaded apartment on second floorFresh paint and carpetLarge clean de leaded four bedroom one bath apartmentGas heat, hot water and stove.Washer dryer hook ups in unit/electric dryer onlySection 8 acceptedNo PetsNon smoking unitNo utilities included

    47 John St Unit 47 John St #2, Pittsfield, MA 01201
  • /54

    $620,000

    Sold Aug 29, 2025

    83 Hancock Rd, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft
    • Built 2002

    Last Sold Summary

    • 11% Below List Price
    • $313/SF
    • 54 Days On Market

    Current Estimated Value $632,260

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

    83 Hancock Rd, Pittsfield, MA 01201
    • /38

      Est $401,012

      Not Listed For Sale

      16 Chester St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1930
      16 Chester St, Pittsfield, MA 01201

      Last Sold Summary

      • 65 Days On Market

Showing Results 1 - 40, Page 1 of 18

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