67,791

Berkshire County, MA Homes

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  • /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
  • /2

    $450,000

    Sold Aug 30, 2025

    627 Lenox Rd, Richmond, MA 01254

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1960

    Last Sold Summary

    • $309/SF

    Current Estimated Value $510,280

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    627 Lenox Rd, Richmond, MA 01254
    • /20

      Est $259,789

      Not Listed For Sale

      23 Day St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 988 Sq Ft
      • Built 1955
      23 Day St, Pittsfield, MA 01201

      Last Sold Summary

      • 5 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
  • /46

    $558,000

    Sold Nov 10, 2025

    1196 Bancroft Rd, Becket, MA 01223

    • 3 Beds
    • 1.5 Baths
    • 2,496 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $224/SF
    • 84 Days On Market

    Current Estimated Value $598,296

    Last Listing Agent Susan Deacon RE/MAX COMPASS

    1196 Bancroft Rd, Becket, MA 01223
    • /34

      Est $258,480

      Not Listed For Sale

      97 Bay State Rd, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,428 Sq Ft
      • Built 1930
      97 Bay State Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 12 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
  • /30

    $392,000

    Sold Nov 14, 2025

    204 Harryel St, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,307 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $300/SF
    • 17 Days On Market

    Current Estimated Value $398,675

    Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    204 Harryel St, Pittsfield, MA 01201
    • /16

      Est $213,441

      Not Listed For Sale

      88 Daniels Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,580 Sq Ft
      • Built 1900
      88 Daniels Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 5 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
  • /61

    $3,192,750

    Sold Aug 11, 2025

    32 Oxbow Rd, Egremont, MA 01230

    • 5 Beds
    • 7 Baths
    • 5,667 Sq Ft
    • Built 2017

    Last Sold Summary

    • 20% Below List Price
    • $563/SF
    • 347 Days On Market

    Current Estimated Value $3,173,006

    Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    32 Oxbow Rd, Egremont, MA 01230
    • /26

      Est $337,900

      Not Listed For Sale

      71 S Church St Unit S301, Pittsfield, MA 01201

      • 2 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 2008
      71 S Church St Unit S301, Pittsfield, MA 01201

      Last Sold Summary

      • 56 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
  • /16

    $225,000

    Sold Jun 05, 2026

    13 Water St, Adams, MA 01220

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1939

    Last Sold Summary

    • 74% Above List Price
    • $247/SF
    • 158 Days On Market

    Current Estimated Value $226,595

    Last Listing Agent Barbara DeMers NOCHER REALTY

    13 Water St, Adams, MA 01220
    • /26

      Est $190,971

      Not Listed For Sale

      79 Brooklyn St, North Adams, MA 01247

      • 3 Beds
      • 1.5 Baths
      • 1,250 Sq Ft
      • Built 1870
      79 Brooklyn St, North Adams, MA 01247

      Last Sold Summary

      • 24 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
  • /34

    $215,000

    Sold Dec 12, 2025

    97 Barth St, North Adams, MA 01247

    • 2 Beds
    • 1 Bath
    • 1,464 Sq Ft
    • Built 1930

    Last Sold Summary

    • 9% Below List Price
    • $147/SF
    • 72 Days On Market

    Current Estimated Value $229,136

    Last Listing Agent Stephanie Lachapelle COMPASS MASSACHUSETTS, LLC.

    97 Barth St, North Adams, MA 01247
    • /14

      Est $221,544

      Not Listed For Sale

      45 Burt St, Adams, MA 01220

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1956
      45 Burt St, Adams, MA 01220

      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
  • /16

    $245,000

    Sold Apr 30, 2026

    67 Reuter Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1948

    Last Sold Summary

    • 6% Below List Price
    • $245/SF
    • 58 Days On Market

    Current Estimated Value $253,554

    Last Listing Agent Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    67 Reuter Ave, Pittsfield, MA 01201
    • /56

      Est $592,045

      Not Listed For Sale

      20 Warwick St, Pittsfield, MA 01201

      • 3 Beds
      • 3.5 Baths
      • 1,845 Sq Ft
      • Built 1957
      20 Warwick St, Pittsfield, MA 01201

      Last Sold Summary

      • 3 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
  • /21

    $210,000

    Sold Jun 03, 2026

    100 Hillsdale Rd, Egremont, MA 01230

    • 3 Beds
    • 1 Bath
    • 2,073 Sq Ft
    • Built 1950

    Last Sold Summary

    • 7% Below List Price
    • $101/SF
    • 11 Days On Market

    Current Estimated Value $633,141

    Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

    100 Hillsdale Rd, Egremont, MA 01230
    • /38

      Est $291,917

      Not Listed For Sale

      46 Worthington St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 2,890 Sq Ft
      • Built 1910
      46 Worthington St, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /32

    $650,000

    Pending
    • 5 Beds
    • 4 Baths
    • 2,499 Sq Ft

    73 Christian Hill Rd, Great Barrington, MA 01230

    Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    73 Christian Hill Rd, Great Barrington, MA 01230
  • /44

    $360,000

    Sold Jan 16, 2026

    17 Sunnyside Dr, Dalton, MA 01226

    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft
    • Built 1950

    Last Sold Summary

    • 14% Below List Price
    • $164/SF
    • 63 Days On Market

    Current Estimated Value $371,980

    Last Listing Agent Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    17 Sunnyside Dr, Dalton, MA 01226
    • /38

      Est $292,112

      Not Listed For Sale

      359 Hinsdale Rd, Dalton, MA 01226

      • 3 Beds
      • 2 Baths
      • 1,112 Sq Ft
      • Built 1952
      359 Hinsdale Rd, Dalton, MA 01226

      Last Sold Summary

      • 35 Days On Market

  • /10

    $68,500

    $7K PRICE DROP
    • Land
    • 10.1 Acres
    • $6,782 per Acre

    L45 Jacobs Ladder Rd, Becket, MA 01223

    Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    L45 Jacobs Ladder Rd, Becket, MA 01223
  • /24

    $79,900

    Sold Jun 22, 2026

    2 Lakewood Cir, Pittsfield, MA 01201

    • 2 Beds
    • 2 Baths
    • 910 Sq Ft
    • Built 1977

    Last Sold Summary

    • 10% Below List Price
    • $88/SF
    • 91 Days On Market

    Last Listing Agent Timothy Johnson NOCHER REALTY

    2 Lakewood Cir, Pittsfield, MA 01201
    • /35

      Est $289,730

      Not Listed For Sale

      11 Pleasure Ave, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 1870
      11 Pleasure Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 139 Days On Market

  • /55

    $835,000

    Under Contract
    • 4 Beds
    • 5 Baths
    • 3,298 Sq Ft

    1011 Cross Rd To Canaan Valley, Southfield, MA 01259

    Set on 5.01 private acres along a quiet country road with beautiful views of Canaan Mountain, this unique property offers two distinctive homes, exceptional craftsmanship, and endless possibilities for multi-generational living, guest accommodations, or rental income. Set back from the road, the first home blends modern updates with outstanding custom carpentry, featuring detailed moldings and

    Agent Photo

    Wendy Eichman

    RAYNARD AND PEIRCE REALTY LLC

    1011 Cross Rd To Canaan Valley, Southfield, MA 01259
  • /31

    $285,000

    Sold Jun 05, 2026

    322 Cheshire Rd, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 15 Days On Market

    Current Estimated Value $288,585

    Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    322 Cheshire Rd, Pittsfield, MA 01201
    • /31

      Est $404,307

      Not Listed For Sale

      64 Bridges Rd, Williamstown, MA 01267

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 1880
      64 Bridges Rd, Williamstown, MA 01267

      Last Sold Summary

      • 8 Days On Market

  • /2

    $886,000

    New Construction
    • 3 Beds
    • 2.5 Baths

    @Lot-16- Unit 118-16-0, Dalton, MA 01226

    Opportunity to customize this 2,136 sq. ft. treasure. Designed with flexibility in mind & offers protentional for multi-generational living. This elegant craftsman style home offers exceptional attention to finishes & architectural details. Open concept spacious living room w/ cozy fireplace & seamless access to covered deck - perfect for relaxed every day living. Continuously open to dining &

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    @Lot-16- Unit 118-16-0, Dalton, MA 01226
  • /32

    $364,400

    Sold Oct 30, 2025

    209 Velma Ave, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,691 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $215/SF
    • 3 Days On Market

    Current Estimated Value $374,130

    Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

    209 Velma Ave, Pittsfield, MA 01201
    • /22

      Est $181,597

      Not Listed For Sale

      105 Winter St, North Adams, MA 01247

      • 3 Beds
      • 1 Bath
      • 1,125 Sq Ft
      • Built 1900
      105 Winter St, North Adams, MA 01247

      Last Sold Summary

      • 162 Days On Market

  • /91

    $999,000

    New Construction $401K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    8 Northbrook Ln, Pittsfield, MA 01201

    BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    8 Northbrook Ln, Pittsfield, MA 01201
  • /2

    $329,900

    Sold May 14, 2026

    1070 Holmes Rd, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft
    • Built 1952

    Last Sold Summary

    • $211/SF
    • 178 Days On Market

    Current Estimated Value $331,470

    Last Listing Agent Derek Strzepa NOCHER REALTY

    1070 Holmes Rd, Pittsfield, MA 01201
    • /25

      Est $254,052

      Not Listed For Sale

      53 Melrose St, Adams, MA 01220

      • 4 Beds
      • 1 Bath
      • 1,470 Sq Ft
      • Built 1930
      53 Melrose St, Adams, MA 01220

      Last Sold Summary

      • 2 Days On Market

  • /42

    $419,900

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,548 Sq Ft

    367 Notch Rd, North Adams, MA 01247

    Welcome to 367 Notch Rd in North Adams! This beautiful 3-bedroom, 1.5-bath ranch home offers the perfect blend of comfort and style. Step inside to discover an inviting open-concept layout, highlighted by a stunning cathedral ceiling and an expanse of windows in the living room that floods the space with natural light. The thoughtful design creates a welcoming and airy atmosphere, ideal for both

    Jennifer Maxwell Lamacchia Realty, Inc. - Dalton

    367 Notch Rd, North Adams, MA 01247

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