67,639

Berkshire County, MA Homes

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  • /10

    $149,000

    • 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

    (413) 771-4725

    104 Hupi Rd, Monterey, MA 01245
  • /13

    $2,250 Per Month

    • 1 Bath
    • 750 Sq Ft
    • Property for Rent

    27 Housatonic St, Lenox, MA 01240

    Make your dreams come true! Perhaps one of the best retail locations in Historic downtown Lenox. This highly sought after space is centrally located with high foot traffic count and is located on the corner of Church St. and Housatonic. The 750 sq.ft. has two great large window wells along the sidewalk entrance and includes your own bathroom and kitchenette. Nestled amongst dozens of small shops,

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    27 Housatonic St, Lenox, MA 01240
  • /17

    $210,000 Sold Dec 10, 2025

    462 Henderson Rd, Williamstown, MA 01267

    • Land
    • 2.57 Acres
    • $81,712 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 125 Days On Market

    Current Estimated Value $264,132

    Last Listing Agent Allison Pacelli PACELLI ZEPKA

    462 Henderson Rd, Williamstown, MA 01267
    • /26

      Est $237,667 Not Listed For Sale

      35 High St, Dalton, MA 01226

      • 5 Beds
      • 3 Baths
      • 3,114 Sq Ft
      • Built 1925
      35 High St, Dalton, MA 01226

      Last Sold Summary

      • 44% Above List Price
      • $53/SF
      • 130 Days On Market
      • Last Sold Price $165,000
      • May 09, 2025

      Last Listing Agent Jim Thurston LAMACCHIA REALTY, INC

  • /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

    (413) 591-5346

    19 Roberts Rd, Sandisfield, MA 01255
  • /15

    $1,450

    Total Monthly Price

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

    132 E Quincy St Unit 3, North Adams, MA 01247

    132 E Quincy St Unit 3, North Adams, MA 01247
  • /9

    $90,000 Sold Nov 10, 2025

    705 Cape St Unit 2, Lee, MA 01238

    • 5 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1900

    Last Sold Summary

    • 40% Below List Price
    • $39/SF
    • 33 Days On Market

    Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

    705 Cape St Unit 2, Lee, MA 01238
    • /51

      Est $448,741 Not Listed For Sale

      781 East Rd, Clarksburg, MA 01247

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 1993
      781 East Rd, Clarksburg, MA 01247

      Last Sold Summary

      • 3% Above List Price
      • $194/SF
      • 246 Days On Market
      • Last Sold Price $435,000
      • May 07, 2025

      Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

  • /24

    $335,000 Pending

    • 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
  • /15

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • House for Rent

    33 S Main Rd, Otis, MA 01253

    AVAILABLE SEPTEMBER 1, 2026 T0 6/30/2027. Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout the home. The bathrooms, the propane furnace, and the windows have also been updated. The town has provided high speed broadband service throughout the community so if you need to

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    33 S Main Rd, Otis, MA 01253
  • /35

    $365,000 Sold Dec 15, 2025

    235 Dawes Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,596 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $229/SF
    • 37 Days On Market

    Current Estimated Value $366,032

    Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    235 Dawes Ave, Pittsfield, MA 01201
    • /55

      Not Listed For Sale

      174 First St, Pittsfield, MA 01201

      • 8 Beds
      • 3.5 Baths
      • 4,403 Sq Ft
      • Built 1900
      174 First St, Pittsfield, MA 01201

      Last Sold Summary

      • $83/SF
      • 7 Days On Market
      • Last Sold Price $365,000
      • May 12, 2025

      Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  • /8

    $45,000

    • Land
    • 1.08 Acres
    • $41,666 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 numerous

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 343-7322

    Lot 24 Old Farm Ln, Pittsfield, MA 01201
  • /7

    $1,200

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Spacious 1–2 Bedroom Apartment for Rent – Adams, MA

    12-14 E Hoosac St Unit 5, Adams, MA 01220

    Now available – a clean and well-maintained 1–2 bedroom apartment in Adams, MA. This third-floor unit is suitable for individuals, couples, or roommates, with space that can easily accommodate a second bedroom or home office.The apartment features gas heat and a gas stove for efficient heating and cooking, along with a brand-new refrigerator. A laundry center is located in the building,

    12-14 E Hoosac St Unit 5, Adams, MA 01220
  • /53

    $505,000 Sold Jun 27, 2025

    470 Peru Rd, Windsor, MA 01270

    • 3 Beds
    • 2.5 Baths
    • 1,562 Sq Ft
    • Built 1993

    Last Sold Summary

    • 12% Above List Price
    • $323/SF
    • 27 Days On Market

    Current Estimated Value $516,266

    Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

    470 Peru Rd, Windsor, MA 01270
    • /24

      Not Listed For Sale

      5-1 Rolling Unit 5-1, Lenox, MA 01240

      • 2 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1976
      5-1 Rolling Unit 5-1, Lenox, MA 01240

      Last Sold Summary

      • $245/SF
      • 18 Days On Market
      • Last Sold Price $356,000
      • May 09, 2025

      Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  • /32

    $650,000 Under Contract

    • 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

    (413) 779-9020

    73 Christian Hill Rd, Great Barrington, MA 01230
  • /26

    $7,500 Per Month

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

    320 Lakeshore Dr, Sandisfield, MA 01253

    WINTER RENTAL FROM 10/1/2026 TO 3/15/2027. 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

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    320 Lakeshore Dr, Sandisfield, MA 01253
  • /55

    $267,000 Sold Nov 20, 2025

    25 Kensington Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,426 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Below List Price
    • $187/SF
    • 49 Days On Market

    Current Estimated Value $269,670

    Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

    25 Kensington Ave, Pittsfield, MA 01201
    • /18

      Not Listed For Sale

      3 Apple St, Stockbridge, MA 01236

      • 6 Beds
      • 2 Baths
      • 2,700 Sq Ft
      • Built 1858
      3 Apple St, Stockbridge, MA 01236

      Last Sold Summary

      • $67/SF
      • 14 Days On Market
      • Last Sold Price $180,000
      • Apr 25, 2025

      Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

  • /55

    $835,000 Open Sat 10AM - 2PM

    • 4 Beds
    • 4.5 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

    (413) 300-9940

    1011 Cross Rd To Canaan Valley, Southfield, MA 01259
  • /21

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Serene Richmond Cottage Retreat | 2BR, Hardwood Floors, Pet-Friendly- $2500

    2609 State Rd, Richmond, MA 01254

    Tucked away in the peaceful beauty of Richmond, this charming 2-bedroom, 1-bath cottage offers the perfect blend of comfort, character, and nature—all for $2,500/month.Step inside to discover a freshly painted interior complemented by gleaming hardwood floors that bring warmth and light to every corner. The spacious first-floor bedroom provides convenience and flexibility, while the cozy

    2609 State Rd, Richmond, MA 01254
  • /34

    $885,000 Sold Jun 30, 2025

    3 Willard Hill Rd, Stockbridge, MA 01262

    • 4 Beds
    • 3.5 Baths
    • 2,189 Sq Ft
    • Built 1996

    Last Sold Summary

    • $404/SF
    • 17 Days On Market

    Current Estimated Value $916,062

    Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    3 Willard Hill Rd, Stockbridge, MA 01262
    • /42

      Not Listed For Sale

      170 Pine Cone Ln Unit 11, Hinsdale, MA 01235

      • 5 Beds
      • 3 Baths
      • 3,608 Sq Ft
      • Built 2003
      170 Pine Cone Ln Unit 11, Hinsdale, MA 01235

      Last Sold Summary

      • $154/SF
      • 6 Days On Market
      • Last Sold Price $555,500
      • May 02, 2025

      Last Listing Agent Doug Collins Lamacchia Realty, Inc.

  • /8

    $55,000

    • Land
    • 1 Acre
    • $55,000 per Acre

    Lot 23 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 numerous

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 307-3151

    Lot 23 Old Farm Ln, Pittsfield, MA 01201
  • /10

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    4 Pleasant St, Adams, MA 01220

    Fully furnished downtown house for rent. 2 bedrooms, 1 full bath, kitchen, living, dining.Each room has it's own heating/cooling unit.Centrally located, on the Ashwillticook Bike Trail.

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    4 Pleasant St, Adams, MA 01220
  • /9

    $30,000 Sold Oct 07, 2025

    0 Notch Rd, North Adams, MA 01247

    • Land
    • 38,284 Sq Ft
    • $34,133 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 151 Days On Market

    Last Listing Agent Donna Thomas DONNA THOMAS REALTY

    0 Notch Rd, North Adams, MA 01247
    • /19

      Est $133,623 Not Listed For Sale

      37 Corey Rd Unit 633, Hancock, MA 01237

      • 1 Bed
      • 1 Bath
      • 500 Sq Ft
      • Built 1988
      37 Corey Rd Unit 633, Hancock, MA 01237

      Last Sold Summary

      • 7% Above List Price
      • $250/SF
      • 88 Days On Market
      • Last Sold Price $125,000
      • May 02, 2025

      Last Listing Agent Kevin Moderski JIMINY REALTY

  • /33

    $319,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    3186 Main St, Becket, MA 01223

    Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors.Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 675-5607

    3186 Main St, Becket, MA 01223
  • /21

    $2,000

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • 117-119 Lincoln St

    117-119 Lincoln St Unit 117, Pittsfield, MA 01201

    117-119 Lincoln St Unit 117, Pittsfield, MA 01201
  • /38

    $436,500 Sold Jun 30, 2025

    75 Alfred Dr, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 14 Days On Market

    Current Estimated Value $420,131

    Last Listing Agent Robin Moore 413 REAL ESTATE

    75 Alfred Dr, Pittsfield, MA 01201
    • /51

      Not Listed For Sale

      13-15 Freeman Ave, North Adams, MA 01247

      • 8 Beds
      • 3 Baths
      • 3,165 Sq Ft
      • Built 1900
      13-15 Freeman Ave, North Adams, MA 01247

      Last Sold Summary

      • $44/SF
      • 107 Days On Market
      • Last Sold Price $140,000
      • Apr 30, 2025

      Last Listing Agent Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  • /17

    $495,000

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    520 State Rd Unit 303, North Adams, MA 01247

    Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 300-6283

    520 State Rd Unit 303, North Adams, MA 01247
  • /5

    $32 Per Month

    • Studio
    • 8,955 Sq Ft
    • Property for Rent

    73 W Center St, Lee, MA 01238

    Be Part of the Vibrant Lee Community. Restored Historic Mill Machine Shop Building is a Commercial Condominium available for Lease, occupancy in 2027. Tenant responsible for cost of improvements which can be amortized over the life of the lease and built into monthly lease payment. Rentable space is 8,955 sf on two levels, 5,809 sf first floor, 3,146 sf second floor plus basement. Gallery,

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    73 W Center St, Lee, MA 01238
  • /45

    $525,000 Sold Dec 30, 2025

    46 E Orchard Terrace, Adams, MA 01220

    • 4 Beds
    • 3 Baths
    • 2,020 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Above List Price
    • $260/SF
    • 5 Days On Market

    Current Estimated Value $515,930

    Last Listing Agent Jason Nocher NOCHER REALTY

    46 E Orchard Terrace, Adams, MA 01220
    • /21

      Not Listed For Sale

      5 Apremont St, Adams, MA 01220

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 1896
      5 Apremont St, Adams, MA 01220

      Last Sold Summary

      • $115/SF
      • 168 Days On Market
      • Last Sold Price $200,000
      • May 06, 2025

      Last Listing Agent Sean Taylor MORESI REAL ESTATE PARTNERS

  • /8

    $1,719,000

    • 37 Beds
    • 24 Baths
    • 21,162 Sq Ft

    306 South St, Pittsfield, MA 01201

    Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 798-8328

    306 South St, Pittsfield, MA 01201
  • /2

    $1,500

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 2/4 Franco Terrace

    2-4 Franco Terrace Unit 4 Franco Terrace, Pittsfield, MA 01201

    2-4 Franco Terrace Unit 4 Franco Terrace, Pittsfield, MA 01201
  • /33

    $227,000 Sold Jul 16, 2025

    13 Oswald Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1933

    Last Sold Summary

    • 9% Below List Price
    • $185/SF
    • 9 Days On Market

    Current Estimated Value $230,874

    Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

    13 Oswald Ave, Pittsfield, MA 01201
    • /40

      Not Listed For Sale

      14 Pinecrest Cross Rd, Egremont, MA 01258

      • 5 Beds
      • 6 Baths
      • 4,060 Sq Ft
      • Built 1950
      14 Pinecrest Cross Rd, Egremont, MA 01258

      Last Sold Summary

      • $542/SF
      • 4 Days On Market
      • Last Sold Price $2,200,000
      • May 01, 2025

      Last Listing Agent Steven Weisz William Pitt

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