Berkshire County, MA Homes

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  $321,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  171 Harryel St, Pittsfield, MA 01201

  Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 331-7090

  171 Harryel St, Pittsfield, MA 01201
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  /8

  $1,000 per month plus fees

  • 1 Bed
  • 1 Bath
  • House for Rent

  5 Dewey Ave, Pittsfield, MA 01201

  Property Id: 1335178Recently renovated.Looking for First and Last Month's Rent.Prospect tenants must pass background check:No evictions No criminal recordIncome must be three times monthly rent.Preferably no pets but exceptions can be made.Please call

  5 Dewey Ave, Pittsfield, MA 01201
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  /9

  $296,000 Sold May 30, 2025

  305 Brooker Hill Rd, Becket, MA 01223

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $209/SF
  • 24 Days On Market

  Current Estimated Value $308,410

  Last Listing Agent Kimberly Spencer RE/MAX COMPASS

  305 Brooker Hill Rd, Becket, MA 01223
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  /49

  Est $562,955 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,401 Sq Ft

  139 Mountain Dr, Pittsfield, MA 01201

  139 Mountain Dr, Pittsfield, MA 01201
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  /7

  $998,000

  • Land
  • 9.1 Acres
  • $109,670 per Acre

  19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

  RARE BERKSHIRE OPPORTUNITY: READY-TO-BUILD MODERN RETREAT ON A PRIVATE POND + DEEDED STOCKBRIDGE BOWL BEACH RIGHTSDiscover a truly extraordinary offering in the heart of the Berkshires--9.1 pristine acres with direct frontage on Lily Pond, a private, non-motorized body of water celebrated for its serenity, protected natural setting, and sweeping views. Occupying the entire southern end of the

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 343-4919

  19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
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  /7

  $400 total monthly price

  • 2 Baths
  • 320 Sq Ft
  • Property for Rent

  80 Church St, Cheshire, MA 01225

  The town of Cheshire is offering this third floor double connecting room for rent. Offering approximately 320 square feet of space, making it suitable for a variety of office spaces or operations. The rental agreement is inclusive, covering the costs of heat, hot water, electricity, trash removal, and grounds maintenance. This simplifies budgeting and ensures predictable monthly expenses for

  Jason Nocher NOCHER REALTY

  80 Church St, Cheshire, MA 01225
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  /29

  $485,000 Sold Sep 30, 2025

  1 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft
  • Built 2004

  Last Sold Summary

  • $336/SF
  • 12 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Stanley Dr, Great Barrington, MA 01230
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  /20

  Est $259,052 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,526 Sq Ft

  32 Worthington St, Pittsfield, MA 01201

  32 Worthington St, Pittsfield, MA 01201
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  /41

  $374,900 Pending

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

  1012 West St, Pittsfield, MA 01201

  JUST Listed. Easy to show. A gracious & spacious split level home in west Pittsfield, just a short drive to Berkshire Community College. Floor plan creates both private spaces & collaborative space. Home boasts 4 bedrooms (PLUS - use your imagination = potential in the "bonus room" on main floor adjacent the 1/2 bath laundry. Maybe you see it as a 5th bedroom, a work from home set up, a child -

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 384-3530

  1012 West St, Pittsfield, MA 01201
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  /8

  $1,400 total monthly price

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

  59 Bartlett Ave Unit 5, Pittsfield, MA 01201

  59 Bartlett Ave is a well-maintained multi-unit rental property located in a residential area of Pittsfield. The building features several updated apartments, each offering clean finishes, practical layouts, and comfortable living spaces. With consistent upkeep and professional management, this property provides a stable and reliable housing option for quality tenants.Property

  59 Bartlett Ave Unit 5, Pittsfield, MA 01201
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  /33

  $542,500 Sold Dec 19, 2025

  19 Washington Square, West Stockbridge, MA 01266

  • 3 Beds
  • 2.5 Baths
  • 1,424 Sq Ft
  • Built 1850

  Last Sold Summary

  • 9% Below List Price
  • $381/SF
  • 81 Days On Market

  Last Listing Agent Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  19 Washington Square, West Stockbridge, MA 01266
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  /8

  Est $258,970 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  360 Park St Unit 1, Great Barrington, MA 01230

  360 Park St Unit 1, Great Barrington, MA 01230
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  /54

  $2,649,000

  • 6 Beds
  • 6.5 Baths
  • 4,289 Sq Ft

  250 West St, Lenox, MA 01240

  Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  $1,800 total monthly price

  • 0.5 Baths
  • 4,869 Sq Ft
  • Property for Rent

  9 Grove St, Adams, MA 01220

  On Busy Route 8 just before the heart of Adams. This open canvas is ready for you to manipulate the space as needed to suit your needs. Spacious floor plan on 1st level with hardwood and tiled floor areas. Reception counter at entrance. Second floor hosts a wrap-around floor plan, of offices Basement is spacious and where you will find 2 separated rooms, bathroom, and mechanicals. Vinyl windows,

  Jason Nocher NOCHER REALTY

  9 Grove St, Adams, MA 01220
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  /20

  $140,000 Sold May 23, 2025

  44-46 Charles St, North Adams, MA 01247

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Built 1839

  Last Sold Summary

  • 22% Below List Price
  • $65/SF
  • 154 Days On Market

  Last Listing Agent Michelle Picard NOCHER REALTY

  44-46 Charles St, North Adams, MA 01247
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  /39

  Est $691,763 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  144 Green River Rd, Great Barrington, MA 01230

  144 Green River Rd, Great Barrington, MA 01230
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  $39,900

  • Land
  • 0.3 Acre
  • $133,000 per Acre

  103 Stearns Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  

  Erin Vincent

  BISHOP WEST REAL ESTATE

  (413) 393-2149

  103 Stearns Ave, Pittsfield, MA 01201
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  /18

  $3,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  165 Stockbridge Rd, Lee, MA 01238

  Modern 2bdrm guesthouse w/ private porch with sweeping views on historic property. Price does not include utilities, but we can offer an all-inclusive monthly rate. Primary bedroom and the living room have skylights (sun-filled daytime). Primary bdrm has door to porch. Bathroom has Rain-shower and tub. Top of line W/D. Kitchen used and loved by chefs. Farmhouse dining table + kitchen

  165 Stockbridge Rd, Lee, MA 01238
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  /46

  $625,000 Sold Dec 09, 2025

  715 Peru Rd, Hinsdale, MA 01235

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $357/SF
  • 9 Days On Market

  Last Listing Agent Tracy Boehme KELLER WILLIAMS REALTY

  715 Peru Rd, Hinsdale, MA 01235
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  /21

  Est $293,481 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  52 New York Ave, Pittsfield, MA 01201

  52 New York Ave, Pittsfield, MA 01201
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  /18

  $675,000

  • 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

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 350-1098

  520 State Rd Unit 207, North Adams, MA 01247
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  /30

  $500 total monthly price

  • Studio
  • 2 Baths
  • 1,857 Sq Ft
  • Property for Rent

  20 Bank Row, Pittsfield, MA 01201

  MULTIPLE PROFESSIONAL OFFICE SPACES READY FOR IMMEDIATE TENANCY. Located in the historic Bank Row Building above Patrick's Pub, mere steps from the Berkshire District Courthouse. Perfect for Attorneys! Conference room, private restrooms, hardwood floors, exposed brick walls. Central A/C in the front of the building and electric baseboard heat in the back. Electric cost will be figured into the

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Bank Row, Pittsfield, MA 01201
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  /47

  $685,000 Sold Jan 22, 2025

  697 Henderson Rd, Williamstown, MA 01267

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Below List Price
  • $317/SF
  • 53 Days On Market

  Current Estimated Value $730,747

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  697 Henderson Rd, Williamstown, MA 01267
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  /18

  Not Listed For Sale

  • 7 Beds
  • 2 Baths
  • 3,560 Sq Ft

  51 Seymour St, Pittsfield, MA 01201

  51 Seymour St, Pittsfield, MA 01201
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  /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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  $1,700 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  3 Hayer St Unit 2, Adams, MA 01220

  Welcome to this peaceful second-floor 1,300 square foot apartment 3 Hayer St with its own private entrance, located on a quiet dead-end street. The space includes three bedrooms, a fully functional kitchen, and plenty of natural light throughout. The property is fully furnished and move-in ready, with the option to remove furnishings if you prefer to personalize the space. The property features

  3 Hayer St Unit 2, Adams, MA 01220
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  /60

  $310,000 Sold Sep 26, 2025

  47 Hawthorne Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 1915

  Last Sold Summary

  • 24% Above List Price
  • $120/SF
  • 15 Days On Market

  Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  47 Hawthorne Ave, Pittsfield, MA 01201
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  /55

  Est $913,738 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,508 Sq Ft

  130 Raymond Dr, Dalton, MA 01226

  130 Raymond Dr, Dalton, MA 01226
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  $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.

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 722-5098

  9 Wheatleigh Dr, Stockbridge, MA 01262
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  /15

  $1,800 total monthly price

  • 2,346 Sq Ft
  • Property for Rent

  324 North St, Pittsfield, MA 01201

  Available for immediate occupancy, this freshly renovated, open-concept commercial space offers approximately 4,500 square feet in the heart of downtown Pittsfield. A blank slate, perfect for a wide range of uses like retail, office space, art gallery, wellness/fitness studio, boutique, or a creative space. Features include street-level storefront with large display windows, front & rear

  Patricia Molina CENTURY 21 NORTHEAST

  324 North St, Pittsfield, MA 01201
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  /27

  $245,000 Sold Jan 29, 2025

  55 Eleanor Rd, Dalton, MA 01226

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • Built 1954

  Last Sold Summary

  • 2% Below List Price
  • $180/SF
  • 19 Days On Market

  Current Estimated Value $267,854

  Last Listing Agent MARK MCILQUHAM REALTY STREET, LLC

  55 Eleanor Rd, Dalton, MA 01226
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  Est $1,141,367 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,963 Sq Ft

  258 Great Barrington Rd, Housatonic, MA 01236

  258 Great Barrington Rd, Housatonic, MA 01236
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  /3

  $39,900

  • Land
  • 0.4 Acre
  • $99,750 per Acre

  90 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  

  Erin Vincent

  BISHOP WEST REAL ESTATE

  (413) 798-8317

  90 Jones Ave, Pittsfield, MA 01201
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  /48

  $2,500 - $3,200 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
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  /41

  $248,575 Sold Nov 05, 2025

  15 2nd St, Adams, MA 01220

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Above List Price
  • $225/SF
  • 35 Days On Market

  Last Listing Agent Sara Bresett NOCHER REALTY

  15 2nd St, Adams, MA 01220
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  /36

  Est $287,566 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,890 Sq Ft

  28 Highland Ave, Pittsfield, MA 01201

  28 Highland Ave, Pittsfield, MA 01201
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  /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,

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 269-8632

  9 Castle Hill Rd, Stockbridge, MA 01262
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  /36

  $18 total monthly price

  • 2 Baths
  • 2,490 Sq Ft
  • Property for Rent

  789 Main St, Great Barrington, MA 01230

  An updated commercial condo in a prime location! This versatile space features flexible layout options, and abundant natural light--ideal for office, retail, or professional use. Situated in a high-traffic area with excellent visibility and easy access to major roads and public transit. Perfect for businesses seeking a polished, move-in-ready space in a thriving commercial hub.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  789 Main St, Great Barrington, MA 01230
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  $660,000 Sold Aug 22, 2025

  36 Tucker St, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Above List Price
  • $294/SF
  • 2 Days On Market

  Current Estimated Value $667,808

  Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

  36 Tucker St, Lenox, MA 01240
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  /42

  Est $301,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  74 Old Main Rd, Savoy, MA 01256

  74 Old Main Rd, Savoy, MA 01256

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