Berkshire County, MA Homes

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  /23

  $125,000

  • Land
  • 21,344 Sq Ft
  • $255,107 per Acre

  28 Pearl St, Great Barrington, MA 01230

  Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 408-5316

  28 Pearl St, Great Barrington, MA 01230
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  /15

  $3,449 Per Month

  • Property for Rent

  9 Brushwood Way Unit 9, Lenox, MA 01240

  Discover elevated living in this brand new 3 bedroom apartment at Lenox's newest community. Designed with modern finishes and bright, open layouts, this home offers comfort, style, and space to truly settle in. Step outside your door and enjoy resort style amenities, including a clubhouse with a welcoming community room, fitness center, and expansive outdoor deck. Wander scenic walking trails,

  Keyla Girard LAMACCHIA REALTY, INC

  9 Brushwood Way Unit 9, Lenox, MA 01240
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  /5

  $25,000 Sold Oct 01, 2025

  Lot #50 Barker Rd, Pittsfield, MA 01201

  • Land
  • 35,371 Sq Ft
  • $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
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  /32

  Est $240,739 Not Listed For Sale

  19 Summit Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1900

  19 Summit Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Below List Price
  • $220/SF
  • 71 Days On Market

  • Last Sold Price $255,000
  • May 01, 2025

  Last Listing Agent Janet Benoit MOCKINGBIRD REAL ESTATE
• 

  

  

  /10

  $109,900

  • Land
  • 2.14 Acres
  • $51,355 per Acre

  403 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-4478

  403 Churchill St, Pittsfield, MA 01201
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  /48

  $5,000 - $9,500

  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
• 

  

  /45

  $482,575 Sold May 28, 2025

  165 Pine Cone Ln, Hinsdale, MA 01235

  • 4 Beds
  • 3 Baths
  • 3,608 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $134/SF
  • 67 Days On Market

  Current Estimated Value $504,140

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  165 Pine Cone Ln, Hinsdale, MA 01235
• 

  

  /23

  Est $216,096 Not Listed For Sale

  34 Onota St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,481 Sq Ft
  • Built 1915

  34 Onota St, Pittsfield, MA 01201

  Last Sold Summary

  • 4% Above List Price
  • $141/SF
  • 6 Days On Market

  • Last Sold Price $208,500
  • May 05, 2025

  Last Listing Agent Cory Evangelisto NOCHER REALTY
• 

  

  /31

  $199,900 Pending

  • Land
  • 30.91 Acres
  • $6,468 per Acre

  0 Oak Hill Unit 237953, North Adams, MA 01247

  Just under 31 Acres!Beautiful partially cleared wooded lot 5 minutes from downtown North Adams. Temporary Electric service on property. City water and sewer are available. This rural setting is only 5 minutes from downtown North Adams and the world-renowned Mass Museum of Contemporary Art. A short drive away, you'll find artistic venues like the acclaimed Williamstown Theatre Festival,

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 798-8065

  0 Oak Hill Unit 237953, North Adams, MA 01247
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  /6

  $14 Per Month

  • 1.5 Baths
  • 1,274 Sq Ft
  • Property for Rent

  99 Hawthorne Ave, Pittsfield, MA 01201

  The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  99 Hawthorne Ave, Pittsfield, MA 01201
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  /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
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  /28

  Est $270,814 Not Listed For Sale

  79 Backman Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,676 Sq Ft
  • Built 1927

  79 Backman Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Above List Price
  • $152/SF
  • 24 Days On Market

  • Last Sold Price $255,000
  • Apr 30, 2025

  Last Listing Agent Tonia Scalise William Pitt
• 

  

  /9

  $179,900

  • Land
  • 8.93 Acres
  • $20,146 per Acre

  411 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 359-6411

  411 Churchill St, Pittsfield, MA 01201
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  /9

  $2,650

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  474 East St, Mount Washington, MA 01258

  474 East St, Mount Washington, MA 01258
• 

  

  /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
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  /58

  Est $387,834 Not Listed For Sale

  80 Hawthorne Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,510 Sq Ft
  • Built 1930

  80 Hawthorne Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 2% Above List Price
  • $151/SF
  • 4 Days On Market

  • Last Sold Price $380,000
  • May 05, 2025

  Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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  /6

  $325,000

  • Land
  • 21.7 Acres
  • $14,977 per Acre

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

  21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 848-6618

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
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  /17

  $2,300 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • House for Rent

  88 Wahconah St, Pittsfield, MA 01201

  Fully furnished 3-bedroom home with an additional room set up as a dedicated office—perfect for remote work or extended stays. This property includes all utilities, cable, and high-speed internet for a seamless, move-in-ready experience. Two off-street parking spaces are available. Conveniently located just minutes from Berkshire Medical Center and close to downtown Pittsfield, with easy access

  Patricia Molina Century 21 North East

  88 Wahconah St, Pittsfield, MA 01201
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  /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 $691,798

  Last Listing Agent Jesse Dimitropolis RE/MAX COMPASS

  155 High St Hill Rd, Windsor, MA 01270
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  /38

  Est $517,745 Not Listed For Sale

  40 Leroi Dr, Pittsfield, MA 01201

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft
  • Built 1952

  40 Leroi Dr, Pittsfield, MA 01201

  Last Sold Summary

  • 8% Above List Price
  • $160/SF
  • 2 Days On Market

  • Last Sold Price $481,000
  • Apr 30, 2025

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC
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  /14

  $129,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft

  116 High St, Pittsfield, MA 01201

  Opportunity knocks. This fixer-upper is ready for its next chapter and offers a blank canvas for investors, contractors, or buyers looking to build equity through renovation. With a flexible layout, the property presents a chance to reimagine the space and bring new life to its existing character. The home is being sold as-is and will require significant updates, including cleaning, repairs, and

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-6054

  116 High St, Pittsfield, MA 01201
• 

  

  /21

  $1,999

  Total Monthly Price

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

  195 Francis Ave Unit 3 and 4, Pittsfield, MA 01201

  -Fresh Paint and hardwood floors -Basement for storage -free laundry hook it in basement

  195 Francis Ave Unit 3 and 4, Pittsfield, MA 01201
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  /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 $308,593

  Last Listing Agent Jessie Carlino MACCARO REAL ESTATE

  61 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /31

  Est $303,149 Not Listed For Sale

  225 Eagle St, North Adams, MA 01247

  • 4 Beds
  • 2 Baths
  • 2,796 Sq Ft
  • Built 1900

  225 Eagle St, North Adams, MA 01247

  Last Sold Summary

  • 9% Above List Price
  • $100/SF
  • 5 Days On Market

  • Last Sold Price $279,000
  • May 02, 2025

  Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE
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  /39

  $325,000 Pending

  • 12 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  292 West St, Out-Of State, MA 99999

  This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

  

  Gary Fuls Jr

  Gary L Fuls DBA Re/MAX Transit

  (888) 256-3119

  292 West St, Out-Of State, MA 99999
• 

  

  /15

  $2,000 Per Month

  • 0.5 Baths
  • 2,000 Sq Ft
  • Property for Rent

  490 Main St, Great Barrington, MA 01230

  Second floor office space in a high-traffic location. Currently configured with four offices, reception area and half bath. This space has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available. The space comes furnished. Utilities not included.

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  490 Main St, Great Barrington, MA 01230
• 

  

  /54

  $275,000 Sold Jul 03, 2025

  7 Bieniek Ave, Adams, MA 01220

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1956

  Last Sold Summary

  • 8% Below List Price
  • $275/SF
  • 10 Days On Market

  Current Estimated Value $267,667

  Last Listing Agent Aimee Annichiarico BISHOP WEST REAL ESTATE

  7 Bieniek Ave, Adams, MA 01220
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  /42

  Est $1,107,710 Not Listed For Sale

  4 Woods Ln, Lenox, MA 01240

  • 3 Beds
  • 3.5 Baths
  • 3,017 Sq Ft
  • Built 2002

  4 Woods Ln, Lenox, MA 01240

  Last Sold Summary

  • 14% Above List Price
  • $323/SF
  • 25 Days On Market

  • Last Sold Price $975,000
  • Apr 30, 2025

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.
• 

  

  /43

  $220,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,629 Sq Ft

  35 Prospect St, Pittsfield, MA 01201

  Welcome to this cheerful home designed to inspire, playfully referred to as ''The Jungle'' by its current owners. From the moment you arrive, a covered front porch sets the tone for what's inside; bright, refreshed interiors where smart lighting allows each space to shift effortlessly in mood, echoing the rhythm of an indoor jungle - energized and sunlit by day, warm and atmospheric by night! The

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 287-1153

  35 Prospect St, Pittsfield, MA 01201
• 

  

  /20

  $1,575

  Total Monthly Price

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

  47 Henry Ave Unit 2L, Pittsfield, MA 01201

  Wonderful, spacious and sunny 2nd floor apt. available immediately. In nice location off of South Street with easy access to downtown and NY/South County. Two large bedrooms, gleaming original hardwood floors, brand new butcher block counters and kitchen floors, every room freshly painted. W/D in basement along with extra storage for larger items like bikes, etc. Plenty of storage in apartment as

  47 Henry Ave Unit 2L, Pittsfield, MA 01201
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  /13

  $150,350 Sold Mar 27, 2026

  115 Main St, Cheshire, MA 01225

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft
  • Built 1850

  Last Sold Summary

  • 1% Below List Price
  • $113/SF
  • 19 Days On Market

  Current Estimated Value $190,029

  Last Listing Agent john oliveri Property Works New England

  115 Main St, Cheshire, MA 01225
• 

  

  /22

  Est $153,942 Not Listed For Sale

  580 S Main St Unit 408, Lanesborough, MA 01237

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Built 1984

  580 S Main St Unit 408, Lanesborough, MA 01237

  Last Sold Summary

  • 4% Above List Price
  • $247/SF
  • 111 Days On Market

  • Last Sold Price $148,000
  • May 08, 2025

  Last Listing Agent Andrew Manns LAMACCHIA REALTY, INC
• 

  

  /8

  $229,000

  • 4 Beds
  • 3 Baths
  • 2,261 Sq Ft

  301 Walnut St, North Adams, MA 01247

  Investor or Owner Occupied GemRenovated and Ready. This 3 family home is ready for you to live in and have tenants pay your mortgage or a great addition to your portfolio. The first floor 2 bedroom has been rented for the last 5 years to the same artist, while the top floor studio has the same chef for 15! No worries about finding tenants here. Schedule your viewing today.

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 779-8365

  301 Walnut St, North Adams, MA 01247
• 

  

  /13

  $1,250 Per Month

  • Condo for Rent

  7 Albert St Unit 1, Adams, MA 01220

  Recently renovated first floor apartment with a widened bathroom. Features an open-concept kitchen with stove and refrigerator included. One bedroom has been updated with brand new carpeting.Convienient 2 Bedroom - 1 Bath First floor apartment. Close to downtown Adams, MA

  Christian Garner NOCHER REALTY

  7 Albert St Unit 1, Adams, MA 01220
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  /39

  $655,000 Sold Aug 08, 2025

  6 Tyringham Rd, Monterey, MA 01245

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft
  • Built 1780

  Last Sold Summary

  • 13% Below List Price
  • $156/SF
  • 65 Days On Market

  Current Estimated Value $810,752

  Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 Tyringham Rd, Monterey, MA 01245
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  /49

  Est $621,869 Not Listed For Sale

  24 Grange Hall Rd, Dalton, MA 01226

  • 5 Beds
  • 3 Baths
  • 3,338 Sq Ft
  • Built 1860

  24 Grange Hall Rd, Dalton, MA 01226

  Last Sold Summary

  • 1% Below List Price
  • $187/SF
  • 19 Days On Market

  • Last Sold Price $625,000
  • May 07, 2025

  Last Listing Agent Elle Villetto William Pitt
• 

  

  /28

  $575,000

  • 4 Beds
  • 2 Baths
  • 3,218 Sq Ft

  303 Lakeshore Dr, Sandisfield, MA 01255

  Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 423-0842

  303 Lakeshore Dr, Sandisfield, MA 01255
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  /48

  $5,000 - $9,500

  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
• 

  

  /40

  $660,000 Sold Jul 10, 2025

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $356/SF
  • 133 Days On Market

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

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
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  /32

  Est $282,840 Not Listed For Sale

  174 Depot St, Dalton, MA 01226

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1860

  174 Depot St, Dalton, MA 01226

  Last Sold Summary

  • 3% Above List Price
  • $200/SF
  • 3 Days On Market

  • Last Sold Price $275,000
  • May 02, 2025

  Last Listing Agent Penney Cardonnel SIGNATURE ASSOCIATES

Showing Results 121 - 160, Page 4 of 18