Berkshire County, MA Homes

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  /73

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /32

  $18 total monthly price

  • 2 Baths
  • 4,103 Sq Ft
  • Property for Rent

  34 Bridge St, Great Barrington, MA 01230

  We have 3 retail spaces currently available ranging from 840 to 1583 sq.ft. One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. The 3 office/retail/studio

  Anthony Blair STONE HOUSE PROPERTIES, LLC

  34 Bridge St, Great Barrington, MA 01230
• 

  

  

  /29

  $314,000 Sold Dec 04, 2025

  39 Highlawn Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $299/SF
  • 42 Days On Market

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  39 Highlawn Dr, Pittsfield, MA 01201
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  /77

  Est $2,422,919 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,096 Sq Ft

  45 Art School Rd, Monterey, MA 01245

  45 Art School Rd, Monterey, MA 01245
• 

  

  

  /11

  $459,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226

  To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

  Timothy Johnson NOCHER REALTY

  0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226
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  /37

  $12,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,829 Sq Ft
  • House for Rent

  23 Cross Rd, Alford, MA 01266

  This classic picture-perfect contemporary home features an open floor plan, cathedral ceilings, updated everything, and an in-ground heated pool. In addition, this outstanding Alford property is located on 5.46 acres, and it is less than a 10 minute drive to the center of Great Barrington with all of that town's fabulous restaurants, shops and food stores. The screened porch overlooks a recently

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  23 Cross Rd, Alford, MA 01266
• 

  

  /29

  $219,500 Sold Nov 03, 2025

  46 Bossidy Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 6 Days On Market

  Current Estimated Value $219,868

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  46 Bossidy Dr, Pittsfield, MA 01201
• 

  

  /27

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  29 S Bay Rd, East Otis, MA 01029

  29 S Bay Rd, East Otis, MA 01029
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  /78

  $975,000

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1020 Cascade St, Pittsfield, MA 01201

  Your dream oasis awaits! Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
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  /10

  $3,500 total monthly price

  • Property for Rent

  156 River Rd, Clarksburg, MA 01247

  Commercial opportunity offering 6600 sq/ft of space located at the interesction of River St and Marshall St. Acrros the Street from MASS MoCA and the Porches Inn.

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  156 River Rd, Clarksburg, MA 01247
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  /36

  $237,000 Sold Nov 18, 2025

  24 Lebanon Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft
  • Built 1925

  Last Sold Summary

  • 18% Below List Price
  • $164/SF
  • 56 Days On Market

  Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
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  /72

  Est $364,369 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  136 Clayton Rd, Ashley Falls, MA 01222

  136 Clayton Rd, Ashley Falls, MA 01222
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  /69

  $730,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
• 

  

  /5

  $700 total monthly price

  • 2 Baths
  • 600 Sq Ft
  • Property for Rent

  85 Main Suite 202 St, North Adams, MA 01247

  Unit #202 is centrally located on the second floor of 85 Main St. Benefit from the bustling foot traffic from the wide variety of professional offices that occupy this cornerstone of Main St. North Adams

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  85 Main Suite 202 St, North Adams, MA 01247
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  /18

  $193,000 Sold Sep 24, 2025

  109 N Summer St, Adams, MA 01220

  • 3 Beds
  • 1.5 Baths
  • 1,541 Sq Ft
  • Built 1952

  Last Sold Summary

  • 19% Below List Price
  • $125/SF
  • 33 Days On Market

  Current Estimated Value $204,010

  Last Listing Agent Deb Trzcinski STEEPLEVIEW REALTY - ADAMS BRANCH

  109 N Summer St, Adams, MA 01220
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  /9

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /11

  $829,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  10 Thrushwood Ln, Great Barrington, MA 01230

  POOL COMMUNITY: BUILD YOUR DREAM HOME: Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Thrushwood Ln, Great Barrington, MA 01230
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  /4

  $18 total monthly price

  • 4 Baths
  • 10,125 Sq Ft
  • Property for Rent

  10 Wendell Avenue Extension, Pittsfield, MA 01201

  Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  10 Wendell Avenue Extension, Pittsfield, MA 01201
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  /34

  $319,900 Sold Sep 11, 2025

  17 Jeffrey Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,386 Sq Ft
  • Built 1963

  Last Sold Summary

  • $231/SF
  • 19 Days On Market

  Current Estimated Value $318,975

  Last Listing Agent Stacy Hebb NOCHER REALTY

  17 Jeffrey Dr, Pittsfield, MA 01201
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  /46

  Est $2,204,838 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  40 Sylvan Rd, Monterey, MA 01245

  40 Sylvan Rd, Monterey, MA 01245
• 

  

  /26

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  264 Main St Unit B, Great Barrington, MA 01230

  Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  264 Main St Unit B, Great Barrington, MA 01230
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  /4

  $14 total monthly price

  • 1.5 Baths
  • 1,597 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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  /27

  $286,000 Sold Sep 02, 2025

  132-134 Crest St, North Adams, MA 01247

  • 6 Beds
  • 2 Baths
  • 2,764 Sq Ft
  • Built 1880

  Last Sold Summary

  • 4% Above List Price
  • $103/SF
  • 45 Days On Market

  Last Listing Agent Hannah Klammer MORESI REAL ESTATE PARTNERS

  132-134 Crest St, North Adams, MA 01247
• 

  

  /36

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /50

  $549,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  132 Outlook Ave, Cheshire, MA 01225

  Classic country charm awaits you in the foothills of Cheshire Massachusetts and escape home to privacy and serenity in northern Berkshire to live and play in the great outdoors. Enjoy hiking out your door and follow the Appalachian Trail even reach Mount Greylock, bike ride north and south on the Ashuwillticook Trail exercising and exploring the beautiful farmlands and countryside as you immerse

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  132 Outlook Ave, Cheshire, MA 01225
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  /12

  $11 total monthly price

  • 2 Baths
  • 142,518 Sq Ft
  • Property for Rent

  703 W Housatonic St, Pittsfield, MA 01201

  703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  703 W Housatonic St, Pittsfield, MA 01201
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  /14

  $10,000 Sold Aug 08, 2025

  25-P Pill Dr, Becket, MA 01223

  • Land
  • 3.3 Acres
  • $3,030 per Acre

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Laura Arseneau PAULA MCLEAN REALTORS INC.

  25-P Pill Dr, Becket, MA 01223
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  /7

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /15

  $368,000

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  4 Morgan Manor Unit 4, Lenox, MA 01240

  Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Morgan Manor Unit 4, Lenox, MA 01240
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  /7

  $975 total monthly price

  • 1 Bath
  • 301 Sq Ft
  • Property for Rent

  313 Main St, Great Barrington, MA 01230

  The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

  Tony Segalla LANCE VERMEULEN RE, INC

  313 Main St, Great Barrington, MA 01230
• 

  

  /14

  $82,000 Sold May 29, 2025

  10 3rd Ave, Cheshire, MA 01225

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Below List Price
  • $89/SF
  • 5 Days On Market

  Last Listing Agent Jesse Dimitropolis RE/MAX COMPASS

  10 3rd Ave, Cheshire, MA 01225
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  /4

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /53

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

  Matt Carlino MACCARO REAL ESTATE

  500 Walker St, Lenox, MA 01242
• 

  /2

  $1,500 total monthly price

  • Studio
  • 0.5 Baths
  • 3,500 Sq Ft
  • Property for Rent

  106 Church St, Cheshire, MA 01225

  Large commercial space for lease. Versatile layout, suitable for retail, restaurant, office/meeting space. Endless possibilities to customize for your business needs.3 phase electric in place.Bring your business to Cheshire or start your dream business!

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  106 Church St, Cheshire, MA 01225
• 

  

  /50

  $531,000 Sold Sep 30, 2025

  880 East St Unit 3A, Lee, MA 01238

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $298/SF
  • 14 Days On Market

  Current Estimated Value $527,855

  Last Listing Agent Jason Nocher NOCHER REALTY

  880 East St Unit 3A, Lee, MA 01238
• 

  

  /28

  Est $557,945 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  52 Greylock Estates Rd, Lanesborough, MA 01237

  52 Greylock Estates Rd, Lanesborough, MA 01237
• 

  

  /47

  $475,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  290 E Center St, Lee, MA 01238

  Welcome to this well maintained one-level ranch style home located in a great neighborhood, offering comfort, efficiency, and thoughtful upgrades throughout. Enjoy the convenience of walkability to schools and downtown Lee, along with easy access to Mass. Pike, making commuting and travel effortless. This home features a new eat-in kitchen featuring stainless appliances, rich navy lower cabinets,

  Lisa Kelley MACCARO REAL ESTATE

  290 E Center St, Lee, MA 01238
• 

  /2

  $800 total monthly price

  • 700 Sq Ft
  • Property for Rent

  85 Main St, North Adams, MA 01247

  Office 208B is located on Main St which is consistent of much foot traffic and surrounded by popular local businesses. Mass Moca and the Massachusetts College of Liberal Arts is close by bringing a diverse group of people.

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  85 Main St, North Adams, MA 01247
• 

  

  /30

  $222,500 Sold Aug 25, 2025

  189 Stratton Rd Unit 3, Williamstown, MA 01267

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Above List Price
  • $331/SF
  • 7 Days On Market

  Last Listing Agent Gintare Everett ALTON & WESTALL REAL ESTATE AGENCY, LLC

  189 Stratton Rd Unit 3, Williamstown, MA 01267
• 

  

  /20

  Est $484,482 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  57 Telephone Rd, East Otis, MA 01029

  57 Telephone Rd, East Otis, MA 01029

Showing Results 281 - 320, Page 8 of 18