Berkshire County, MA Homes

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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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  /2

  $1,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  44 Robbins Ave, Pittsfield, MA 01201

  Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

  44 Robbins Ave, Pittsfield, MA 01201
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  /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 $272,431

  Last Listing Agent Aimee Annichiarico BISHOP WEST REAL ESTATE

  7 Bieniek Ave, Adams, MA 01220
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  /43

  Est $662,466 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,622 Sq Ft

  494 Woodmere Rd, Becket, MA 01223

  494 Woodmere Rd, Becket, MA 01223
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  /18

  $675,000 Open Sat 11AM - 2PM

  • 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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  /61

  $11,667 per month

  • 4 Beds
  • 2.5 Baths
  • 5,300 Sq Ft
  • House for Rent

  Unlisted Address

  EXCEPTIONAL WINTER RENTAL. Escape to this private 280-acre Berkshire estate just 10 min. from downtown Great Barrington. This 5,300 sq ft, 4BR/3BA historic home (c.1803) blends antique charm w/ modern luxury and features wide-plank floors, exposed beams, 4 fireplaces, radiant heat, skylights & vaulted ceilings. Wonderful chef's kitchen, formal dining room, sunroom, art studio, home office &

  Claire Pollart LANCE VERMEULEN RE, INC

  Unlisted Address
• 

  

  /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 $868,390

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

  6 Tyringham Rd, Monterey, MA 01245
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  /24

  Not Listed For Sale

  • 8 Beds
  • 3 Baths
  • 3,891 Sq Ft

  35-37 Bracewell Ave, North Adams, MA 01247

  35-37 Bracewell Ave, North Adams, MA 01247
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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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  /15

  $1,550 total monthly price

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

  319 Fenn St Unit 1, Pittsfield, MA 01201

  319 Fenn St Unit 1, Pittsfield, MA 01201
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  /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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  /42

  Est $1,077,678 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  200 Chestnut St, Williamstown, MA 01267

  200 Chestnut St, Williamstown, MA 01267
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  /6

  $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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  /14

  $1,900 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Condo for Rent

  49 Park St Unit 3, Adams, MA 01220

  If you're seeking a blend of historic charm and modern comfort, in a renovated one-two bedroom apartment in Adams, this is the perfect choice. With high ceilings, exposed ductwork, and a prime downtown location, these apartments offer a unique living experience that is both stylish and convenient.

  Erin Vincent BISHOP WEST REAL ESTATE

  49 Park St Unit 3, Adams, MA 01220
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  /17

  $268,000 Sold May 01, 2025

  10 Hillside St, Pittsfield, MA 01201

  • 6 Beds
  • 3.5 Baths
  • 2,584 Sq Ft
  • Built 1910

  Last Sold Summary

  • 6% Below List Price
  • $104/SF
  • 11 Days On Market

  Current Estimated Value $278,054

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  10 Hillside St, Pittsfield, MA 01201
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  /15

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /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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  /26

  $1,300 total monthly price

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

  51 Orchard St Unit 1, Pittsfield, MA 01201

  51 Orchard St Unit 1, Pittsfield, MA 01201
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  /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

  Last Listing Agent Allison Pacelli PACELLI ZEPKA

  462 Henderson Rd, Williamstown, MA 01267
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  /41

  Est $763,220 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  551 Otis Rd, Becket, MA 01223

  551 Otis Rd, Becket, MA 01223
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  /14

  $149,000 Pending

  • 2 Beds
  • 1 Bath
  • 757 Sq Ft

  8 Apache Dr, North Adams, MA 01247

  Be the first to live in this brand-new, never-occupied single-wide manufactured home! Thoughtfully designed with upgraded features throughout, this home offers modern style and comfort. The spacious living room features an accent wall with built-in shelving and cabinet storage. The kitchen is beautifully appointed with a deep sink, dishwasher, and side-by-side stainless refrigerator with ice

  

  Peter West

  BISHOP WEST REAL ESTATE

  (413) 423-0613

  8 Apache Dr, North Adams, MA 01247
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  /16

  $395 total monthly price

  • Studio
  • 2 Baths
  • Property for Rent

  34 Depot St, Pittsfield, MA 01201

  Four (4) Modern Downtown Office Spaces for Lease ranging from 150 to 240 sq.ft. Two can be turned into connecting suites. Prices range from $395-$450 with everything included. Discover your next workspace in the heart of downtown Pittsfield! These modern office suites offer a bright, professional setting ideal for small businesses, startups, or solo professionals. Prime downtown location with

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  34 Depot St, Pittsfield, MA 01201
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  /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
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  /65

  Est $904,372 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  12 Squanto Rd, Lanesborough, MA 01237

  12 Squanto Rd, Lanesborough, MA 01237
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  /7

  $809,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - 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 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /48

  $2,500 - $9,000 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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  /42

  $360,000 Sold Mar 27, 2025

  61 Old Orebed Rd, Lanesborough, MA 01237

  • 2 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Above List Price
  • $338/SF
  • 5 Days On Market

  Last Listing Agent Kimberly Kuplast LAER Realty Partners

  61 Old Orebed Rd, Lanesborough, MA 01237
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  /25

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  210 Ashley Falls Rd, Sheffield, MA 01222

  210 Ashley Falls Rd, Sheffield, MA 01222
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  /92

  $699,900

  • 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

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /24

  $25 total monthly price

  • 2 Baths
  • 1,632 Sq Ft
  • Property for Rent

  2 Depot Rd, Stockbridge, MA 01262

  Physician, Dentist, Attorney, Architect, Engineer, Accountant or other professional office use with a long-term lease, minimum of 5 years. Berkshire Scenic Railway Museum has decided to lease their historic train station located in Stockbridge. Built in 1893, the building is listed on the National Registry of Historic Places. It was purchased by the Jack and Jane Fitzpatrick charitable High

  Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

  2 Depot Rd, Stockbridge, MA 01262
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  /35

  $311,000 Sold Nov 07, 2025

  519 Kirchner Rd, Dalton, MA 01226

  • 3 Beds
  • 2 Baths
  • 2,595 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $120/SF
  • 24 Days On Market

  Current Estimated Value $408,251

  Last Listing Agent The Ponte Group Keller Williams South Watuppa

  519 Kirchner Rd, Dalton, MA 01226
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  /38

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  2792 Hancock Rd, Hancock, MA 01237

  2792 Hancock Rd, Hancock, MA 01237
• 

  

  /36

  $319,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  1157 Main St, Dalton, MA 01226

  Easy to show. Single level 2 bedroom brick ranch; close proximity to Wahconah Country Club golf course & both middle & high schools. A charmer, boasting spacious rooms full of character, including vintage wallpaper, creating a warm & Victorian feel, this home awaits your personal touches. Wood floors, eat-in country kitchen. Breezeway (unheated space) w/ slider to the back yard ~ perhaps its a

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 288-5775

  1157 Main St, Dalton, MA 01226
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  /10

  $2,000 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  60 Cliff St Unit C, North Adams, MA 01247

  60 Cliff St Unit C, North Adams, MA 01247
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  /48

  $775,000 Sold Mar 17, 2025

  160 Water St Unit 213, Williamstown, MA 01267

  • 1 Bed
  • 2 Baths
  • 1,787 Sq Ft
  • Built 2016

  Last Sold Summary

  • $434/SF
  • 366 Days On Market

  Current Estimated Value $832,244

  Last Listing Agent StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 213, Williamstown, MA 01267
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  /24

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  70 New Hollywood Blvd, East Otis, MA 01029

  70 New Hollywood Blvd, East Otis, MA 01029
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  /10

  $155,000

  • Land
  • 5.24 Acres
  • $29,580 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!

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 771-4725

  104 Hupi Rd, Monterey, MA 01245
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  /13

  $3,000 total monthly price

  • Condo for Rent

  257 S Main St, Hancock, MA 01237

  Charming and fully furnished country apartment available immediately featuring 2 beds and 1.5 baths. Warm and cozy in a well-cared for Owner occupied home, nestled in a serene rural area of Northern Berkshire. Close to Pittsfield and South Berkshire, it's just a few minutes away from Jiminy Peak skiing, with easy access to many other activities. Not only furnished, but heat, electric and internet

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  257 S Main St, Hancock, MA 01237
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  /45

  $420,000 Sold May 05, 2025

  612 Notch Rd, Cheshire, MA 01225

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $179/SF
  • 51 Days On Market

  Current Estimated Value $437,670

  Last Listing Agent Jennifer Maxwell LAMACCHIA REALTY, INC

  612 Notch Rd, Cheshire, MA 01225
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  /53

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  3 Brewer Branch Rd, New Marlborough, MA 01259

  3 Brewer Branch Rd, New Marlborough, MA 01259

Showing Results 161 - 200, Page 5 of 18