Berkshire County, MA Homes

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  /41

  $499,000

  • 6 Beds
  • 2.5 Baths
  • 3,184 Sq Ft

  119 S Main St, Sheffield, MA 01257

  A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 481-1637

  119 S Main St, Sheffield, MA 01257
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  /12

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft
  • Apartment for Rent

  30 Danforth Ave Unit 2, Pittsfield, MA 01201

  Updated 2 Bedroom 1 Bathroom. All Rooms Freshly Painted. New Kitchen Appliances: Refrigerator, Range, Stove. Bathroom Updated. Extra Space for Storage inBasement. Plenty of Parking. Large Yard. East to Show!

  

  Dawn Bongiorno

  Keller Williams Realty Boston South West

  (413) 366-3447

  30 Danforth Ave Unit 2, Pittsfield, MA 01201
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  /33

  $435,000 Sold Jul 25, 2025

  12 W Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,698 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $256/SF
  • 241 Days On Market

  Current Estimated Value $482,497

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  12 W Plain Rd, Great Barrington, MA 01230
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  /41

  Est $684,573 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft

  266 Moberg Rd, Becket, MA 01223

  266 Moberg Rd, Becket, MA 01223
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  /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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  /9

  $1,175 total monthly price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  1 Edward Ave, Adams, MA 01220

  This 1 bed 1 bath apartment around the corner from the Forest Park Country Club is waiting for you! Property is owner-occupied. Minimum 1 year lease. First months rent and security is required to move in. Owner is responsible for lawn care, garbage pick up, heat, water and sewer. Tenant is responsible for electric, cable and internet. This is a NON smoking property. No pets (proper documentation

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 366-3519

  1 Edward Ave, Adams, MA 01220
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  /22

  $325,000 Sold May 16, 2025

  56 Kenwood St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft
  • Built 1929

  Last Sold Summary

  • $205/SF
  • 4 Days On Market

  Current Estimated Value $327,681

  Last Listing Agent Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

  56 Kenwood St, Pittsfield, MA 01201
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  /79

  Est $587,420 Not Listed For Sale

  • 11 Beds
  • 5 Baths
  • 5,106 Sq Ft

  245 Francis Ave, Pittsfield, MA 01201

  245 Francis Ave, Pittsfield, MA 01201
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  /9

  $254,900

  • Land
  • 8.93 Acres
  • $28,544 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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  /8

  $1,500 per month plus fees

  7 North Street, Pittsfield MA

  1 Bed

  7 North St, Pittsfield, MA 01201

  Nicely updated, spacious apartment, Heat and Basic Cable included!Contact: or X 24Live in Pittsfields premier 7 North St. building, where architectural details of the past meet contemporary desires of today. This apartment, with updated kitchen and bathroom, has lots closet space, plenty of natural light with high ceilings, a dishwasher, and a WASHER AND DRYER RIGHT IN YOUR

  7 North St, Pittsfield, MA 01201
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  /30

  $256,000 Sold Jan 20, 2026

  559 Onota St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1880

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 67 Days On Market

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

  559 Onota St, Pittsfield, MA 01201
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  /42

  Est $260,956 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  16 Bonny Ln, Hinsdale, MA 01235

  16 Bonny Ln, Hinsdale, MA 01235
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  /8

  $54,900

  • Land
  • 2.42 Acres
  • $22,686 per Acre

  1 Old Orebed Rd, New Ashford, MA 01237

  Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being

  

  Keytoria Jenkins

  THE KINDERHOOK GROUP

  (866) 436-0912

  1 Old Orebed Rd, New Ashford, MA 01237
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  /23

  $2,300 total monthly price

  • Condo for Rent

  18 Morgan St Unit 1, Lenox, MA 01240

  Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.

  Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  18 Morgan St Unit 1, Lenox, MA 01240
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  /25

  $145,000 Sold May 01, 2025

  89 Orchard St, Pittsfield, MA 01201

  • 9 Beds
  • 4.5 Baths
  • 3,796 Sq Ft
  • Built 1900

  Last Sold Summary

  • 19% Below List Price
  • $38/SF
  • 81 Days On Market

  Current Estimated Value $168,741

  Last Listing Agent Christian Garner NOCHER REALTY

  89 Orchard St, Pittsfield, MA 01201
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  /30

  Est $218,058 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  84 Notch Rd, North Adams, MA 01247

  84 Notch Rd, North Adams, MA 01247
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  /15

  $110,000

  • Land
  • 4.62 Acres
  • $23,810 per Acre

  0 Dalton Division Rd, Pittsfield, MA 01201

  Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 366-3881

  0 Dalton Division Rd, Pittsfield, MA 01201
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  /14

  Call for Price

  Apartment for Rent

  1 Bed

  207 Pleasant St, Great Barrington, MA 01230

  207 Pleasant St, Great Barrington, MA 01230
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  /31

  $594,000 Sold Dec 01, 2025

  1541 Green River Rd Unit 1, Williamstown, MA 01267

  • 3 Beds
  • 1.5 Baths
  • 1,986 Sq Ft
  • Built 1880

  Last Sold Summary

  • 5% Below List Price
  • $299/SF
  • 178 Days On Market

  Last Listing Agent Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

  1541 Green River Rd Unit 1, Williamstown, MA 01267
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  /41

  Est $260,480 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  255 Phelps Ave, North Adams, MA 01247

  255 Phelps Ave, North Adams, MA 01247
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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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  /13

  $2,250 total monthly price

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

  44 Main St Unit 3, Stockbridge, MA 01262

  Totally Renovated, Newly Furnished, Stockbridge In-Town Location. Truly a ''renter's dream come true.''Must be seen!Rent is $2,250/Month September to June and $4500/month for July and August.No pets.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 3, Stockbridge, MA 01262
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  /31

  $295,000 Sold Feb 19, 2025

  199 Harryel St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $302/SF
  • 32 Days On Market

  Current Estimated Value $306,569

  Last Listing Agent Erin Vincent BISHOP WEST REAL ESTATE

  199 Harryel St, Pittsfield, MA 01201
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  /38

  Est $294,319 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  19 Highland Ave, Adams, MA 01220

  19 Highland Ave, Adams, MA 01220
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  /62

  $549,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,008 Sq Ft

  100 Northumberland Rd, Pittsfield, MA 01201

  Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 675-5449

  100 Northumberland Rd, Pittsfield, MA 01201
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  /25

  $1,082 per month plus fees

  Lenox Schoolhouse Apartments

  Studio

  109 Housatonic St, Lenox, MA 01240

  The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

  109 Housatonic St, Lenox, MA 01240
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  /9

  $200,000 Sold Jun 27, 2025

  336 Sweet Farm Rd, Williamstown, MA 01267

  • Land
  • 7.78 Acres
  • $25,707 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 40 Days On Market

  Last Listing Agent Jane Miller BURNHAM GOLD REAL ESTATE, LLC

  336 Sweet Farm Rd, Williamstown, MA 01267
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  /33

  Est $221,920 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  65 Gallup St, North Adams, MA 01247

  65 Gallup St, North Adams, MA 01247
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  /38

  $312,000

  • 3 Beds
  • 1 Bath
  • 1,394 Sq Ft

  36 Pittsfield Ave, Pittsfield, MA 01201

  Step into this charming 3-bedroom, 1-bath home tucked away in the comfortable Allendale Parkway neighborhood. With nearly a half acre of land, it could be your perfect blend of comfort and outdoor beauty.Inside, you'll find 1,394 sq. ft. of freshly painted living space with easy-care laminate floors. The first floor offers kitchen, dining room, and a spacious living room where a large bow window

  

  Mary Smith

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 628-2060

  36 Pittsfield Ave, Pittsfield, MA 01201
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  /20

  $4,500 total monthly price

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  44 Main St Unit 1, Stockbridge, MA 01262

  STOCKBRIDGE IN-TOWN LOCATION. Fully Renovated as of April 1, 2025, Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this. JULY AND AUGUST RENTS ARE $8000 per Month. Monthly rents outside of July and August will be $4,250 per month.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 1, Stockbridge, MA 01262
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  /32

  $150,000 Sold Jan 20, 2026

  0 Forest Hill Dr Lots 8 & 9 --, Hinsdale, MA 01235

  • Land
  • 8.81 Acres
  • $17,036 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 55 Days On Market

  Last Listing Agent Timothy Johnson NOCHER REALTY

  0 Forest Hill Dr Lots 8 & 9 --, Hinsdale, MA 01235
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  /11

  Est $118,650 Not Listed For Sale

  • 1 Bed

  462 Wade Inn Rd, Becket, MA 01223

  462 Wade Inn Rd, Becket, MA 01223
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  /41

  $410,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,888 Sq Ft

  380 Frost Rd, Washington, MA 01223

  Welcome to a slice of rural tranquility in a desirable country setting. This 2-bedroom post & beam home features vaulted entry, wide plank pine floors, open concept living space and a harmony of rustic charm and sustainable living. A mini farmer’s dream with open fields, wooded backdrop, garden spaces and room for more. Imagine, sipping an ice-cold tea on your porch after a day in the garden and

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 899-7212

  380 Frost Rd, Washington, MA 01223
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  /3

  $2,100 per month plus fees

  Mahaiwe Building

  1 Bed

  4 Castle St, Great Barrington, MA 01230

  4 Castle St, Great Barrington, MA 01230
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  /20

  $359,900 Sold Jan 30, 2026

  115 Luce Rd, Williamstown, MA 01267

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Below List Price
  • $300/SF
  • 3 Days On Market

  Last Listing Agent Tina Dobbert MORESI REAL ESTATE PARTNERS

  115 Luce Rd, Williamstown, MA 01267
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  /39

  Est $172,252 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,181 Sq Ft

  42 Copley Terrace, Pittsfield, MA 01201

  42 Copley Terrace, Pittsfield, MA 01201
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  /7

  $998,000 Under Contract

  • 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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  /5

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • Property for Rent

  10 Depot St Unit Ground Fl Rear, Great Barrington, MA 01236

  NEWLY RENOVATED 2 BEDROOM APARTMENT in Housatonic Center. Spacious layout w. brand new appliances, floors and fresh paint. Less than 1 minute walk to the public bus stop and across from post office or minutes' walk to the local cafe and restaurant. Quiet building -- don't miss this incredible rental opportunity in South Berkshire's Housatonic village.

  John Segalla HOUSATONIC REAL ESTATE

  10 Depot St Unit Ground Fl Rear, Great Barrington, MA 01236
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  /2

  $138,000 Sold Sep 19, 2025

  37 Corey Rd Unit 735, Hancock, MA 01237

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 3 Days On Market

  Current Estimated Value $138,072

  Last Listing Agent Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 735, Hancock, MA 01237
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  /36

  Est $1,051,205 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,610 Sq Ft

  15 Cottage St, Great Barrington, MA 01230

  15 Cottage St, Great Barrington, MA 01230

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