67,472

Berkshire County, MA Homes

Section Image Section Image
  • /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

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /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
  • /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
    • /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
  • /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

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 350-1098

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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 343-4823

    411 Churchill St, Pittsfield, MA 01201
  • /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
  • /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
    • /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
  • /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.

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 722-5098

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /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
  • /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
    • /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,

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 269-8632

    9 Castle Hill Rd, Stockbridge, MA 01262
  • /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
  • /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
    • /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
  • /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

    Agent Photo

    Peter West

    BISHOP WEST REAL ESTATE

    (413) 423-0613

    8 Apache Dr, North Adams, MA 01247
  • /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
  • /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
    • /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
  • /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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 741-2226

    403 Churchill St, Pittsfield, MA 01201
  • /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
  • /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
    • /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
  • /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

    Agent Photo

    Paul Clark

    CLARK REALTY GROUP LLC

    (413) 327-7998

    10 Lillybrook Rd, Pittsfield, MA 01201
  • /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
  • /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
    • /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

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    (413) 288-5775

    1157 Main St, Dalton, MA 01226
  • /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
  • /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
    • /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
  • /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!

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    (413) 771-4725

    104 Hupi Rd, Monterey, MA 01245
  • /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
  • /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
    • /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

How to Buy a Home How to Finance a Home How to Sell a Home