Berkshire County, MA Homes

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  $689,900

  • 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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  /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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  /34

  $885,000 Sold Jun 30, 2025

  3 Willard Hill Rd, Stockbridge, MA 01262

  • 4 Beds
  • 3.5 Baths
  • 2,189 Sq Ft
  • Built 1996

  Last Sold Summary

  • $404/SF
  • 17 Days On Market

  Current Estimated Value $906,981

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  3 Willard Hill Rd, Stockbridge, MA 01262
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  /12

  Not Listed For Sale

  0 King Richard Dr, Becket, MA 01223

  0 King Richard Dr, Becket, MA 01223

  Last Sold Summary

  • 108 Days On Market

  Last Sold Price $51,500

  Last Listing Agent Michelle Bryans William Raveis R.E. & Home Services
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  /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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  /15

  $3,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  33 S Main Rd, Otis, MA 01253

  Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout the home. The bathrooms, the propane furnace, and the windows have also been updated. The town has provided high speed broadband service throughout the community so if you need to work from home, the required technology is

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  33 S Main Rd, Otis, MA 01253
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  /9

  $30,000 Sold Oct 07, 2025

  0 Notch Rd, North Adams, MA 01247

  • Land
  • 0.88 Acre
  • $34,133 per Acre

  Last Sold Summary

  • 40% Below List Price
  • 151 Days On Market

  Last Listing Agent Donna Thomas DONNA THOMAS REALTY

  0 Notch Rd, North Adams, MA 01247
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  /8

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 63 Days On Market

  Last Sold Price $28,500

  Last Listing Agent Jeff Wilkinson STONE HOUSE PROPERTIES, LLC
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  /24

  $149,000 Pending

  • 3 Beds
  • 1 Bath
  • 3,600 Sq Ft

  68 Lakeway Dr, Pittsfield, MA 01201

  Calling all investors, contractors, and visionaries--this is a rare chance to transform a former four-family property into a high-performing asset. The top floor is currently a livable three-bedroom, one-bath apartment, offering rental income or owner-occupancy while you complete the rest of the project. Below, the entire first floor has been gutted to the studs, giving you a true blank canvas to

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 337-3928

  68 Lakeway Dr, Pittsfield, MA 01201
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  /20

  $8,500 total monthly price

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  44 Main St Unit 1, Stockbridge, MA 01262

  STOCKBRIDGE IN-TOWN LOCATION. SUMMER RENTAL! 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 $8500 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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  /38

  $436,500 Sold Jun 30, 2025

  75 Alfred Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 14 Days On Market

  Current Estimated Value $420,131

  Last Listing Agent Robin Moore 413 REAL ESTATE

  75 Alfred Dr, Pittsfield, MA 01201
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  /10

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 115 Days On Market

  Last Sold Price $10,000

  Last Listing Agent Ginger Conner RED HORSE REAL ESTATE, LLC
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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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  /10

  $1,900 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St Unit 1St Floor, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St Unit 1St Floor, Great Barrington, MA 01230
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  /45

  $715,000 Sold Mar 31, 2025

  48 Quarry St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $304/SF
  • 138 Days On Market

  Current Estimated Value $788,663

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  48 Quarry St, Great Barrington, MA 01230
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  /10

  Not Listed For Sale

  0 Silver Leaf Dr, Becket, MA 01223

  0 Silver Leaf Dr, Becket, MA 01223

  Last Sold Summary

  • 620 Days On Market

  Last Sold Price $14,500

  Last Listing Agent Harmany Homes Team RE/MAX
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  /24

  $335,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  363 Henderson Rd, Williamstown, MA 01267

  Discover the ideal blend of historic charm and contemporary comfort in this classic New England home. Featuring three spacious bedrooms and a versatile office/walk-in closet, along with 1.5 updated bathrooms, this light-filled residence is move-in ready. The open floor plan highlights beautiful wooden floors, while the low-maintenance secluded backyard offers a perfect retreat. The impressive

  

  Gary Fuls Jr

  RE/MAX TRANSITIONS

  (413) 884-5511

  363 Henderson Rd, Williamstown, MA 01267
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  /36

  $3,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  15 Martin Ave, Lee, MA 01238

  Welcome to the well maintained and updated split level home featuring three bedrooms, 2.5 bathrooms, and a finished basement. Main level includes all three bedrooms, the living room, dining room, kitchen, laundry, and one full bathroom. Second level includes a spacious family room and another full bathroom. The basement offers a large finished space for relaxing or entertaining. Being offered for

  Cory Evangelisto NOCHER REALTY

  15 Martin Ave, Lee, MA 01238
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  /45

  $525,000 Sold Dec 30, 2025

  46 E Orchard Terrace, Adams, MA 01220

  • 4 Beds
  • 3 Baths
  • 2,020 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Above List Price
  • $260/SF
  • 5 Days On Market

  Current Estimated Value $517,531

  Last Listing Agent Jason Nocher NOCHER REALTY

  46 E Orchard Terrace, Adams, MA 01220
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  /8

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 2,164 Days On Market

  Last Sold Price $32,000

  Last Listing Agent Richard Needelman BISHOP WEST REAL ESTATE
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  /8

  $45,000

  • Land
  • 1.08 Acres
  • $41,666 per Acre

  Lot 24 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
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  /18

  $500 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  212 South St, Pittsfield, MA 01201

  Incredible location for your business. Corner of South and Henry ave. just a short walk south of the busy North Street corridor. Four office spaces for lease. Rates are as follows: (Suite 1: 170 sq.ft./$700 mo., Suite 2: 100 sq.ft./$600 mo., Suite 3: 90 sq.ft./$500 mo., Suite 4: 250 sq.ft./$800/mo.) All utilities, including internet, is included. Private, off-street parking.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  212 South St, Pittsfield, MA 01201
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  /33

  $227,000 Sold Jul 16, 2025

  13 Oswald Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1933

  Last Sold Summary

  • 9% Below List Price
  • $185/SF
  • 9 Days On Market

  Current Estimated Value $230,135

  Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
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  /36

  Est $447,288 Not Listed For Sale

  28 National St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,467 Sq Ft
  • Built 1942

  28 National St, Pittsfield, MA 01201

  Last Sold Summary

  • 18% Above List Price
  • $153/SF
  • 3 Days On Market

  Last Sold Price $377,700

  Last Listing Agent Carrie Wright William Pitt
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  /32

  $650,000

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft

  73 Christian Hill Rd, Great Barrington, MA 01230

  Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 779-9020

  73 Christian Hill Rd, Great Barrington, MA 01230
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  /26

  $7,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  320 Lakeshore Dr, Sandisfield, MA 01253

  Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  320 Lakeshore Dr, Sandisfield, MA 01253
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  /32

  $300,000 Sold Jul 21, 2025

  49 Jarvis St, Dalton, MA 01226

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Above List Price
  • $248/SF
  • 5 Days On Market

  Current Estimated Value $293,695

  Last Listing Agent Christian Garner NOCHER REALTY

  49 Jarvis St, Dalton, MA 01226
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  /34

  Est $586,737 Not Listed For Sale

  140 Hill Cemetery Rd, Windsor, MA 01270

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 2005

  140 Hill Cemetery Rd, Windsor, MA 01270

  Last Sold Summary

  • 9% Above List Price
  • $239/SF
  • 50 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Michelle Picard NOCHER REALTY
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  /8

  $55,000

  • Land
  • 1 Acre
  • $55,000 per Acre

  Lot 23 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 307-3151

  Lot 23 Old Farm Ln, Pittsfield, MA 01201
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  /23

  $3,500 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,867 Sq Ft
  • House for Rent

  34 Galway Ct, Lenox, MA 01240

  Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is just five minutes away. The house features a very

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  34 Galway Ct, Lenox, MA 01240
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  /30

  $325,000 Sold Jan 14, 2026

  152 Furnace St, North Adams, MA 01247

  • 6 Beds
  • 3 Baths
  • 2,282 Sq Ft
  • Built 1900

  Last Sold Summary

  • $142/SF
  • 9 Days On Market

  Current Estimated Value $321,793

  Last Listing Agent Christine Girard STEEPLEVIEW REALTY - N. ADAMS

  152 Furnace St, North Adams, MA 01247
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  /89

  Est $452,592 Not Listed For Sale

  935 Outlook Ave, Cheshire, MA 01225

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft
  • Built 1978

  935 Outlook Ave, Cheshire, MA 01225

  Last Sold Summary

  • 13% Above List Price
  • $193/SF
  • 33 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Dennis D'Arcangelo MONARCH REALTY, INC.
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  /17

  $495,000

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  520 State Rd Unit 303, North Adams, MA 01247

  Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6283

  520 State Rd Unit 303, North Adams, MA 01247
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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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  /42

  $80,000 Sold Jul 07, 2025

  759 N Main Rd Unit V4-11, Otis, MA 01253

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 8 Days On Market

  Last Listing Agent Lisa Sperling Park Square Realty

  759 N Main Rd Unit V4-11, Otis, MA 01253
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  /56

  Est $445,007 Not Listed For Sale

  102 Monahan Rd, Windsor, MA 01270

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft
  • Built 1992

  102 Monahan Rd, Windsor, MA 01270

  Last Sold Summary

  • 9% Above List Price
  • $275/SF
  • 1 Day On Market

  Last Sold Price $410,000

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC
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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /3

  $1,650 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  104 Church St, Cheshire, MA 01225

  Bright, modern second floor apartment in a sought-after Cheshire location. Enjoy a new kitchen, refinished floors and updated windows for comfort and efficiency.

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  104 Church St, Cheshire, MA 01225
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  /21

  $173,000 Sold Apr 02, 2025

  3R Francis St, North Adams, MA 01247

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $180/SF
  • 199 Days On Market

  Current Estimated Value $161,921

  Last Listing Agent Erik Pizani GREYLOCK REALTY, LLC.

  3R Francis St, North Adams, MA 01247
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  /25

  Est $555,991 Not Listed For Sale

  50 Branch Farm Rd, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 2007

  50 Branch Farm Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 18% Above List Price
  • $227/SF
  • 4 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

Showing Results 201 - 240, Page 6 of 18