Berkshire County, MA Homes

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  /32

  $325,000 Sold Aug 26, 2025

  • 1,462 Sq Ft
  • $222/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1946

  48 Preston Ave, Pittsfield, MA 01201

  Adorable cape style home on a quiet street. Gorgeous new kitchen, new roof, and first floor bath. Wood floors throughout the first floor. The second floor offers more space to include a third bedroom and another full bathroom. Solar panels offer substantial reductions in your electric bill. Please note there are Ring cameras both outside and inside the home.

  Tanya Shepardson LAMACCHIA REALTY, INC

  48 Preston Ave, Pittsfield, MA 01201
• 

  

  

  /22

  Est $772,896 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,600 Sq Ft

  20 Forest Rd, Williamstown, MA 01267

  20 Forest Rd, Williamstown, MA 01267
• 

  

  

  /58

  $855,000

  • 4 Beds
  • 2.5 Baths
  • 2,872 Sq Ft

  51 Albany Rd, West Stockbridge, MA 01266

  Modern updates have turned this beautiful 1850 colonial into a home worthy for today's most discerning buyer. Walking distance to the village of West Stockbridge where you'll find a fabulous coffee shop (6 Depot), public market, restaurants, ice cream shop, and more! The 1st floor has a large kitchen complete with a seating area, dining room that extends to a screened-in room, half bath, and a

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  51 Albany Rd, West Stockbridge, MA 01266
• 

  

  

  /53

  $750,000 Sold Aug 26, 2025

  • 2,688 Sq Ft
  • $279/SF
  • 36 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1735

  85 E Main St, Stockbridge, MA 01262

  This meticulously renovated antique cottage is nestled in a picturesque, private setting along the banks of Kampoosa Brook in the sought-after area of Stockbridge. With thoughtful attention to detail throughout, this charming home beautifully blends historic character with modern conveniences, making it a delightful surprise for contemporary living.Inside, you'll find several cozy spots to relax

  Susan Laidlaw COMPASS MASSACHUSETTS , LLC GB

  85 E Main St, Stockbridge, MA 01262
• 

  

  

  /24

  Est $228,297 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,502 Sq Ft

  21 George St, Pittsfield, MA 01201

  21 George St, Pittsfield, MA 01201
• 

  

  /44

  $529,900

  • 4 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  11 Bow North --, Becket, MA 01223

  Waterfront at Sherwood Greens! Welcome to lakefront living on Long Bow Lake. Just in time to watch the seasons change comes this great opportunity to enjoy country living. From the large enclosed & heated porch you'll have westerly views. Inside - an open plan awaits. Living room with fireplace, vaulted ceiling and hardwood flooring. Large island in the open kitchen/dining. Easy one

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  11 Bow North --, Becket, MA 01223
• 

  

  /15

  $30,000 Sold Aug 26, 2025

  • Land
  • 1.5 Acres
  • $20,000 per Acre

  • 105 Days On Market

  0 Moores Rd, Florida, MA 01247

  Come see this 1.5 acres of cleared land with fantastic views and 285 ft of road frontage. Easy to build on! Located on nice scenic road but close to all North Adams' attractions. Mass MoCA, restaurants, and much more! Only 15 minutes away. Did I mention the views or the sunrises you will see!! Call today to see the property!

  Susan Colvin MONARCH REALTY, INC.

  0 Moores Rd, Florida, MA 01247
• 

  

  /23

  Est $384,872 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,102 Sq Ft

  22 Benlise Dr, Williamstown, MA 01267

  22 Benlise Dr, Williamstown, MA 01267
• 

  

  /44

  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,803 Sq Ft

  78 Carter Rd, Becket, MA 01223

  An Heirloom Timber-Frame Home with Artisan Barn!This property is as much a story as it is a homestead. Rooted in the 1820s Greek Revival farmhouse that once stood near the road, the home was reimagined in 2002 when the original hand-hewn Dutch-style timber frame was preserved and given new life. Set on a new foundation deeper into the land, and meticulously rebuilt over the past two decades by a

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  78 Carter Rd, Becket, MA 01223
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  /30

  $222,500 Sold Aug 25, 2025

  • 672 Sq Ft
  • $331/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1964

  189 Stratton Rd Unit 3, Williamstown, MA 01267

  Bright and inviting top-floor end unit with sweeping mountain views in the Stratton Hills community. These end units are seldom available and offer added privacy and sunlight. This condo features a spacious living room with cathedral ceilings, a galley kitchen, two bedrooms, one full bath, and ample storage--including a private storage unit in the basement. Enjoy the outdoors from your own

  Gintare Everett ALTON & WESTALL REAL ESTATE AGENCY, LLC

  189 Stratton Rd Unit 3, Williamstown, MA 01267
• 

  

  /34

  Est $613,897 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,761 Sq Ft

  15 Greylock St, Lee, MA 01238

  15 Greylock St, Lee, MA 01238
• 

  

  /32

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  22 Castle Hill Ave, Great Barrington, MA 01230

  A charming home on The Hill in Great Barrington, this classic Cape offers three bedrooms, two baths, and a versatile den opening to the back deck. A first-floor bedroom and full bath provide ease of living, while the gracious living room, with its wood-burning fireplace and built-in bookshelves, anchors the home. The dining room features a bow window overlooking the front garden, and the sunny

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  22 Castle Hill Ave, Great Barrington, MA 01230
• 

  

  /47

  $1,550,000 Sold Aug 25, 2025

  • 3,826 Sq Ft
  • $405/SF
  • 15 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1981

  293 East Rd, West Stockbridge, MA 01266

  A Hidden Berkshire Gem - With a Cottage, a Dream, and over 30 Acres of PossibilityWelcome to BarKing Cow Farm ! Your future compound that is tucked away on almost 30 private acres of peace and possibility, this rare offering is a true diamond awaiting its final polish. Located in one of the Berkshires' most sought-after townsa"boasting the lowest tax rate in South Countya"this property invites

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  293 East Rd, West Stockbridge, MA 01266
• 

  

  /25

  Est $395,834 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,592 Sq Ft

  72 Stratford Ave, Pittsfield, MA 01201

  72 Stratford Ave, Pittsfield, MA 01201
• 

  

  /33

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  65 Canterbury Ln, Hinsdale, MA 01235

  WATERFRONT ON ASHMERE LAKE! You can relish the lake, right in your own backyard, and bask in the tranquil atmosphere while sitting on the deck overlooking the water, or from the enclosed porch or from the indoor spa tub. This home has an open kitchen - living room, with fireplace. Also has central air and solar panels that are owned. The LL level has potential for finishing and also veiws

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  65 Canterbury Ln, Hinsdale, MA 01235
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  /41

  $382,000 Sold Aug 25, 2025

  • 2,484 Sq Ft
  • $154/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  275 North St, Dalton, MA 01226

  Conveniently located in town, this charming property offers space, flexibility, and classic character throughout. With four bedrooms and two bathrooms, it's ready to accommodate all your needs. Enjoy cozy evenings by the wood fireplace and appreciate the warm ambiance of the wood floors and wood trim. The first floor features a formal dining room and eat-in kitchen as well as the convenience of

  Jessica Rizzo LAMACCHIA REALTY, INC

  275 North St, Dalton, MA 01226
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  /38

  Est $411,242 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,569 Sq Ft

  180 Forest St, Lee, MA 01238

  180 Forest St, Lee, MA 01238
• 

  

  /38

  $584,900

  • 3 Beds
  • 4 Baths
  • 3,835 Sq Ft

  851 E New Lenox Rd, Pittsfield, MA 01201

  Spacious split foyer with addition of a year round heated Florida room featuring inground, heated, fiberglass pool, a hot tub, its own granite kitchen, full bath, and Tiki bar, making it ideal for hosting gatherings . Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  851 E New Lenox Rd, Pittsfield, MA 01201
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  /34

  $431,000 Sold Aug 25, 2025

  • 1,823 Sq Ft
  • $236/SF
  • 40 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1961

  100 Anita Dr, Pittsfield, MA 01201

  WELCOME to your perfect retreat! This cape home offers the ultimate in comfort and convenience, featuring an inground pool, hot tub, and pastoral views that create a serene outdoor oasis. Step inside to a spacious family room, cozy living room with a wood burning fireplace, and an enclosed porch-ideal for year-round enjoyment. The open concept kitchen and dining area boasts abundant cabinetry,

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  100 Anita Dr, Pittsfield, MA 01201
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  /42

  Est $402,786 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,556 Sq Ft

  280 Maple St, Hinsdale, MA 01235

  280 Maple St, Hinsdale, MA 01235
• 

  

  /37

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  454 Pine Rd, Otis, MA 01253

  Otis Reservoir, Vacation at home, Weekend retreat, lots of room for everyone, two minute walk to private dock w storage locker. Updated throughout, large bedrooms for sleepover fun! Open Floor Plan! Modern Kitchen! Quiet yard for BBQ and Games! Every Season Fun in Otis! Ski, Swim, Boat, Tube, Snowmobile, XCountry / Downhill Ski, Hike, Forage, Great Food and Places to Explore! You've worked hard

  Harold Murphy Keller Williams Realty

  454 Pine Rd, Otis, MA 01253
• 

  

  /21

  $310,000 Sold Aug 25, 2025

  • 1,126 Sq Ft
  • $275/SF
  • 22 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  60 Donna Ave, Pittsfield, MA 01201

  This charming and cozy ranch style home is ready for it's next chapter. Featuring two comfortable bedrooms with brand new carpeting, and hardwood flooring throughout the main living areas, this home blends warmth and style effortlessly. The updated kitchen with pendant lighting and updated bathroom offer a fresh, modern touch making this home truly move in ready. Step through the sliding doors to

  Savanna Charow Lowe & Lowe Realty Co.

  60 Donna Ave, Pittsfield, MA 01201
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  /47

  Est $687,636 Not Listed For Sale

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

  73 Ingraham Rd, Lanesborough, MA 01237

  73 Ingraham Rd, Lanesborough, MA 01237
• 

  

  /30

  $385,000

  • 1 Bed
  • 1 Bath
  • 941 Sq Ft

  454 Main Rd Unit 2, Monterey, MA 01245

  Brookbend Condominiums were converted from a c.1790 former Inn, when Monterey was a bustling little village. Now it's a beautiful Hill Town with the best lake in the Berkshires - Lake Garfield.This lovely unit is flooded with light and quiet, located in back facing both south and west. In mint condition with a glassed heated porch, and a patio outside the door, summer and fall are filled with

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  454 Main Rd Unit 2, Monterey, MA 01245
• 

  

  /93

  $1,700,000 Sold Aug 25, 2025

  • 5,352 Sq Ft
  • $318/SF
  • 19 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1920

  221 Bulkley St, Williamstown, MA 01267

  A graceful, tree-lined allee welcomes you to this stunning property, a personal parkland in one of Williamstown's finest locations. With over seven lushly landscaped acres bordered by Buxton Brook, this estate offers the essence of bucolic tranquility within close proximity to all in-town attractions. Elegant and sophisticated, the six bedroom, four and two half bath residence features an

  Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

  221 Bulkley St, Williamstown, MA 01267
• 

  

  /66

  Est $376,727 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  181 Windsor Rd, Savoy, MA 01256

  181 Windsor Rd, Savoy, MA 01256
• 

  

  /51

  $548,500

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /7

  $37,000 Sold Aug 25, 2025

  • Land
  • 6.22 Acres
  • $5,949 per Acre

  • 121 Days On Market

  Lot 2 Central Shaft Rd, North Adams, MA 01247

  Lightly wooded building lot with beautiful brook frontage and elevating slope to an optimum plateau-build site offering plenty of privacy with sounds of nature and water in the distance. some clearing previously started with area mountain range views through your tree-tops. Close to all area attractions including the Deerfield River for world class trout fishing, white water rafting, kayaking

  Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 2 Central Shaft Rd, North Adams, MA 01247
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  /35

  Est $333,064 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  40 Plinn St, Pittsfield, MA 01201

  40 Plinn St, Pittsfield, MA 01201
• 

  

  /36

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft

  60 Wood Duck Rd, Lee, MA 01238

  Welcome to Leisure Lee! This updated lake home offers year-round or vacation living in one of the Berkshires' most sought-after communities. Perched on a hill with a treehouse feel, it has 4 bedrooms and 2 full baths. The lower level has a cozy living area with fireplace, 3 bedrooms & shared bath. Upstairs, soaring ceilings and large windows brighten the open living/dining space with a second

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  60 Wood Duck Rd, Lee, MA 01238
• 

  

  /36

  $385,000 Sold Aug 25, 2025

  • 1,346 Sq Ft
  • $286/SF
  • 197 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  9122 Mountainside Dr, Hancock, MA 01237

  This lower mountainside 2-bedroom 2 full bath unit comes furnished. Nicely renovated with granite countertops and stainless-steel appliances. Short walk to the slopes and restaurants. You have access to the pools during the summer months. This is an upstairs/downstairs unit. The main floor offers an updated full bath and full laundry room, fireplace. The upper level features a large full bath

  Kevin Moderski JIMINY REALTY

  9122 Mountainside Dr, Hancock, MA 01237
• 

  

  /40

  Est $291,155 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,073 Sq Ft

  57 John St, Dalton, MA 01226

  57 John St, Dalton, MA 01226
• 

  

  /31

  $537,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  30 - 5 Clifton Ct, Lenox, MA 01240

  Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

  Tony Segalla LANCE VERMEULEN RE, INC

  30 - 5 Clifton Ct, Lenox, MA 01240
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  /47

  $660,000 Sold Aug 22, 2025

  • 2,242 Sq Ft
  • $294/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  36 Tucker St, Lenox, MA 01240

  Charming and versatile, this home is a well-maintained two-family home just steps from downtown Lenox. With two separate units offering 2 bedrooms and 1 full bath each, this property is perfect for investors, multi-generational living, or owner-occupied. Each unit features hardwood floors, full kitchens, separate utilities, and bright, comfortable living spaces. Enjoy the spacious backyard and

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  36 Tucker St, Lenox, MA 01240
• 

  

  /21

  Est $243,257 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,573 Sq Ft

  12 Owens Ave, North Adams, MA 01247

  12 Owens Ave, North Adams, MA 01247
• 

  

  /8

  $475,000

  • 1 Bed
  • 1.5 Baths
  • 850 Sq Ft

  160 Water St Unit 112, Williamstown, MA 01267

  Unit 112, a beautiful appointed 1-bedroom in town condominium, a perfect blend of industrial and contemporary design. Upon entering, you'll immediately appreciate the spacious open-concept layout flooded with natural light from oversized windows that highlight the gleaming bamboo floors throughout. The living area provides ample space for both relaxation and entertaining, with a seamless flow

  Kim Burnham

  160 Water St Unit 112, Williamstown, MA 01267
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  /33

  $290,000 Sold Aug 22, 2025

  • 960 Sq Ft
  • $302/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  68 Tower Rd, Dalton, MA 01226

  Enjoy this move in ready Dalton Single Level Ranch! Featuring a new roof, solar panels, updated kitchen with quartz countertops, and original hardwood flooring throughout, this home is the perfect blend of original character & modern improvements. The property features original built ins, fireplace and pellet stove for comfort year round. The backyard features a private patio area with a hot tub

  Laiken Rapisarda LAMACCHIA REALTY, INC

  68 Tower Rd, Dalton, MA 01226
• 

  

  /34

  Est $283,132 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  208 High St, Lee, MA 01238

  208 High St, Lee, MA 01238
• 

  

  /68

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  40 Stringer Ave, Lee, MA 01238

  Tucked away at the end of a peaceful dead-end street, this unique property offers a rare combination of privacy, charm and history. Previously used as a horse farm. The grounds offer plenty of potential gardening, hobby farming, or even bring horses back to the property. Whether you're looking for a rural retreat, space for animals, or simply a home with extra land to enjoy, this one-of-a-kind

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  40 Stringer Ave, Lee, MA 01238
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  /37

  $287,000 Sold Aug 22, 2025

  • 1,172 Sq Ft
  • $245/SF
  • 13 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1920

  115 Crane Ave, Pittsfield, MA 01201

  Virtual tour available! This beautiful cape has been recently renovated and it's ready for you to move right in. It sits on a double lot totaling 0.48 acres, paved parking and a 2-car carport. This home features an inviting front porch that was rebuilt in 2020. The 1st floor offers a spacious living room, kitchen open to dining area, and a half bath/laundry room. Upstairs you will find 2 bedrooms

  Maria Liccardi LAMACCHIA REALTY, INC

  115 Crane Ave, Pittsfield, MA 01201

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