Berkshire County MA Homes for Sale with Basement

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  $515,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  143 Bridge St, Great Barrington, MA 01230

  Two-family home in downtown Great Barrington, set on a generous lot with an oversized garage. Just a short distance from Main Street, this ideally located property sits in a desirable neighborhood, close to everything downtown Great Barrington has to offer. The first-floor apartment features expansive living spaces, three bedrooms, one-and-a-half bathrooms, and two sunrooms. The second-floor,

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  143 Bridge St, Great Barrington, MA 01230
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  /46

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /27

  $385,000

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /28

  $1,250,000

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /26

  $680,000

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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  /34

  $259,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  Unlisted Address

  Charming 3-bedroom, 1-bath residential home nestled on a quiet side street just moments from the center of Adams. This property offers a spacious layout and a large backyard lot, perfect for outdoor enjoyment, entertaining, or future possibilities. Views of Mt. Greylock provide a peaceful setting. A wonderful opportunity to enjoy small-town living with easy access to everything Adams has to offer.

  Sara Bresett NOCHER REALTY

  Unlisted Address
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  /36

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,173 Sq Ft

  99 N Summer St, Adams, MA 01220

  Cozy & inviting 3-bedroom, 1-bath home offering comfort, functionality, and thoughtful updates. The bathroom was fully remodeled in 2025 and is conveniently located on the first floor, providing added accessibility. The second floor features a dedicated laundry area for everyday ease. Recent upgrades include a new roof (2024) and updated 200-amp circuit breaker electrical service. Set on a large,

  Sara Bresett NOCHER REALTY

  99 N Summer St, Adams, MA 01220
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  /5

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /40

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  153 Sherwood Dr, Pittsfield, MA 01201

  Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring

  Timothy Johnson NOCHER REALTY

  153 Sherwood Dr, Pittsfield, MA 01201
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  /29

  $1,024,000

  • 4 Beds
  • 3 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  On 2.65 private acres in the Berkshires this fully renovated 4-BR 3-bath home offers a rare combination of modern luxury w/ direct access to nature. $650K + in renovations have transformed the property into a turnkey retreat for full-time living or a seasonal escape. The outdoor space features private hiking trails, a wraparound deck, upper balcony, a large upper patio & a newly resurfaced

  David White OwnerEntry.com

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /23

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,307 Sq Ft

  41 Imperial Ave, Pittsfield, MA 01201

  Yankee Orchards is one of the area's highly sought-after neighborhoods. *Charming, sun-filled Cape home with level backyard. * Updated kitchen w/beautiful white cabinetry, gorgeous granite counters, stainless steel appliances! *Hardwood flooring throughout. *Freshly painted walls. *Large living room. *Updated main floor bathroom with tub and tiled walls! *Updated 2nd floor bathroom with tiled

  John Vangos Alpha Realty

  41 Imperial Ave, Pittsfield, MA 01201
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  /50

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  20 Cooper Rd, Great Barrington, MA 01230

  The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  20 Cooper Rd, Great Barrington, MA 01230
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  /37

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,085 Sq Ft

  20 Profile St, Lanesborough, MA 01237

  Enjoy the perfect blend of comfort and scenic beauty in this beautifully maintained 3-bedroom, 1-bathroom ranch. Situated to capture stunning lake views, this home offers a serene escape.The interior features a remodeled bathroom designed for relaxation, complete with a luxurious spa tub. The functional layout flows effortlessly, leading to a walk-out basement that provides excellent potential

  Timothy Johnson NOCHER REALTY

  20 Profile St, Lanesborough, MA 01237
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  /33

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft

  156 E New Lenox Rd, Pittsfield, MA 01201

  Charming & Peaceful Cape with Endless PotentialDiscover the perfect blend of classic charm and future opportunity in this move-in-ready 2-bedroom Cape. Nestled in a quiet, sought-after neighborhood, this home offers a serene retreat with a backyard that feels like a private park, backing up to protected property for ultimate privacy. Both oversized bedrooms feature double closets, providing rare

  Timothy Johnson NOCHER REALTY

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

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  73 Plymouth St, Pittsfield, MA 01201

  Discover timeless elegance in this classic 3-bedroom, 1.5-bath Colonial, perfectly situated on a spacious corner lot in a highly desirable neighborhood. This home is defined by its bright, airy atmosphere, featuring expansive windows that invite abundant natural sunlight into every room.The main level offers a seamless flow between the inviting living spaces and a convenient half-bath, while the

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /41

  $4,850,000

  • 13 Beds
  • 13.5 Baths
  • 9,510 Sq Ft

  2 Kemble St, Lenox, MA 01240

  The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental.The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  2 Kemble St, Lenox, MA 01240
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  /29

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,174 Sq Ft

  18 Morningview Dr, Pittsfield, MA 01201

  Charming ranch-style home offering convenient single-level living! This property features wood floors throughout, central air conditioning, and a functional layout perfect for everyday comfort. Enjoy a cute backyard--ideal for relaxing or entertaining located just minutes from the Allendale Shopping Center, You'll love the easy access to shopping, dining, and local amenities and with a little

  Robin Moore 413 REAL ESTATE

  18 Morningview Dr, Pittsfield, MA 01201
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  /60

  $649,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  545 W Center Rd, Otis, MA 01253

  Set on a private, sun-filled parcel in Otis, this well-maintained contemporary offers four-season Berkshire living with easy access to nature and culture. The open main level features vaulted ceilings, abundant light, and a warm living area with a gas fireplace. Two bedrooms and a full bath complete the main floor. The finished lower level adds a spacious media/game room, third bedroom, full

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  545 W Center Rd, Otis, MA 01253
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  /42

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  11 Prospect St, Great Barrington, MA 01230

  Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  11 Prospect St, Great Barrington, MA 01230
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  /25

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  64 Lee Terrace, Williamstown, MA 01267

  Opportunity knocks in one of Williamstown's most desirable neighborhoods. This three-bedroom, one and a half bath ranch sits on a peaceful cul-de-sac on .36 acres with an attached one-car garage and a wonderfully central location. A wood-burning fireplace anchors the living room, and hardwood floors run throughout the entire home, waiting to be uncovered beneath the existing carpet. This home of

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  64 Lee Terrace, Williamstown, MA 01267
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  /44

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  33 Walden Ln, Pittsfield, MA 01201

  Situated on an elevated lot in desirable Walden Village, this meticulously maintained home offers a private backyard perfect for outdoor entertaining. The main level features a convenient primary suite with a full ensuite bath, a guest powder room, and the convenience of first-floor laundry. An elegant, open floor plan provides excellent flow for both entertaining and everyday living, and a bonus

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  33 Walden Ln, Pittsfield, MA 01201
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  /18

  $1,500,000

  • 20 Beds
  • 18 Baths
  • 8,653 Sq Ft

  162 Woodlawn Ave, Pittsfield, MA 01201

  162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

  Michael Bradley Horvath & Tremblay

  162 Woodlawn Ave, Pittsfield, MA 01201
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  /25

  $179,000

  • 4 Beds
  • 1 Bath
  • 1,251 Sq Ft

  41 Willow St, Adams, MA 01220

  Attention savvy buyers and DIY dreamers! This 4-bedroom, 1-bathroom gem is the ultimate ''value add'' opportunity. With a versatile layout and solid structure, this is your chance to build sweat equity in a high-demand neighborhood..Bring your vision and come and take a look at all the potential this home has to offer..

  Michelle Picard NOCHER REALTY

  41 Willow St, Adams, MA 01220
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  /36

  $265,000

  • 5 Beds
  • 2 Baths
  • 1,452 Sq Ft

  20 Marietta St, North Adams, MA 01247

  20 Marietta St, North Adams is fully renovated, move-in ready, and packed with value.This spacious 5 bedroom, 2 full bath home has been completely redone from top to bottom. Featuring a brand new roof, all new appliances, updated kitchen and bathrooms, and new flooring throughout, every detail has been taken care of. Clean, modern finishes give the home a fresh feel while maintaining a practical,

  Christian Garner NOCHER REALTY

  20 Marietta St, North Adams, MA 01247
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  $1,825,000

  • 4 Beds
  • 2.5 Baths
  • 3,462 Sq Ft

  26 Stonebridge Way, Lee, MA 01238

  A rare opportunity awaits! Own a developable mountain top in the Berkshires! Your 4B/2.5Bath home is 10 years young with custom kitchen and baths. An unobstructed view of Goose Pond and beyond, it's a 56 acre sanctuary mostly comprised of Oak and Mountain Laurel forest with trails. Enjoy a 40 mile view to Mt. Greylock and views of October Mt. State Park, and boating on Goose Pond (@1/2 mile to

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  26 Stonebridge Way, Lee, MA 01238
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  /38

  $259,900

  • 6 Beds
  • 3 Baths
  • 3,200 Sq Ft

  165 Appleton Ave, Pittsfield, MA 01201

  Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with

  Cory Evangelisto NOCHER REALTY

  165 Appleton Ave, Pittsfield, MA 01201
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  /32

  $279,900

  • 4 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  94 Crane Ave, Pittsfield, MA 01201

  Conveniently located home offering more space than expected, with 4 bedrooms and 1.5 bathrooms. The main level features a bright living room, dining area, and kitchen, along with a full bath and bedroom or office option. Upstairs includes 3 additional bedrooms with great natural light. Mini split systems provide efficient heating and cooling, and solar helps offset electric costs. The lower level

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  94 Crane Ave, Pittsfield, MA 01201
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  /28

  $575,000

  • 4 Beds
  • 2 Baths
  • 3,218 Sq Ft

  303 Lakeshore Dr, Sandisfield, MA 01255

  Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled

  Gary Fuls Jr RE/MAX TRANSITIONS

  303 Lakeshore Dr, Sandisfield, MA 01255
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  /30

  $179,900

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm

  Cindy Carrigan LAMACCHIA REALTY, INC

  24 Southern Ave, Pittsfield, MA 01201
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  /23

  $179,000

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft

  735 Cape St, Lee, MA 01238

  Great price for this charming three bedroom, one full bath single level home with detached garage and outbuilding. Many improvements made over the years, including vinyl windows, connection to town sewer, electrical service and breaker box, well, galvanized oil tank and furnace. Some TLC needed but a great starter home with amazing potential. Conveniently located just minutes to the center of

  Cortney Dupont COHEN & WHITE ASSOCIATES

  735 Cape St, Lee, MA 01238
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  /44

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  153 Dewey Ave, Pittsfield, MA 01201

  Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

  Cindy Carrigan LAMACCHIA REALTY, INC

  153 Dewey Ave, Pittsfield, MA 01201
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  /33

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  65 Melrose St, Adams, MA 01220

  Welcome to this beautifully situated 3-bedroom, 1-bath home offering comfort, convenience, and breathtaking views of Mount Greylock.Nestled on a spacious corner lot, this property provides added privacy, extra yard space, and great curb appeal. The fully fenced-in yard is perfect for pets, play, gardening, or outdoor entertaining. Whether you're hosting a summer barbecue or enjoying a quiet

  Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

  65 Melrose St, Adams, MA 01220
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  /48

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  26 West Rd, Adams, MA 01220

  Welcome to 26 West Rd! 3-bed, 1.5-bath home offers a comfortable layout with bright living spaces and numerous updates, including a brand-new mudroom, windows, and doors. The main level features an inviting living room, an eat-in kitchen, and three bedrooms with 1.5 baths.Standout features of this property are the finished basement, a spacious family room perfect for movie nights, hobbies, or

  Marci Levesque BISHOP WEST REAL ESTATE

  26 West Rd, Adams, MA 01220
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  /30

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,002 Sq Ft

  50 1/2 Williams St, North Adams, MA 01247

  Warm & Charming 2-Bedroom Home near Downtown - Fully Updated! Step into this beautifully refreshed 2-bedroom home featuring brand-new LVT flooring and a completely renovated kitchen with granite countertops and all-new appliances. Electrical updated throughout the home and recently replaced roof (Oct 2025). Bright, modern, and move-in ready. Located just minutes from downtown, you'll enjoy

  Pat Roberts STEEPLEVIEW REALTY - N. ADAMS

  50 1/2 Williams St, North Adams, MA 01247
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  /38

  $549,900

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

  454 Pine Rd, Otis, MA 01253

  Discover this spacious, updated home offering year-round recreation just steps from Otis Reservoir, MA's largest recreational lake. Enjoy an open floor plan, a modern kitchen, and a quiet yard for outdoor fun. A two-minute walk leads to your included private dock and storage locker. Features include a main floor primary bedroom with a full bath, plus two large upstairs bedrooms with a second full

  Harold Murphy Berkshire Hathaway HomeServices Realty Professionals

  454 Pine Rd, Otis, MA 01253
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  /83

  $1,650,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5.5 Baths
  • 4,355 Sq Ft

  605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259

  Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, and had a major update in 1998. Set on 5.96 acres of rolling pasture framed by stone walls, this charming estate is spacious but manageable, complete with a garage/horse barn, larger barn, fenced paddocks, and a small pond. Rich in character and

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259
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  /75

  $3,250,000

  • 6 Beds
  • 5.5 Baths
  • 3,416 Sq Ft

  651 Hayes Hill Rd, New Marlborough, MA 01230

  Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  651 Hayes Hill Rd, New Marlborough, MA 01230
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  /24

  $749,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  46 Glendale Rd, Stockbridge, MA 01262

  Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  46 Glendale Rd, Stockbridge, MA 01262
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  /5

  $399,000

  • 8 Beds
  • 4 Baths
  • 3,536 Sq Ft

  144 Madison Ave Unit 4, Pittsfield, MA 01201

  Centrally located four-unit investment property on large corner lot with plenty of off-street private parking. New natural gas hot water boiler. Property is welll maintained with long term tenants and recent renovations. Large basement with separate electric. Conveniently located near restaurants, retail, medical facilities and key city amenities, a good location that supports strong tenant

  Lisa Kelley MACCARO REAL ESTATE

  144 Madison Ave Unit 4, Pittsfield, MA 01201
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  /47

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,164 Sq Ft

  3 van Schaack Rd, West Stockbridge, MA 01266

  Charming home in a private setting, close to all area attractions. The oversized front porch leads you inside to a light filled first floor, with newly finished hardwood floors and high ceilings. The living and dining rooms offer flexible space for relaxing or entertaining. The kitchen has lovely southern light, as well as access to the back deck for summer dining. Upstairs are two generously

  Katie Williams STONE HOUSE PROPERTIES, LLC

  3 van Schaack Rd, West Stockbridge, MA 01266

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