The Berkshires, MA Homes for Sale

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  /33

  $749,900

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  126 E Shore, Otis, MA 01253

  SPECTACULAR ! Waterfront dream house completely remodeled with high end finish work which include custom doors & ship lap ceilings. Enjoy this nice flat lot with easy access to the lake shore. One level living makes it easy. Tastefully remodeled kitchen offers large butcher block island & breakfast bar which opens to dining area and living room with stone hearth wood stove. 2 bedrooms and

  Brenda Parker-LeDuc RE/MAX Compass

  126 E Shore, Otis, MA 01253
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  /20

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1 Colt Rd Unit 2, Pittsfield, MA 01201

  Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Colt Rd Unit 2, Pittsfield, MA 01201
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  /47

  $225,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  88 E Windsor Rd, Hinsdale, MA 01235

  Set on over 7 acres, this two-family flat offers a peaceful rural lifestyle with income potential. Enjoy the pond out back, the paved driveway, and the attached garage. The home needs exterior updates and is being sold as is, making it a great opportunity for those with vision. Located on a quiet, paved country road--privacy meets practicality.

  Barbara Osborne ASHMERE REALTY, INC.

  88 E Windsor Rd, Hinsdale, MA 01235
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  /2

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  73 Harrison Ave, Williamstown, MA 01267

  First time offered in over 60 years - This 3 bedroom 1 bath home consists of over 3/4 acres in a semi private neighborhood with close proximity to Sand Springs pool, playgrounds and Williamstown Elementary. Solar is $37/month with Sunova SolarSome TLC needed as reflected in price point

  Sean Taylor MORESI REAL ESTATE PARTNERS

  73 Harrison Ave, Williamstown, MA 01267
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  /61

  $775,000

  • 4 Beds
  • 3 Baths
  • 2,963 Sq Ft

  46 Galway Ct, Lenox, MA 01240

  Nestled in a desirable neighborhood close to town, this spacious home offers the perfect blend of convenience and tranquility. Set in a quiet setting, it provides a peaceful retreat while being minutes from local shops, restaurants, and schools. Ideal for those seeking comfort, space, and a prime location. 3 miles away from Tanglewood! A very spacious primary en-suite and 3 guest Bedrooms

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  46 Galway Ct, Lenox, MA 01240
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  /26

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,570 Sq Ft

  1600 Pleasant St, Lee, MA 01238

  Nestled in the scenic Berkshires just two minutes from Stockbridge, this charming two-bedroom, one-bath home perfectly balances comfort, creativity, and convenience. Inside, a cozy living room invites relaxation, while the modern kitchen--with ample counter space--sets the stage for culinary inspiration. Both bedrooms offer peaceful retreats, filled with natural light and warmth.A standout

  Ryan Lane GILCREST PROPERTIES

  1600 Pleasant St, Lee, MA 01238
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  /33

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,123 Sq Ft

  70 Galway Ct, Lenox, MA 01240

  Beautifully maintained and updated, this charming Cape offers 2 first floor bedrooms and baths, 2 second floor bedrooms with full bath in between, cherry kitchen with granite counters, formal dining and living and a family room with fireplace, vaulted ceiling and sliders to the large deck. Enjoy this wonderful ''walking neighborhood'', close to Miraval Resort for pool, golf & fitness membership

  Mary Jo Piretti PIRETTI REAL ESTATE

  70 Galway Ct, Lenox, MA 01240
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  /32

  $425,000

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

  1592 County Rd, Great Barrington, MA 01230

  Wonderful location, 3 bedroom, 3 bath split level. Minutes to the downtowns of Sheffield and Great Barrington. Primary with en suite bath, finished lower level with family room, artists studio plus a two car garage.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1592 County Rd, Great Barrington, MA 01230
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  /36

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /35

  $449,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  25 Pine St, New Marlborough, MA 01230

  LAKE LIFE, SKIING & GREAT BARRINGTON WITHIN MINUTES! Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  25 Pine St, New Marlborough, MA 01230
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  /37

  $399,900

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

  168 Tolland Rd, Otis, MA 01253

  This Ranch-style home, built in 1990, offers 3 bedrooms and 2 full baths all on the first floor. The open floor plan provides a bright and inviting layout, and the interior has been freshly painted. Updates include a roof replaced in 2012 and siding replaced in 2015.The walkout basement features a full bathroom and offers excellent potential for additional living space, a guest suite, or a

  Suzanne Bergeron COLDWELL BANKER REALTY

  168 Tolland Rd, Otis, MA 01253
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  /46

  $459,900

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft

  36 Joseph Dr, Pittsfield, MA 01201

  Welcome to this spacious and inviting 4-bedroom home, perfectly situated in a desirable neighborhood. Move-in ready and full of charm, this home features wood floors in the main living areas and a cozy gas fireplace that adds warmth and character to the living room. The first-floor primary bedroom offers convenience and privacy, while three additional generously sized bedrooms are located

  Robin Moore 413 REAL ESTATE

  36 Joseph Dr, Pittsfield, MA 01201
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  /14

  $143,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 623, Hancock, MA 01237

  At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 623, Hancock, MA 01237
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  /11

  $550,000

  • Land
  • 16 Acres
  • $34,375 per Acre

  0 Gould Rd, Monterey, MA 01245

  The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  0 Gould Rd, Monterey, MA 01245
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  /59

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /22

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  53 Depot St, Cheshire, MA 01225

  Nestled in the heart of downtown Cheshire, this beautifully updated New England farmhouse blends classic charm with modern comforts. Featuring a convenient first-floor bedroom and full bath, plus two additional bedrooms and a second full bath upstairs. The recently renovated kitchen boasts granite countertops, abundant cabinet space, stainless steel appliances, and an abundance of natural light.

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  53 Depot St, Cheshire, MA 01225
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  /43

  $695,000

  • 4 Beds
  • 2 Baths
  • 1,862 Sq Ft

  176 Division St, Great Barrington, MA 01230

  Contemporary home nestled on over 7 acres minutes to Great Barrington center. The entry level of this home has a large boot room with a nice size laundry room off of it. The stairs lead you up into the main living space with an open plan kitchen, dining and living. The outside very much becomes part of the living space during the warmer months with doors to a front porch and a side open deck.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  176 Division St, Great Barrington, MA 01230
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  /5

  $97,000

  • Land
  • 5.4 Acres
  • $17,963 per Acre

  0 Potters Rd Unit 73439831, Charlemont, MA 01339

  Scenic wooded 5.4-acre hillside parcel located on a quiet dead-end road, offering ample acreage and frontage for two potential building lots. With selective clearing, you can open up to beautiful westerly views. Power is available along the road, and a percolation test is currently in process. Ideally situated less than 10 minutes from Berkshire East Resort—a year-round destination for skiing,

  Wanda Mooney Coldwell Banker Community REALTORS®

  0 Potters Rd Unit 73439831, Charlemont, MA 01339
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  /17

  $265,000

  • Land
  • 6.79 Acres
  • $39,016 per Acre

  00 Konkapot Rd, New Marlborough, MA 01259

  The tree lined drive leads to a level, private, cleared building site on this 6.8 acre lot. Underground 200 amp service, a new well, and 4 bedroom septic fields are installed. A short stroll brings you to the association tennis courts and swimming pool. This is a rare opportunity in a very desirable Southern Berkshires location.

  David Taylor ELYSE HARNEY REAL ESTATE

  00 Konkapot Rd, New Marlborough, MA 01259
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  /22

  $220,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  204 Ireland St, West Chesterfield, MA 01084

  This is a nice older cottage with a nice location and yard. Needs some updating but the nice surroundings and on one of the loveliest roads in the hill towns. The Chesterfield Gorge Reservation and the Chesterfield Bend swimming area are maybe a mile away. So come have a look, prices to sell.

  James Molyneux Molyneux Realty

  204 Ireland St, West Chesterfield, MA 01084
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  /33

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,578 Sq Ft

  39 Scott Hill Rd, Williamstown, MA 01267

  Chalet Style Home with views. Offering 3 bedrooms 1.5 bathrooms, Open Floor plan includes fully applianced kitchen, dining area, living room with floor to ceiling brick wood burning fireplace, w/wood mantel and raised brick hearth and bookcases. Slider to large deck looking south across the Green River and mountain views. Winter's sun's rays flood entire house keeping heating costs low, while

  Terry Harron-Lamb DOUBLE P GENERAL CONTRACTING AND REAL ESTATE ,LLC

  39 Scott Hill Rd, Williamstown, MA 01267
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  /66

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

  Lawrence Reilly THE KINDERHOOK GROUP - PITTSFIELD

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /78

  $1,170,000

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1020 Cascade St, Pittsfield, MA 01201

  TURN-KEY Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered fully furnished with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
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  /9

  $84,900

  • Land
  • 2.82 Acres
  • $30,106 per Acre

  1 Wade Inn Rd, Becket, MA 01223

  Welcome to Deer Haven, a quiet and scenic community in Becket. This 2.82-acre wooded lot offers the perfect balance of privacy and neighborhood setting. Zoned residential, the property provides plenty of space to design and build your dream home in the Berkshires. A fire hydrant is conveniently located in front of the lot, adding peace of mind for future development. With its natural setting and

  Christian Garner NOCHER REALTY

  1 Wade Inn Rd, Becket, MA 01223
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  /9

  $55,000

  • Land
  • 19 Acres
  • $2,895 per Acre

  0 W Hawley Rd, Charlemont, MA 01339

  Beautiful 19-acre lot on West Hawley Road offering privacy, woodlands, and versatile terrain. Ideal for a country home, retreat, or recreational use, this property provides endless opportunities to enjoy nature. Close to Berkshire East, Mohawk Trail State Forest, and scenic hiking, with easy access to Shelburne Falls and Charlemont. A rare chance to own a spacious parcel in picturesque

  Jacqueline Krzykowski Cohn & Company

  0 W Hawley Rd, Charlemont, MA 01339
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  /46

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  56 Taconic Ave, Great Barrington, MA 01230

  Set proudly on a sun-drenched corner lot ''on the hill,'' this Queen Anne-style home offers in-town seclusion yet is just a short stroll from downtown Great Barrington. A manicured hedgerow provides privacy along the roadside, while the fenced front and side yards are shaded by mature trees and bordered by established plantings.The home's wraparound porch--partially enclosed--catches all day sun,

  Paige Paluch LANCE VERMEULEN RE, INC

  56 Taconic Ave, Great Barrington, MA 01230
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  /30

  $264,500

  • 4 Beds
  • 1.5 Baths
  • 1,678 Sq Ft

  27 2nd St, Adams, MA 01220

  This inviting Ranch offers 4 bedrooms and 1.5 baths, with hardwood floors adding warmth throughout the main level. The lower level has been thoughtfully updated with new vinyl flooring and a handy kitchenette--ideal for guests or family gatherings. Recent updates include solar panels and fresh paint. A private back patio provides a peaceful spot to relax, grill, or entertain. Conveniently close

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  27 2nd St, Adams, MA 01220
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  /35

  $299,900

  • 5 Beds
  • 2 Baths
  • 1,828 Sq Ft

  111 High St, Dalton, MA 01226

  Step into timeless New England charm with this colonial home nestled in the desirable community of Dalton. The spacious, bright, and inviting first floor offers a ideal layout with a full bathroom and convenient first-floor laundry. Upstairs, you'll find all the bedrooms along with an additional full bath, creating a comfortable and private living space. Outside, enjoy a manageable yard that's

  Lori Mickle LAMACCHIA REALTY, INC

  111 High St, Dalton, MA 01226
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  /38

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,209 Sq Ft

  52 Leonard St, Adams, MA 01220

  Woodland Retreat with Room to GrowNestled on a wooded lot, this inviting home offers the perfect blend of rustic charm and comfort. Step inside to discover hardwood floors that flow throughout the open-concept living area, creating a warm and welcoming space ideal for entertaining or relaxing.Featuring two spacious bedrooms (and the potential for a third) The layout is thoughtfully designed to

  Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

  52 Leonard St, Adams, MA 01220
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  /46

  $639,900

  • 3 Beds
  • 2 Baths
  • 3,273 Sq Ft

  106 Stoney Brook Rd, Becket, MA 01223

  Welcome to 106 Stoney Brook Road in the hills of Becket Massachusetts. This 3 bedroom 2 bath ranch offers an open concept living area including a spacious living room with pellet stove, eat in kitchen, and den just filled with natural light. The main floor offers a generously sized primary en suite complete with custom shower and walk-in closet. An additional 2 bedrooms and a full bath nicely

  Doug Collins LAMACCHIA REALTY, INC

  106 Stoney Brook Rd, Becket, MA 01223
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  /43

  $1,390,000

  • 5 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  228 East St, Great Barrington, MA 01230

  Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  228 East St, Great Barrington, MA 01230
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  /13

  $148,500

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  29 4th Ave, Cheshire, MA 01225

  Built in 2022, this move-in ready 3 bedroom, 2 bath mobile home offers modern convenience and scenic mountain views. The open living-room floor plan creates a bright, airy feeling and flows easily to the kitchen area. ideal for everyday living or entertaining. Located in Berkshire Village and only minutes from Route 7, you'll enjoy quick drives to Williamstown, Jiminy Peak, and Mount Greylock

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  29 4th Ave, Cheshire, MA 01225
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  /55

  $3,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,088 Sq Ft

  110 Alford Rd, Great Barrington, MA 01230

  Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  110 Alford Rd, Great Barrington, MA 01230
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  /42

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft

  14 Sampson Rd, Huntington, MA 01050

  Escape to your own private sanctuary with this meticulously restored equestrian farm. The distinctive log cabin showcases vaulted ceilings and wide-plank pine flooring throughout, and a floor-to-ceiling stone fireplace at the heart of the home. The expansive primary suite features an indulgent jacuzzi tub, creating your personal retreat. With two more bedrooms and a second full bath, there’s

  Carrie Duda RE/MAX Connections - Greenfield

  14 Sampson Rd, Huntington, MA 01050
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  /45

  $450,000

  • 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 backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /14

  $90,000

  • Land
  • 2.82 Acres
  • $31,915 per Acre

  0 Cheshire Rd, Pittsfield, MA 01201

  Opportunity awaits on this nearly 3-acre cleared parcel, offering flexibility and convenience in a desirable location. With a curb cut already in place and town utilities--sewer, water, and electric--available at the street, much of the groundwork has been done for you.The property includes an outbuilding/garage with electricity, perfect for storage or as a head start on your future plans. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  0 Cheshire Rd, Pittsfield, MA 01201
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  /8

  $650,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  12 Brewer Cir, Monterey, MA 01245

  Charming year-round cabin built in 2005, offering cozy character and modern comfort. Featuring beautiful wood ceilings, detailed craftsmanship throughout, and an inviting open layout. Enjoy the outdoors, weather boating, fishing, kayaking or skiing at Otis Ridge or Butternut. Great Barrington and Lee only 10 miles away. Year round fun! Deeded lake rights to Lake Garfield makes this the ideal

  Melissa St. Germain COLDWELL BANKER REALTY

  12 Brewer Cir, Monterey, MA 01245
• 

  

  /33

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,561 Sq Ft

  106 Sampson Pkwy, Pittsfield, MA 01201

  Beautifully renovated ranch in a desirable Pittsfield neighborhood. This spacious home features large bedrooms, a gourmet kitchen with brand new appliances, and a cozy wood fireplace perfect for relaxing evenings. The big yard offers ample outdoor space for gatherings and activities. The basement provides potential for extra living space, with interior access and ready to be finished to your

  Andreea Duta BISHOP WEST REAL ESTATE

  106 Sampson Pkwy, Pittsfield, MA 01201
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  /41

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  932 Williams St, Pittsfield, MA 01201

  Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park with its open fields, playgrounds, and trails, this home offers a convenient setting close to schools, shopping, and everyday amenities. The main level includes a comfortable living room with a fireplace and an easy flow into the kitchen and dining area. Upstairs you'll find three bedrooms and a full bath,

  Kyle Crocker eXp REALTY

  932 Williams St, Pittsfield, MA 01201

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