Berkshires, MA Homes for Sale with Garage

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  /39

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  31 W Oxbow Rd, Shelburne Falls, MA 01370

  Experience the charm of country living in this comfortable home, situated in the peaceful town of Charlemont, on Wilder Brook. The property includes a spacious barn, formerly a cabinet workshop, and an additional outbuilding for gardening tools or chickens. Enjoy hosting gatherings in the large kitchen and dining room, or relax in the expansive open living area. Upstairs, you'll find three roomy

  Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

  31 W Oxbow Rd, Shelburne Falls, MA 01370
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  /55

  $5,499,500

  • 8 Beds
  • 6.5 Baths
  • 6,986 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /48

  $640,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  770 Summer St Unit 5D, Lee, MA 01238

  Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

  Paula McLean PAULA MCLEAN REALTORS INC.

  770 Summer St Unit 5D, Lee, MA 01238
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  /37

  $999,000

  • 4 Beds
  • 3.5 Baths
  • 4,144 Sq Ft

  201 Main St, Williamsburg, MA 01039

  Come find your sanctuary hidden within 288 Acres of conservation land. This 12.4 acre estate will be sold to one lucky buyer and surrounded by the soon to be rewilded Beaver Brook Golf Course which is being acquired by the Hilltown Land Trust . This is a rare opportunity. Privacy and nature will surround this property, with a long private driveway leading to this spacious home with 4,144 sq feet

  Jessica Lapinski Delap Real Estate LLC

  201 Main St, Williamsburg, MA 01039
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  /23

  $1,000,000

  • 5 Beds
  • 3 Baths
  • 5,635 Sq Ft

  63 W Hawley Rd, Charlemont, MA 01339

  Discover the endless possibilities of this exceptional property located at the base of Berkshire East Mountain Resort. With over 170 acres featuring a stunning mix of open fields and wooded acreage, this parcel includes old logging roads that wind through the scenic forests of Mount Peak—ideal for hiking, hunting, biking, or exploring.With approximately 2,000 feet of road frontage and direct

  Jeffrey Brisson Cohn & Company

  63 W Hawley Rd, Charlemont, MA 01339
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  /4

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  0 Goose Pond Rd, Tyringham, MA 01264

  This is a '' To Be Built'' home. All one level living. Wonderful flow to the design with a primary bedroom suite in a separate area of the house. Turn key home price includes all interior finishes. Final price will vary depending on buyer's selections and/or upgrades. Price does not include excavation, septic, or well.

  Tanya Shepardson LAMACCHIA REALTY, INC

  0 Goose Pond Rd, Tyringham, MA 01264
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  /25

  $374,900

  • 3 Beds
  • 1 Bath
  • 1,986 Sq Ft

  349 New Lenox Rd, Lenox, MA 01240

  Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

  Timothy Johnson NOCHER REALTY

  349 New Lenox Rd, Lenox, MA 01240
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  /20

  $214,900

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Welcome to a unique property on the edge of Pittsfield's Downtown Creative District. This old-world colonial has been used as office space for the last 20+ years. 6 office spaces with a waiting area, a first floor 1/2 bath and a bonus room that could be converted to a break room or another office space. A nice L shaped wood porch with a handicap ramp. Detached 4 bay garage. The property has

  Anthony Riello LAMACCHIA REALTY, INC

  232 First St, Pittsfield, MA 01201
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  /52

  $730,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
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  /53

  $849,000

  • 8 Beds
  • 4 Baths
  • 3,044 Sq Ft

  328 Park St, Great Barrington, MA 01230

  Two beautifully renovated duplexes within walking distance to the charming village of Housatonic. Enjoy scenic views of the Housatonic River from each unit. All utilities are separate, making this an ideal investment. All units are fully rented.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  328 Park St, Great Barrington, MA 01230
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  /30

  $1,025,000

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  188 Hillsdale Rd, Egremont, MA 01230

  AMAZING MOVE-IN READY Contemporary ! The heart of this exquisite home is the open plan, integrating the dream kitchen, complete with Bertazzoni 6 burner range, granite counters & SS appliances, into the easy flowing Living and Dining spaces. The upper level hosts a grand primary suite, totally renovated, with a dedicated office space and seating area, AND its own screened porch. The primary bath

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  188 Hillsdale Rd, Egremont, MA 01230
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  /40

  $1,240,000

  • 5 Beds
  • 4.5 Baths
  • 3,100 Sq Ft

  60 Parsley Ln, Sheffield, MA 01257

  Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

  Vashti Poor LANCE VERMEULEN RE, INC

  60 Parsley Ln, Sheffield, MA 01257
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  /41

  $965,000

  • 3 Beds
  • 3 Baths
  • 4,024 Sq Ft

  19 Aspen Way, Pittsfield, MA 01201

  Live the lifestyle you deserve in this stunning 4-year-young detached single family condominium offering over 4,000 square feet of luxury! This 3-bed, 3-bath home features a gourmet kitchen with quartz counters, custom cooktop and hood and double ovens. Perfect for the Chef of the family. The home gym with sauna, and a spacious walkout lower level with game room and bar is the perfect space for

  Victoria Standring LAMACCHIA REALTY, INC

  19 Aspen Way, Pittsfield, MA 01201
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  /35

  $525,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,408 Sq Ft

  135 Church Ln, Richmond, MA 01254

  The Berkshire town of Richmond remains one of the most sought-after locations for home buyers, due to the quiet natural beauty of the area, and its proximity to the outdoor and cultural attractions that make our region so endearing. This 1962 single-level home, set on nearly 2 acres of private, quiet open yard and woods, is your opportunity to call Richmond home. With three bedrooms, an oversized

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  135 Church Ln, Richmond, MA 01254
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  /50

  $2,250,000

  • 4 Beds
  • 4 Baths
  • 2,738 Sq Ft

  8 Yale Hill Rd, Stockbridge, MA 01262

  A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  8 Yale Hill Rd, Stockbridge, MA 01262
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  /42

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 3,925 Sq Ft

  19 Buffington Hill Rd, Worthington, MA 01098

  Magnificent 1820 Neoclassical inspired estate set on 4.6 acres with beautiful grounds in picturesque Worthington, Ma. A dry barn for storage as well as a two-car garage. The stately four-bedroom home is detailed with beautiful authentic woodwork, high ceilings, hardwood floors and three fireplaces. You will be enamored with the grandeur of the majestic living room, library, dining room and grand

  James Adams Hilltown Real Estate by Adams Realty

  19 Buffington Hill Rd, Worthington, MA 01098
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  /39

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,634 Sq Ft

  350 Beartown Mountain Rd, Monterey, MA 01245

  One of the oldest homes in Monterey, this stately Colonial built in 1750 sits proudly at the forefront of a picturesque 28-acre parcel across from a 12,000 acre state forest. Located on a quiet dirt road up from Lake Garfield, the property offers a storybook setting with mature gardens, two private ponds, and two brooks. The setting is rich with natural beauty.Inside, the home features three

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  350 Beartown Mountain Rd, Monterey, MA 01245
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  /52

  $659,000

  • 4 Beds
  • 3.5 Baths
  • 2,810 Sq Ft

  232 Harrington Rd, Otis, MA 01253

  There's room for everyone in this four bedroom contemporary cape set on 13+ acres. Designed by the owner for one level living, the lower and upper levels feature full baths, additional bedrooms and a second living area. Highlights of the main level include a private office, screened porch, deck, laundry & attached garage. The main floor living area incorporates a living room with gas fireplace,

  Kim Bergland RED HORSE REAL ESTATE, LLC

  232 Harrington Rd, Otis, MA 01253
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  /30

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  432 Grange Hall Rd, Dalton, MA 01226

  This 4-bedroom, 2.5-bath home with an oversized 2-car garage sits on over 3 acres and offers serious potential for the right buyer. The kitchen features granite countertops and plenty of space to make it your own. While the home does need some TLC, it's being sold as-is and is priced accordingly. This is your chance to own a home in one of Dalton's most sought-after neighborhoods at a price well

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  432 Grange Hall Rd, Dalton, MA 01226
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  /29

  $355,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  800 Simonds Rd, Williamstown, MA 01267

  Come and see this charming, move in ready 4-bedroom, 1.5-bath gambrel colonial is located in beautiful Williamstown, near Williams College., a short drive to Bennington, VT This home has been well cared for and is ready for you to move in. Enjoy the fully screened porch or relax in the spacious, fenced-in backyard. The house features four bedrooms, with a full bathroom on the second floor and a

  Glenn Maloney RE/MAX TRANSITIONS, NORTH ADAMS

  800 Simonds Rd, Williamstown, MA 01267
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  /47

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  16-18 E Hoosac St, Adams, MA 01220

  INVESTMENT OPPORTUNITY! A RARE OFFER! Multi use building owned by the same family 50 years! Beauyifu)y renovated, sunny 2nd level 2 bdrm apt features large primary bdrm, roomy kitchen with all appliances & center island Enclosed south facing porch. Comfortable size living rm, dining rm & 2nd bdrm. Full bath with laundry. This apt has been owner occupied for years & but now is empty & ready for

  Colleen Zajac MONARCH REALTY, INC.

  16-18 E Hoosac St, Adams, MA 01220
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  /42

  $1,672,900

  • 3 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  18 W Shore Dr, Goshen, MA 01032

  Compare this homes value and what living in Goshen offers vs Northampton! The main house was completely renovated in 2002 and was increased to its current 4000+ s/f and features an open first floor plan w/beautiful woodwork, play space, bedrooms and a stately master suite upstairs. Enjoy swimming, kayaking, sailing, canoeing, paddle boarding and fishing (no motor boats allowed), and is sited on a

  Robert Raymond Hampshire Realty Company

  18 W Shore Dr, Goshen, MA 01032
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  /31

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN Investment opportunity or live with income potential. This 2 unit in-town has a 3 bedroom 1 bath on the 1st floor apartment and a 1 bedroom 1 bath on the 2nd floor with room to expand to in the 3rd floor attic space. Walk to town of Great Barrington with all it has to offer, 1/2 block to Co-op and Main St. Utilities are included in rent as electric and heat is combined. 1 car garage

  Mark Rosengren LANCE VERMEULEN RE, INC

  115 Bridge St, Great Barrington, MA 01230
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  /75

  $895,000

  • 9 Beds
  • 7 Baths
  • 5,267 Sq Ft

  567 S Main St, Sheffield, MA 01257

  Charming Multi-Family Property in Sheffield. Welcome to a rare homestead tucked away on 11 acres of peace and privacy in Sheffield. This inviting property offers an ideal setup for multi-generational living or families seeking extra space and privacy. Main House with (4) 1BR and (1) 2BR apartments, a second 3 BR home, and a three-bay garage. A short drive to Great Barrington (15 mins) and

  Claire Pollart LANCE VERMEULEN RE, INC

  567 S Main St, Sheffield, MA 01257
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  /22

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  32 S Main Rd, Otis, MA 01253

  This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  32 S Main Rd, Otis, MA 01253
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  /46

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  121 Wendell Ave, Pittsfield, MA 01201

  Architecturally significant and beautifully renovated, this stunning 3 bed, 2.5 bath brick home sits on a prominent corner lot in a coveted residential enclave of stately homes--just a short stroll to downtown. Thoughtful updates blend seamlessly with original character, offering timeless elegance, modern comfort, and exceptional natural light throughout. Featuring a dramatic staircase, hardwood

  Victoria Standring LAMACCHIA REALTY, INC

  121 Wendell Ave, Pittsfield, MA 01201
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  /56

  $1,395,000

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft

  45 Swamp, West Stockbridge, MA 01266

  1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead to Shaker Mill Pond & Cone Brook which run the entire length of the property. Interior features include 2 BRs, office & full bath on the main level, 2 BRs & full bath on the second floor, a quaint kitchen, & living room. Additionally, a fully heated

  Paige Paluch LANCE VERMEULEN RE, INC

  45 Swamp, West Stockbridge, MA 01266
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  /36

  $699,999

  • 3 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  56 Otis-Tolland Rd, Blandford, MA 01008

  Here is your chance to enjoy the Berkshires in this beautiful new home. All of this with water access and a dock space on the Otis Reservoir. Come and see this large gorgeous kitchen where your family memories can begin. Whether it's a day on the water or just appreciating all of the Berkshire amenities, your dream home awaits!

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  56 Otis-Tolland Rd, Blandford, MA 01008
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  /45

  $1,750,000

  • 4 Beds
  • 5 Baths
  • 3,611 Sq Ft

  351 Adsit Crosby Rd, New Marlborough, MA 01230

  Whispering Pines: The tranquil spot will call to you as soon as you wind your way through the tall pines. A very private setting and just minutes to town, Butternut and everything else the Berkshires has to offer. Beautiful gardens, Gunite pool, screen porch, and lots of space to dwell in. This 4 bedroom home has 2 Primary en-suite, large den space over garage and lower level. First floor office

  Mark Rosengren LANCE VERMEULEN RE, INC

  351 Adsit Crosby Rd, New Marlborough, MA 01230
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  /23

  $792,500

  • 3 Beds
  • 2 Baths
  • 2,620 Sq Ft

  9 Iron Mine Rd, West Stockbridge, MA 01266

  Located in the town of West Stockbridge just 1 1/2 miles from the village center home to an eclectic array of shops, restaurants, a very cool bookstore, No. Six Depot Roastery & Cafe and the annual West Stockbridge Zucchini Festival is this contemporary style home. With smart planting the home on 2+ acres feels totally private. Enjoy the great outdoors from the spacious deck or lawn. Inside

  Deborah Mielke CORASHIRE REALTY

  9 Iron Mine Rd, West Stockbridge, MA 01266
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  /48

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  116 Brush Hill Rd, Great Barrington, MA 01230

  Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna, radiant floor & forced air throughout. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout

  Mark Rosengren LANCE VERMEULEN RE, INC

  116 Brush Hill Rd, Great Barrington, MA 01230
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  /38

  $1,400,000

  • 4 Beds
  • 2 Baths
  • 3,507 Sq Ft

  924 Henderson Rd, Williamstown, MA 01267

  A little slice of Heaven in The Berkshires close to downtown Williamstown is calling you! Offer some land, wildlife, mountain views, a babbling brook, apple trees and a beautiful Farmhouse with 4 bedrooms, 2 full baths, nice entry way, 1st floor laundry, huge kitchen with gas stove, butcher block counter tops, an island overlooking the dining area & the rustic fieldstone fireplace. An ideal

  Colleen Zajac Monarch Realty

  924 Henderson Rd, Williamstown, MA 01267
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  /17

  $845,000

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  1786 S Undermountain Rd, Sheffield, MA 01257

  Classic 3-Bedroom Cape with Pool Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another

  Juliet Moore Elyse Harney Real Estate

  1786 S Undermountain Rd, Sheffield, MA 01257
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  /29

  $692,000

  • 4 Beds
  • 3.5 Baths
  • 3,296 Sq Ft

  14 Alpine Trail Unit 14, Pittsfield, MA 01201

  Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  14 Alpine Trail Unit 14, Pittsfield, MA 01201
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  /36

  $339,900

  • 2 Beds
  • 1 Bath
  • 1,450 Sq Ft

  12 Riverfront St, Chester, MA 01011

  Charming riverfront home in historic Chester, close to all main attractions in Berkshire County and the college towns of Amherst and Northampton. The house has been lovingly maintained as a short-term rental since 2018, with excellent occupancy rates for visitors looking for a quiet getaway with a small town atmosphere while also central to all of Western Massachusetts. Single floor living,

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  12 Riverfront St, Chester, MA 01011
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  /31

  $624,900

  • 3 Beds
  • 1.5 Baths
  • 1,986 Sq Ft

  1541 Green River Rd Unit 1, Williamstown, MA 01267

  Welcome to 1541 Green River Road -- where classic construction meets modern living! This beautifully updated condo offers the best of both worlds: the solid craftsmanship of a bygone era, reimagined with today's must-have upgrades.Step inside to discover a bright floor plan featuring stylish flooring, designer kitchen finishes, and a refreshed, contemporary bathroom. Enjoy peace of mind with

  Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

  1541 Green River Rd Unit 1, Williamstown, MA 01267
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  /39

  $489,500

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft

  613 Skyline Trail, Chester, MA 01011

  Complete privacy awaits you in this charming Cape-style home! Perfect for easy entertaining, the home features a spacious three-season lanai with a wet bar, a covered patio, a large level yard, vibrant flowering gardens, and raspberry and blueberry bushes -- plus a barn for added versatility. Inside, the cozy living room with a wood stove opens seamlessly to the kitchen, which is outfitted with

  Denise DeSellier NON-MEMBER / RECIPROCAL

  613 Skyline Trail, Chester, MA 01011
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  /50

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  55 Mallard Dr, Becket, MA 01223

  Discover the perfect blend of comfort and charm with this stunning contemporary situated on two acres. There is a full-house Generac generator for comfort and peace of mind and central air. The great room is washed with natural light from the wall of windows and has a beautiful gas fireplace to provide additional warmth on cold Winter days. There is a circular flow into the spacious dining room

  Cortney Dupont COHEN & WHITE ASSOCIATES

  55 Mallard Dr, Becket, MA 01223
• 

  

  /35

  $475,500

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  149 Kittredge Rd, Pittsfield, MA 01201

  Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1⁄2 bath, and 4th bedroom.

  Tanya Shepardson Lamacchia Realty, Inc.

  149 Kittredge Rd, Pittsfield, MA 01201
• 

  

  /5

  $179,900

  • 6 Beds
  • 2 Baths
  • 2,376 Sq Ft

  24 Glenwood Ave, Pittsfield, MA 01201

  For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

  John Dill Colebrook Realty Services, Inc.

  24 Glenwood Ave, Pittsfield, MA 01201

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