Berkshire County MA Homes for Sale

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  /41

  $344,900

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /21

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  82 Maple St, Adams, MA 01220

  Meticulously maintained and full of classic charm, this inviting three bedroom, one and a half bath Cape-style home offers a warm blend of traditional features including beautiful hardwood floors, elegant moldings, and classic trim throughout. Featuring a formal dining room and a generously sized eat-in kitchen, complete with abundant cabinetry--perfect for hosting or everyday living. Enjoy your

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  82 Maple St, Adams, MA 01220
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  /66

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 5,477 Sq Ft

  1030 West St, Pittsfield, MA 01201

  1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  1030 West St, Pittsfield, MA 01201
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  /11

  $295,000

  • Land
  • 3.00 Acres
  • $98,333 per Acre

  10 Art School Rd, Monterey, MA 01245

  Lovely partially developed 3 acre parcel on the most desirable and private Art School Rd. Prime location in Monterey approximately 0.8 miles to Lake Garfield, and with potential view of pond on abutting property. There is an old cottage on the property which needs to be torn down prior to building. Established dirt driveway and well are in place.

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  10 Art School Rd, Monterey, MA 01245
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  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
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  /69

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 9,575 Sq Ft

  293 Sandisfield Rd, New Marlborough, MA 01230

  A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  293 Sandisfield Rd, New Marlborough, MA 01230
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  /39

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Bromback St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

  Janet Benoit Janet L. Benoit

  144 Bromback St, Pittsfield, MA 01201
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  /37

  $749,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  15 Stephanie Ln, Hinsdale, MA 01235

  Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views.

  Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

  15 Stephanie Ln, Hinsdale, MA 01235
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  /46

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  236 Surriner Rd, Becket, MA 01223

  Nestled on four private wooded acres in the heart of the Berkshires, this stunning Lincoln Log home blends timeless craftsmanship with peaceful modern living. Built by its original owners and affectionately named the ''Log Mahal,'' this one-of-a-kind home offers warmth, character, and natural beauty at every turn.Step inside and be welcomed by soaring wood-beamed ceilings, rich log walls, and an

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  236 Surriner Rd, Becket, MA 01223
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  /19

  $775,000

  • 8 Beds
  • 4 Baths
  • 3,192 Sq Ft

  35 Main St, West Stockbridge, MA 01266

  Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.

  Matt Carlino MACCARO REAL ESTATE

  35 Main St, West Stockbridge, MA 01266
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  /19

  $949,000

  • 11 Beds
  • 6 Baths
  • 4,863 Sq Ft

  Unlisted Address

  Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

  Matt Carlino MACCARO REAL ESTATE

  Unlisted Address
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  /12

  $230,000

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft

  369 Pine Rd, Otis, MA 01253

  Charming Cottage Near Otis ReservoirDon't miss this well-maintained 2-bedroom, 1-bathroom cottage just a short walk to beautiful Otis Reservoir! This cozy getaway features two wood stoves for warm, rustic charm, a spacious deck for relaxing or entertaining, and recent updates to the well and electrical systems. Nestled in a serene setting, it's the perfect spot for seasonal escapes or year-round

  Kelly Sullivan SULLIVAN REAL ESTATE

  369 Pine Rd, Otis, MA 01253
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  /51

  $437,900

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  31 Lexington Pkwy, Pittsfield, MA 01201

  New and Improved! Amazing finishing touches to make it sparkle and shine and move in ready! New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling and Mass Save Insulated for low annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Be welcomed onto the glorious front porch wonderfully

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  31 Lexington Pkwy, Pittsfield, MA 01201
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  /20

  $999,999

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, Great Barrington, MA 01230
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  /59

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  162 Ymca Rd, Becket, MA 01223

  Becket Lake cottage Enjoy a short walk down to a small community beach/Boat launch and beautiful Lake. The cottage was renovated with gracefully charm.Modern baths Easy kitchen., Energy-efficient windows. new flooring with exception to the nutty pine wide board living room floor that gleams. Wonderful oversize Trex deck back porch.3 Large bedrooms and a full den,2 full baths. The accent

  Ginger Conner RED HORSE REAL ESTATE, LLC

  162 Ymca Rd, Becket, MA 01223
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  /7

  $25,000

  • Land
  • 2.26 Acres
  • $11,062 per Acre

  Lot 155 Chippewa Dr, Becket, MA 01223

  Come and build your Berkshire dream home in Indian Lake Association. The lot provides for a private country setting with all the amenities of the lake and tennis courts. The private roads throughout the community make for a quiet stroll at any point in time.

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  Lot 155 Chippewa Dr, Becket, MA 01223
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  /34

  $374,000

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

  49 Bryant Rd, Otis, MA 01253

  This inviting 3 bedroom, 2 bath home sits on 2 private acres on a quiet road in Otis.It is the kind of place where you can really relax, whether you're hanging out by the wood burning fireplace on a chilly evening, sipping coffee on the screened porch, or enjoying summer nights on the deck. Inside there is an open eat in kitchen with tons of natural light. Along with the living room there is a

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  49 Bryant Rd, Otis, MA 01253
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  /6

  $69,000

  • Land
  • 3.00 Acres
  • $23,000 per Acre

  Lot 5 Watson Rd, Hinsdale, MA 01235

  Fantastic opportunity to build your home on a quiet dead end country road. Located just minutes to dining, shopping, golf and two lakes.Enjoy all the Berkshires has to offer, and be able to enjoy your own tranquil paradise.

  Sherry Street REALTY STREET, LLC

  Lot 5 Watson Rd, Hinsdale, MA 01235
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  /44

  $1,800,000

  • 5 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  307 Stanley Rd, Otis, MA 01253

  Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  307 Stanley Rd, Otis, MA 01253
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  /8

  $49,000

  • Land
  • 4.33 Acres
  • $11,316 per Acre

  LOT18 Skyline Ridge Rd, Becket, MA 01223

  View lot on Skyline Ridge Road. Great views to the northwest from the 4 plus acre lot on a private road. Take a drive up the road to get a sense of the potential views. 2003 perc. Annual fee of $700.00 for road maintenance. Perc, covenants and survey can be seen in document tabs.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT18 Skyline Ridge Rd, Becket, MA 01223
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  /3

  $16,900

  • Land
  • 0.35 Acre
  • $48,286 per Acre

  0 Winter Dr, Becket, MA 01223

  This parcel offers peaceful views & private relaxation! Non-Motor Lake, enjoy kayaking, canoeing, and so much more! Located across the road from Excalibur Lake. Road Tax $60, annually. This buildable lot is located in Sherwood Forest. A Private community located in the Heart of the Berkshires.

  Jason Nocher NOCHER REALTY

  0 Winter Dr, Becket, MA 01223
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  /33

  $284,888

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi Lamacchia Realty, Inc.

  50 John St, Pittsfield, MA 01201
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  /50

  $1,950,000

  • 5 Beds
  • 4.5 Baths
  • 4,301 Sq Ft

  20 E Dugway Rd, Lenox, MA 01240

  Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

  Tanya Shepardson LAMACCHIA REALTY, INC

  20 E Dugway Rd, Lenox, MA 01240
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  /32

  $374,000

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  207 S Mountain Rd, Pittsfield, MA 01201

  A picture-perfect farmhouse thoughtfully renovated for today's lifestyle. This charming 4-bedroom, 2-bathroom home is nestled on nearly 2 acres in Pittsfield, offering easy access to all the cultural, natural, and recreational attractions of the Berkshires.The home has been fully updated in the past 3 years with new siding, windows, flooring, electrical and a newer roof. Enjoy modern

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  207 S Mountain Rd, Pittsfield, MA 01201
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  /27

  $255,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  157 Maple Grove Dr, Pittsfield, MA 01201

  Welcome to easy, one-level living in this 3-bedroom ranch, nestled in the sought-after southeast section of Pittsfield. The property features vinyl siding, modern appliances, and on-demand hot water. Outside you will find a fully fenced-in yard ideal for relaxing or entertaining. Enjoy summer days on the expansive deck or take a dip in the above-ground pool. Two storage sheds provide space for

  Jessica Rizzo LAMACCHIA REALTY, INC

  157 Maple Grove Dr, Pittsfield, MA 01201
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  /48

  $5,475,000

  • 5 Beds
  • 8 Baths
  • 9,400 Sq Ft

  Unlisted Address

  Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

  Elyse Morris ELYSE HARNEY REAL ESTATE

  Unlisted Address
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  /42

  $555,000

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  554 Main St, Becket, MA 01223

  Rambling ranch on 4 acres in the Berkshire mountains of Massachusetts, This home offers deeded lake rights to crystal pond, a small lake located behind the property, It also offers an open floor concept.

  Jonathan Minerick homecoin.com

  554 Main St, Becket, MA 01223
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  /20

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  114 Brush Hill Rd, Great Barrington, MA 01230

  New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

  Mark Rosengren LANCE VERMEULEN RE, INC

  114 Brush Hill Rd, Great Barrington, MA 01230
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  /47

  $1,795,000

  • 4 Beds
  • 3 Baths
  • 2,686 Sq Ft

  24 Baldwin Hill Rd E, Egremont, MA 01230

  Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  24 Baldwin Hill Rd E, Egremont, MA 01230
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  /24

  $299,900

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

  Come experience this charming condo in the beautiful Heron Pond Community in Stockbridge. Thoughtful use of space with large, private front patio facing expansive manicured lawns and gardens. Enjoy 1-level living, (1-bed,1-bath with separate dining room) fully applianced kitchen with pantry and instant boiling water faucet. Washer and Dryer included. Zoned smart heating thermostats.

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  2 Wallace Rd Unit DH-B, Stockbridge, MA 01262
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  /36

  $850,000

  • 10 Beds
  • 4 Baths
  • 5,293 Sq Ft

  458 Monterey Rd, Great Barrington, MA 01230

  This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

  Cortney Dupont COHEN & WHITE ASSOCIATES

  458 Monterey Rd, Great Barrington, MA 01230
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  /59

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,072 Sq Ft

  311 N Plain Rd, Housatonic, MA 01236

  This historic 4-bedroom 3.5-bath home sits on a beautifully landscaped 1-acre lot surrounded by ornamental trees, vibrant flower gardens and mature plantings. Originally built around 1800, this comfortable well-maintained house features high ceilings, warm wood flooring, and plenty of period charm. The main level welcomes you with a spacious living room accented with Greek Revival moldings, an

  Vashti Poor LANCE VERMEULEN RE, INC

  311 N Plain Rd, Housatonic, MA 01236
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  /33

  $494,700

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  499 Tamarack Rd, Pittsfield, MA 01201

  CHECK OUT THE NEW PHOTOS!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

  Allen Halstead Berkshire Hathaway HomeService

  499 Tamarack Rd, Pittsfield, MA 01201
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  /43

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,135 Sq Ft

  770 Summer St Unit 3A, Lee, MA 01238

  Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  770 Summer St Unit 3A, Lee, MA 01238
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  /46

  $649,900

  • 9 Beds
  • 4 Baths
  • 4,152 Sq Ft

  1057 Main St, Great Barrington, MA 01236

  Great investment opportunity! A very rare property offered for the first time outside the family in over 90 years! This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior and updated units are just a few of the benefits of this investment. In the bustling village of

  Ryan Lane GILCREST PROPERTIES

  1057 Main St, Great Barrington, MA 01236
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  /69

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,742 Sq Ft

  236 Ridge Ave, Blandford, MA 01008

  Welcome to your private retreat nestled on a beautifully landscaped half acre lot in a quiet, serene setting. This impeccably maintained home offers the perfect blend of comfort and nature, with deeded 99-year dock rights on Otis Reservoir--the largest recreational lake in Mass--just steps away.Step inside to a light-filled, open-concept living room featuring a cozy wood stove and stunning stone

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  236 Ridge Ave, Blandford, MA 01008
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  /38

  $475,000

  • 3 Beds
  • 4 Baths
  • 3,298 Sq Ft

  1271 Main Rd, Savoy, MA 01256

  Impeccably kept 3 bedroom home originally built in the early 1900's with updates including a new addition in 1989. Enjoy the convenience of being on Main Rd yet relax with an expansive 5.8 acre backdrop for your privacy. Plenty of space for entertaining with a massive living room with adjoining deck overlooking the grounds. Primary bedroom wing above and second ensuite compliment the newer

  Shawn Flaherty WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1271 Main Rd, Savoy, MA 01256
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  /45

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  21 Kalliste Hill, Great Barrington, MA 01230

  SWEEPING MOUNTAIN VIEWS less than 5 minutes to Main Street. Sited on 5+ acres, this stylish contemporary is located in the most desirable section of Great Barrington. The home has an open living/dining/kitchen floor plan with a gas fireplace and huge windows taking in the view. A screened porch is conveniently located off the kitchen. The first floor also has a primary bedroom suite with full

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  21 Kalliste Hill, Great Barrington, MA 01230
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  /35

  $449,900

  • 4 Beds
  • 2 Baths
  • 2,078 Sq Ft

  24 Front St Unit 22-24, Williamstown, MA 01267

  Excellent investment opportunity in desirable Williamstown! This tastefully updated duplex offers two well-maintained units, each featuring 2 bedrooms, 1 full bathroom, and in-unit laundry. Both units are currently fully occupied, providing immediate rental income for the savvy investor.Each side offers a bright and functional layout with spacious rooms, updated finishes, and modern conveniences.

  Jennifer Maxwell LAMACCHIA REALTY, INC

  24 Front St Unit 22-24, Williamstown, MA 01267
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  /7

  $139,000

  • Land
  • 0.32 Acre
  • $434,381 per Acre

  LOT112 Osceola Rd, Becket, MA 01223

  WATERFRONT LOT WITH FIFTY FEET ON THE LAKE. Unusual, undeveloped .32 acre lot on Center Pond with 50' of easterly facing shorefront. Being sold as is, raw land. Buyers to do their own due diligence.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT112 Osceola Rd, Becket, MA 01223

Showing Results 441 - 480, Page 12 of 18