Berkshire County MA Homes for Sale

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  /102

  $2,900,000

  • 4 Beds
  • 6 Baths
  • 5,956 Sq Ft

  136 Mallery Rd, Lanesborough, MA 01237

  Set on private acreage with breathtaking views of the Berkshire Hills and majestic Mount Greylock, this exceptional custom-built estate offers a rare combination of timeless craftsmanship, luxury, and natural beauty. Built in 2007 and thoughtfully designed to embrace its picturesque surroundings, nearly every window captures stunning panoramic views, filling the home with natural light and

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  136 Mallery Rd, Lanesborough, MA 01237
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  /31

  $1,599,000

  $26K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  5 Thrushwood Ln, Great Barrington, MA 01230

  Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully -- seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of

  Kevin White HARSCH ASSOCIATES

  5 Thrushwood Ln, Great Barrington, MA 01230
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  /55

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft

  3 Cornwall Dr, Great Barrington, MA 01230

  Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  3 Cornwall Dr, Great Barrington, MA 01230
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  /19

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,677 Sq Ft

  20 Moscow Rd, West Stockbridge, MA 01266

  Charming New England home in the heart of West Stockbridge offering the perfect blend of small-town convenience and Berkshire living. Set on a generous lot with room to relax, garden, and entertain, this inviting property provides comfortable living spaces, abundant natural light, and the character that buyers seek in a Berkshire home.Enjoy the best of both worlds—peaceful surroundings while

  Isaac Santana Sorcinelli Real Estate

  20 Moscow Rd, West Stockbridge, MA 01266
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  /33

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  5 Bethel St, North Adams, MA 01247

  BERKSHIRES! NORTH ADAMS! Move right into this well-kept, turn-key 3-bedroom, 2-full bath home offering comfort, convenience & beautiful Greylock Mountain views! The flexible floor plan features a 1st-floor bedroom & full bath, plus a 2nd-floor laundry area. According to the previous owner, the home was taken down to the studs in 2005 with extensive updates including the roof, windows, insulation,

  Colleen Zajac MONARCH REALTY, INC.

  5 Bethel St, North Adams, MA 01247
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  /35

  $635,000

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,035 Sq Ft

  133 Front St, Great Barrington, MA 01236

  Mixed-use property in vibrant Housatonic village center. Three flexible units: two residential apartments above commercial space. Prime location within walking distance to local shops, art galleries, restaurants, town library, and neighborhood park with playground. Stunning views of the iconic Housatonic water tower and historic mill town industrial architecture. Property features mature gardens,

  Scott Sawyer STONE HOUSE PROPERTIES, LLC

  133 Front St, Great Barrington, MA 01236
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  /2

  $29,900

  • Land
  • 2.14 Acres
  • $13,972 per Acre

  0 Old Orebed Rd, Pittsfield, MA 01201

  Situated in a highly sought-after area of the region, this 2.14-acre lot provides an idyllic backdrop for building your forever residence or a seasonal Berkshire retreat. The property seamlessly blends outdoor recreation with tranquil nature, thanks to its prime location, a short drive from Jiminy Peak Mountain Resort and Mount Greylock. Endless year-round entertainment is at your fingertips

  Roseanne Casale DePalma BHHS Realty Professionals NON-MEMBER / RECIPROCAL

  0 Old Orebed Rd, Pittsfield, MA 01201
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  /88

  $2,950,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 5,696 Sq Ft

  7 Wheatley Dr, Stockbridge, MA 01262

  At the Lenox/Stockbridge town line on the shore of Lily Pond, sits this architectural gem! Offering a rare combination of privacy artfully aligned with nature and a premier location. Set on six acres within the grounds of the original historic Wheatleigh estate, the property is within walking distance of Tanglewood, the Linde Center, Kripalu and Lenox village. Designed by Berkshire architect

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Wheatley Dr, Stockbridge, MA 01262
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  /44

  $599,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  51 Osceola Rd, Richmond, MA 01254

  The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater, new refrigerator, new wiring, new thermostats, new well pump, AND new sewer pump! This turnkey house is perfect as a getaway, downsize or investment property. Enjoy the spacious backyard with canal access to Richmond Pond, with a community beach

  Cantred Hulse COLDWELL BANKER PRIME PROPERTIES, INC

  51 Osceola Rd, Richmond, MA 01254
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  /8

  $75,000

  • Land
  • 10.1 Acres
  • $7,426 per Acre

  0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  

  Gary Fuls Jr

  Fuls Gary L Jr

  0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223
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  /42

  $269,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  3 Clarendon St, Pittsfield, MA 01201

  Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, & a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  3 Clarendon St, Pittsfield, MA 01201
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  /13

  $239,000

  • Land
  • 1.14 Acres
  • $209,649 per Acre

  153 Hurlburt Rd, Great Barrington, MA 01230

  Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features two existing structures with endless possibilities. A detached two-car garage includes a rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former smithy

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  153 Hurlburt Rd, Great Barrington, MA 01230
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  /10

  $68,500

  $7K PRICE DROP

  • Land
  • 10.1 Acres
  • $6,782 per Acre

  L45 Jacobs Ladder Rd, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  

  Gary Fuls Jr

  Fuls Gary L Jr

  L45 Jacobs Ladder Rd, Becket, MA 01223
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  /37

  $830,000

  • 12 Beds
  • 12 Baths
  • 18,000 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, Pittsfield, MA 01201
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  /37

  $620,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,814 Sq Ft

  298 Park St, Great Barrington, MA 01230

  Completely renovated New England farmhouse offering the perfect blend of historic charm and modern convenience. Thoughtfully remodeled throughout with updated kitchen, baths, systems, and finishes while preserving the character and warmth of a classic Berkshire home. Bright, inviting living spaces, abundant natural light, and quality craftsmanship create a move-in-ready residence with potentially

  Paula McLean PAULA MCLEAN REALTORS INC.

  298 Park St, Great Barrington, MA 01230
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  /35

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  281 Walnut St, North Adams, MA 01247

  Set on two lots totaling approximately 0.76 acres, this North Adams home combines in-town convenience with an uncommon amount of outdoor space. Located within walking distance of downtown and MASS MoCA. Inside, the home features hardwood floors throughout, an updated kitchen, three bedrooms, and two full bathrooms, including one updated bath. Natural light fills the living space, while the front

  Cory Evangelisto NOCHER REALTY

  281 Walnut St, North Adams, MA 01247
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  /6

  $65,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /12

  $160,000

  • 6 Beds
  • 2 Baths
  • 2,128 Sq Ft

  242 Wahconah St, Pittsfield, MA 01201

  Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

  Xavier Cruz Fathom Realty

  242 Wahconah St, Pittsfield, MA 01201
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  /14

  $129,500

  • Land
  • 4.4 Acres
  • $29,432 per Acre

  0 Forest Hill Dr, Hinsdale, MA 01226

  Build your dream home on this beautiful 4+ acre double lot located on a quiet dead-end street surrounded by established upscale homes. Offering the perfect balance of privacy and convenience, this desirable Hinsdale location sits just over the Dalton line, providing low Hinsdale taxes while remaining close to area amenities. The property is served by town sewer and private water, making it an

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  0 Forest Hill Dr, Hinsdale, MA 01226
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  /11

  $1,200,000

  • Land
  • 86 Acres
  • $13,953 per Acre

  0 Massachusetts 57, New Marlborough, MA 01230

  Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Massachusetts 57, New Marlborough, MA 01230
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  /2

  $60,000

  • Land
  • 7,840 Sq Ft
  • $333,333 per Acre

  95 Union St, Pittsfield, MA 01201

  95 Union Street offers a rare downtown Pittsfield infill land opportunity within the Downtown Creative District. The parcel is approximately 0.18 acres / 7,661 SF and is currently land only, with frontage on Union Street near the Center Street extension. Flexible DCD zoning supports a vibrant mix of potential uses, including arts and creative uses, retail, restaurant/food and beverage concepts,

  Cole Ungar SKYTOP ASSET MANAGEMENT

  95 Union St, Pittsfield, MA 01201
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  /7

  $825,000

  • Land
  • 3.1 Acres
  • $266,129 per Acre

  0 Lake Mansfield Rd, Great Barrington, MA 01230

  Lake Mansfield Lakefront Lot. Rare chance to live on a private road, on the prettiest of Lakes, minutes to downtown Great Barrington. Over 3 Acres with 175 feet of frontage in the most of bucolic settings. Make your dreams come true.

  Steven Weisz William Pitt Sotheby's International Realty

  0 Lake Mansfield Rd, Great Barrington, MA 01230
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  /20

  $375,000

  • 6 Beds
  • 2 Baths
  • 2,551 Sq Ft

  71 N Holden St, North Adams, MA 01247

  Escape to the Berkshires in this stunning Victorian gem — designed for those who appreciate space, style, and character. Whether you're planting roots in North Adams or seeking a weekend retreat. Fully renovated 5-bed, 2-bath home with 2,551 sq ft in the heart of North Adams. Slate roof, repainted front porch, chimney repairs, and updated plumbing and electrical throughout. Inside features

  Jason Saphire www.HomeZu.com

  71 N Holden St, North Adams, MA 01247
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  /62

  $2,995,000

  $380K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 2,894 Sq Ft

  475 Rossiter Rd, Richmond, MA 01254

  Brookside Acres awaits your arrival, privately sited on 15 + acres, on one of the most scenic country roads in Richmond. This exquisitely renovated Contemporary offers a plethora of amenities for the person looking for a private retreat for a few or someone that likes to entertain and gather with a crowd. From the moment you enter your monitored driveway you realize Brookside Acres has it all;

  Mary Jane White COHEN & WHITE ASSOCIATES

  475 Rossiter Rd, Richmond, MA 01254
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  /18

  $115,000

  $10K PRICE DROP

  • Land
  • 10.18 Acres
  • $11,297 per Acre

  Lot 84 Churchill Rd, Otis, MA 01253

  Located on a quiet country road. This 10 plus acre wooded lot offers a blend of level along with a gentle sloping terrain that gives you the option to build whatever style of Home you desire. The large beautiful Town Beach with a picnic and playground area on Big Pond is only a mile around the corner. This property gives you rural Berkshire living with the convenience of being approximately 20

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  Lot 84 Churchill Rd, Otis, MA 01253
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  /46

  $320,000

  $40K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,023 Sq Ft

  267 East St, South Egremont, MA 01258

  Being sold as-is, this property presents an opportunity for buyers willing to bring their vision and updates. Septic system has been inspected and failed report in documentsCharming 2-bedroom, 1.5-bath home set on 5.75 private acres in the peaceful mountaintop community of Mount Washington, MA. This cozy retreat offers a rare blend of tranquility and natural beauty, surrounded by some of

  

  Jeff Marget

  Lamacchia Realty, Inc. - Dalton

  267 East St, South Egremont, MA 01258
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  /27

  $1,049,000

  $246K PRICE DROP

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

  164 Alford Rd, Great Barrington, MA 01230

  SINGLE LEVEL BERKSHIRE RETREAT tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. Abutting the Tom Ball Mountain Trail & land reserve, this custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing

  Rosemary Baumann HOUSATONIC REAL ESTATE

  164 Alford Rd, Great Barrington, MA 01230
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  /42

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  4 Lenox Rd, West Stockbridge, MA 01266

  This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  4 Lenox Rd, West Stockbridge, MA 01266
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  /25

  $329,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  457 N Eagle St, Clarksburg, MA 01247

  Neat as a pin - just pack your bags and move right in! This meticulously maintained 2-bedroom, 2-bath home offers worry-free living with no deferred maintenance to be found. Situated on a desirable corner lot in Clarksburg with public water & sewer, this home features an open-concept floor plan designed for comfortable and efficient living. Beautiful oak floors flow throughout most of the main

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  457 N Eagle St, Clarksburg, MA 01247
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  /40

  $385,000

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
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  /42

  $499,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,296 Sq Ft

  48 Canterbury Ln, Hinsdale, MA 01235

  This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy.First floor laundry for ease and convenience, as well as hook ups in the basement..The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot.

  Sherry Street REALTY STREET, LLC

  48 Canterbury Ln, Hinsdale, MA 01235
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  /37

  $415,000

  $60K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  8 Stillwell St, Great Barrington, MA 01230

  Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Stillwell St, Great Barrington, MA 01230
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  /52

  $350,000

  • 6 Beds
  • 4 Baths
  • 2,700 Sq Ft

  3 Apple St, Stockbridge, MA 01236

  Rare opportunity to acquire a updated two-family property in Stockbridge with nearly 1.9 acres across two included lots. Come take a look to add your finishing touches to this project. Situated on a dead-end street on a spacious and clear lot. Each unit features three bedrooms and one-and-a-half baths, across approximately 2,700 square feet. Separate utilities for each unit, off street parking,

  Cory Evangelisto NOCHER REALTY

  3 Apple St, Stockbridge, MA 01236
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  /66

  $4,500,000

  • 5 Beds
  • 5 Baths
  • 4,700 Sq Ft

  729 Hewins St, Sheffield, MA 01257

  Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  729 Hewins St, Sheffield, MA 01257
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  /44

  $619,000

  $70K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  85 Pixley Rd, Great Barrington, MA 01230

  Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Pixley Rd, Great Barrington, MA 01230
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  /49

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft

  454 Seneca Dr, Becket, MA 01223

  Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational living. Open floor plan, vaulted ceiling, fireplace on approximately 2 acres. Short walk across the street to access the community beach to the beautiful 68 acre Indian Lake!

  Matt Carlino MACCARO REAL ESTATE

  454 Seneca Dr, Becket, MA 01223
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  /67

  $339,000

  $10K PRICE DROP

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

  32 Valley St, Adams, MA 01220

  Central Berkshire Location. This versatile 2-family home has been used as a single family for many years; however, has 2 egresses and is listed as a 2-family with town. Impeccably maintained featuring large bright rooms, natural wood trim & floors along with a newer top-of-the-line Buderus boiler, indirect hot water system & two 275-gallon oil tanks, Vinyl windows throughout. Spacious back deck

  Colleen Zajac MONARCH REALTY, INC.

  32 Valley St, Adams, MA 01220
• 

  

  /20

  $239,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  21 River St, North Adams, MA 01247

  Charming bungalow in the heart of North Adams w/ beautiful mountain views! Conveniently located near downtown, offering easy access to restaurants, shopping, MASS MoCA, Hospital, and a vibrant art & cultural scene. Designed for comfortable one-level living, the home features beautiful hardwood floors throughout, vinyl windows, 2 bedrooms, and a spacious living/dining combination w/ a pellet

  Matthew Waddington LAER Realty Partners

  21 River St, North Adams, MA 01247
• 

  

  /38

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  28 Hopewell Dr, Pittsfield, MA 01201

  Welcome home to this charming three-bedroom, one-bath ranch conveniently located in Pittsfield, just minutes from shopping, dining, and everyday amenities. This well-maintained home offers comfortable one-level living and features a bright sunroom that provides the perfect space to relax while overlooking the backyard. With efficiency in mind, the property includes solar panels and a pellet stove

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  28 Hopewell Dr, Pittsfield, MA 01201
• 

  

  /14

  $179,000

  • Land
  • 2.5 Acres
  • $71,600 per Acre

  0 River Rd, Monterey, MA 01245

  Some land just feels right the moment you step onto it. This 2.5-acre parcel on River Road in prime Monterey has that quality, a generous level clearing that invites something to be built and loved here. With 550 feet of road frontage, the practical bones are exceptional.To the east and north, the property borders the Berkshire National Fish Hatchery, a working conservation landscape where

  

  Chapin Fish

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 River Rd, Monterey, MA 01245

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