Berkshire County MA Homes for Sale

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  /24

  $615,000

  $80K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  14 Prospect St, Great Barrington, MA 01230

  'ON THE HILL' Cozy 4 bedroom 1925 Cape,OPEN HOUSE JULY 25, Saturday 2:00-3;30WALK TO CENTER OF GREAT BARRINGTON AND LAKE MANSFIELD. Living room with mini split, custom built in cabinets in dining room, Large primary bedroom with mini split, large family room, OPEN FRONT PORCH WITH VIEWS.BACK YARD PATIO FOR COOK OUTS.Attached 1 car garage,TOWN WATER AND SEWER.So much charm,

  Rosemary Baumann HOUSATONIC REAL ESTATE

  14 Prospect St, Great Barrington, MA 01230
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  /4

  $35,000

  • Land
  • 2.58 Acres
  • $13,566 per Acre

  25 Deer Run, Becket, MA 01223

  Welcome to 25 Deer Run in Becket, MA. This beautiful, buildable lot offers the perfect blend of privacy and natural surroundings. The property previously received a passing perc test, which has since expired, providing a strong starting point for future development plans. Nestled among mature trees and scenic landscapes, the lot offers a peaceful setting to enjoy throughout the year. Conveniently

  Brendan Hanna Coldwell Banker Realty - Western MA

  25 Deer Run, Becket, MA 01223
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  /46

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  92 Baker St, Richmond, MA 01254

  This Victorian farmhouse, located in the idyllic town of Richmond, is the perfect home to get away from the city or raise a family. Boasting nearly 3 acres of land and a wrap around porch, it features wide pine plank flooring, Palladian windows, and an Italian-tiled sunroom. With 3 Bedrooms, 2 Full Baths, a fireplaced living room, and an open kitchen and dining area, there's a space for everyone.

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  92 Baker St, Richmond, MA 01254
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  /75

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft

  227 Tolland Rd, Otis, MA 01253

  Enjoy the best of the Berkshires from this beautifully maintained Contemporary Colonial, privately set on more than 2.5 acres with deeded access to Otis Reservoir, Massachusetts' largest recreational lake. Spend your summers boating, swimming, and fishing, then return home to relax in the peace and privacy of your own wooded retreat.Built in 2000, this spacious home offers four bedrooms and three

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  227 Tolland Rd, Otis, MA 01253
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  /27

  $379,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  9 Stanley Dr, Great Barrington, MA 01230

  Get ready to relax in the Berkshires in your new condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. And, at an approximately two and

  Richard Needelman BISHOP WEST REAL ESTATE

  9 Stanley Dr, Great Barrington, MA 01230
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  /4

  $35,000

  • Land
  • 3.25 Acres
  • $10,769 per Acre

  26 Deer Run, Becket, MA 01223

  Welcome to 26 Deer Run in Becket, MA. This beautiful, buildable lot offers the perfect blend of privacy and natural surroundings. The property previously received a passing perc test, which has since expired, providing a strong starting point for future development plans. Nestled among mature trees and scenic landscapes, the lot offers a peaceful setting to enjoy throughout the year. Conveniently

  Brendan Hanna Coldwell Banker Realty - Western MA

  26 Deer Run, Becket, MA 01223
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  /46

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /31

  $2,690,000

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  19 Buckingham Ln, Monterey, MA 01245

  Welcome to 19 Buckingham Lane, a completely turnkey, beautifully curated waterfront retreat designed by internationally acclaimed interior designer Jess Cooney of Jess Cooney Interiors. Offered fully furnished, this newly renovated home sits directly on the shores of Lake Garfield and features four bedrooms and three baths across three levels. Soft earth tones, richly textured wood finishes on

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  19 Buckingham Ln, Monterey, MA 01245
• 

  

  /31

  $199,900

  $10K PRICE DROP

  • Land
  • 30.91 Acres
  • $6,467 per Acre

  0 Oak Hill Unit 237953, North Adams, MA 01247

  Just under 31 Acres!Beautiful partially cleared wooded lot 5 minutes from downtown North Adams. Temporary Electric service on property. City water and sewer are available. This rural setting is only 5 minutes from downtown North Adams and the world-renowned Mass Museum of Contemporary Art. A short drive away, you'll find artistic venues like the acclaimed Williamstown Theatre Festival,

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  0 Oak Hill Unit 237953, North Adams, MA 01247
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  /29

  $10,000

  $20K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 6,254 Sq Ft

  84B N Undermountain Rd, Egremont, MA 01230

  VACATION PERFECTION! Look no further. This spacious and comfortable 5 Bedroom, 3 1/2 Bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. The rent per month for September 2026 through June 2027 is $10,000

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  84B N Undermountain Rd, Egremont, MA 01230
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  /34

  $135,000

  • Land
  • 9.89 Acres
  • $13,650 per Acre

  258 Captain Whitney Rd, Becket, MA 01223

  Nearly 10 acre surveyed lot set on lightly travelled Captain Whitney Road. If you've ever thought of building a house in the woods this property is ready and able to help make that dream come true. Much of the heavy site work is done: lot cleared, driveway in, well drilled, three bedroom never-used septic system -septic tank & leach field installed (2022), cellar hole dug & foundation slab poured

  Kim Bergland RED HORSE REAL ESTATE, LLC

  258 Captain Whitney Rd, Becket, MA 01223
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  /46

  $14,500,000

  • 19 Beds
  • 25 Baths
  • 19,364 Sq Ft

  11 Hawthorne Rd, Stockbridge, MA 01262

  The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century

  Steven Weisz William Pitt Sothebys Intn'l

  11 Hawthorne Rd, Stockbridge, MA 01262
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  /32

  $179,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  488 East St, Dalton, MA 01226

  Tucked away in a peaceful and private setting, this charming one-bedroom home offers the ease and convenience of single-level living. Featuring hardwood flooring, a spacious bedroom, and a comfortable layout, this home is full of character and potential. Enjoy the private backyard, perfect for relaxing, gardening, or simply taking in the tranquility of the setting. Move right in and make updates

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  488 East St, Dalton, MA 01226
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  /43

  $859,900

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,874 Sq Ft

  190 Becket Rd, Otis, MA 01253

  Whether you're looking for a weekend retreat or a year-round home, this beautifully maintained, five-year-old ranch offers the perfect blend of modern comfort and peaceful Berkshire living.Thoughtfully designed with an open floor plan, vaulted ceilings, and abundant natural light, the home is ideal for entertaining and everyday living. The inviting living room features a gas insert fireplace with

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  190 Becket Rd, Otis, MA 01253
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  /3

  $25,000

  • Land
  • 19,166 Sq Ft
  • $56,818 per Acre

  0 Beaver St, North Adams, MA 01247

  Jarrett Hernandez 360BERKSHIRE REALTY GROUP

  0 Beaver St, North Adams, MA 01247
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  /3

  $489,000

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

  0 Iroquois St, New Ashford, MA 01237

  Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  0 Iroquois St, New Ashford, MA 01237
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  /38

  $329,900

  • 5 Beds
  • 3 Baths
  • 2,604 Sq Ft

  25 Spring St, Adams, MA 01220

  Turn-key investment opportunity! This well-maintained three-family property is a proven income producer featuring two long-term leases with the Brien Center, providing reliable rental income. Recently renovated and easy to maintain, this property offers strong cash flow with minimal upkeep and seperate utilities. Situated in a highly walkable location close to downtown amenities, shopping,

  Michele Purcell Lamacchia Realty, Inc.

  25 Spring St, Adams, MA 01220
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  /3

  $140,000

  • Land
  • 4.69 Acres
  • $29,851 per Acre

  29 Pixley Hill Rd, West Stockbridge, MA 01266

  Elevated 4.688 acre lot on sought after Pixley Hill Road . Lovely, quiet neighborhood in proximity to the village of West Stockbridge, Tanglewood and so much the Berkshires have to offer. Build your dream home. Perc test, well permit, multiple surveys and septic design available.

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  29 Pixley Hill Rd, West Stockbridge, MA 01266
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  /41

  $679,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  134 Kibbe Rd, Otis, MA 01029

  Rare Waterfront property on Otis Reservoir with large boat dock. Otis Reservoir is the state's largest recreational body of water. Completely remodeled home has 2 bedrooms and 2 full bathrooms. SLEEPS 7 . wood Cathedral ceilings., and ship lack. thru out .

  Peter Strniste Peter E. Strniste, Jr.

  134 Kibbe Rd, Otis, MA 01029
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  /41

  $995,000

  $155K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,349 Sq Ft

  120 Hupi Rd, Monterey, MA 01245

  Perched on Mount Hunger is this lovely, private, contemporary four-bedroom, three-bath home located near Lake Garfield, of which there are winter views. The current owners added a huge, beautiful living/dining room with a fieldstone fireplace, cathedral ceiling and huge windows. The renovated kitchen has granite counters with a Viking cooktop and Bosch double wall ovens. A first floor primary

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  120 Hupi Rd, Monterey, MA 01245
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  /73

  $649,900

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

  28 Mountain Pond Ln, New Ashford, MA 01237

  Welcome to 28 Mountain Pond Lane, a stunning raised ranch nestled on a private 3.29-acre parcel in New Ashford, MA. This charming home features 3 bedrooms and 2.5 baths, eat in kitchen & great room currently used as a studio offering ample space for comfortable and flexible living. The oversized 3-car garage provides plenty of storage, while the large multi-tiered deck and beautiful concrete

  Doug Collins Lamacchia Realty, Inc. - Dalton

  28 Mountain Pond Ln, New Ashford, MA 01237
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  /61

  $1,900,000

  • 5 Beds
  • 6 Baths
  • 4,670 Sq Ft

  53 Main St, Stockbridge, MA 01262

  Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three

  Paula McLean PAULA MCLEAN REALTORS INC.

  53 Main St, Stockbridge, MA 01262
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  /70

  $3,750,000

  • 4 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  1015 Sisson Hill Rd, New Marlborough, MA 01230

  As seen in Architectural Digest, this meticulously reimagined 1875 farmhouse compound unfolds across 11.5 lush acres on a quiet, bucolic dead-end country road, with protected views. Brought to life in collaboration with AD100 design firm Sachs Lindores and landscape design by Judy Murphy, the property is full of historic character with refined modern comfort. The compound includes a four-bedroom,

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  1015 Sisson Hill Rd, New Marlborough, MA 01230
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  /69

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,027 Sq Ft

  294 Bulkley St, Williamstown, MA 01267

  Extraordinary and expansive estate property near the top of the hill on prestigious and desirable Bulkley Street. Consisting of three separate parcels over 11+ acres, this offering provides a rare opportunity to acquire an expanse of gorgeous acreage within minutes of Williamstown center, Williams College, the Clark Art Institute, the new Williams College Museum of Art, and close by the 2600

  Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

  294 Bulkley St, Williamstown, MA 01267
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  /62

  $2,400,000

  • 2 Beds
  • 3 Baths
  • 2,616 Sq Ft

  39 Pine Crest Cross Rd, Egremont, MA 01230

  Set in one of Egremont's most coveted locations, this remarkable contemporary residence commands sweeping views across the surrounding landscape, with beautifully curated gardens that create a setting of exceptional beauty and privacy. Thoughtfully conceived and meticulously crafted, the home seamlessly integrates sophisticated contemporary architecture with carefully preserved elements of the

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  39 Pine Crest Cross Rd, Egremont, MA 01230
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  /3

  $69,500

  • Land
  • 5.64 Acres
  • $12,323 per Acre

  0 Quarry Rd Unit 250067, Becket, MA 01223

  Quarry Rd Paradise on 5+ Acres. Several prime House locations with possible views. Existing Logging Roads make access easy and the Property has been perc'ed (ready for Septic). Close to Jacobs Pillow and many Berkshire Attractions. The time to build that dream house is now !

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Quarry Rd Unit 250067, Becket, MA 01223
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  /59

  $1,295,000

  • 3 Beds
  • 3 Baths
  • 1,472 Sq Ft

  699 Hartsville New Marlboro Rd, New Marlborough, MA 01230

  Nestled among spectacular rhododendrons that burst into bloom each spring, this architect-designed contemporary home offers a seamless blend of natural beauty and timeless mid-century modern inspiration. Designed byarchitect Andrew Daland, the residence features expansive windows that frame peaceful pastoral views and fill the home with natural light. Designed for comfortable one-level living,

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  699 Hartsville New Marlboro Rd, New Marlborough, MA 01230
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  /25

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave Unit 2, Great Barrington, MA 01230

  Lovely single level condo on The Hill. Just a short walk to town , The Oakwood provides a quiet community with a lovely pool, garaged parking , and mature landscaping . 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into.

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  80 Taconic Ave Unit 2, Great Barrington, MA 01230
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  /10

  $320,000

  $5K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,378 Sq Ft

  89 Robbins Ave, Pittsfield, MA 01201

  Great Two family with some updates. Hardwood floor in dining room and bedrooms. Kitchen and bathroom with Ceramic floor. Newer Roof. Parking off street for 4 cars

  Al DeSouza First Option Properties Inc.

  89 Robbins Ave, Pittsfield, MA 01201
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  /6

  $29,900

  • Land
  • 4.23 Acres
  • $7,069 per Acre

  0 N Central Shaft Rd, Florida, MA 01247

  A serene parcel located on Florida Mountain, this lot offers a peaceful, wooded setting ideal for a future home or seasonal retreat. With convenient access to Route 2 and downtown North Adams, it combines rural tranquility with proximity to local amenities.Lot 6 C

  Pat Roberts Lamacchia Realty, Inc. - North Adams

  0 N Central Shaft Rd, Florida, MA 01247
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  /16

  $94,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  43 Brook Ln, Becket, MA 01223

  FIXER-UPPER IN LAKE COMMUNITY!Originally a two-bedroom, one bath, four-season cottage, this property has been completely gutted inside, offering the opportunity to design and rebuild exactly how you want it. Set in a lake community, this home sits on a newly surveyed lot and is being sold as-is. All systems-electrical, plumbing, heating-will need replacement. This is a renovation project

  Lisa Kelley MACCARO REAL ESTATE

  43 Brook Ln, Becket, MA 01223
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  /9

  $214,900

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

  395 Cheshire Rd Unit 117, Pittsfield, MA 01201

  This home is being dropped end of August with an expected turn-key date end of October 2026. A new Pittsfield premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 117, Pittsfield, MA 01201
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  /4

  $525,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,843 Sq Ft

  0 Wabasso St, New Ashford, MA 01237

  Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  0 Wabasso St, New Ashford, MA 01237
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  /7

  $59,499

  • Land
  • 29,620 Sq Ft
  • $87,499 per Acre

  4 Upper Rd, Lanesborough, MA 01237

  Views, Views, Views! This is a prime location in the sought after Greylock Estates. Close to skiing and numerous Berkshire County attractions. This lot is ready for you to let your imagination run wild and build your dream home.

  Sherry Street REALTY STREET, LLC

  4 Upper Rd, Lanesborough, MA 01237
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  /7

  $74,900

  • Land
  • 2.02 Acres
  • $37,079 per Acre

  87 Stony Brook Lane Rd, Becket, MA 01223

  Build your dream home in the heart of the Berkshires! Builder's flat lot located in a PRIVATE country community. Yearly fee @ See document tab-@$575 yearly is for road & snow maintenance, insurance & reserves. Great location for full time or vacation residence. Owner is a licensed contractor who can build custom build exactly what your looking for!This property offers the connivence of an

  Donna DiGrigoli DIGRIGOLI REAL ESTATE

  87 Stony Brook Lane Rd, Becket, MA 01223
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  /13

  $325,000

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,485 Sq Ft

  254 Main St, Sheffield, MA 01257

  Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture.

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  254 Main St, Sheffield, MA 01257
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  /20

  $179,990

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  49A Arnold Place, North Adams, MA 01247

  Beautifully updated, move-in-ready first-floor condo. Filled with natural light, this inviting 2-bedroom, 1-bath home offers comfortable one-level living with modern updates.The bright kitchen features stainless steel appliances, new countertops, an updated stainless-steel sink, stylish fixtures, and fresh finishes that make everyday living both easy and enjoyable. Fresh paint and updated

  Christian Garner NOCHER REALTY

  49A Arnold Place, North Adams, MA 01247
• 

  

  /25

  $260,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  45 Otis Ave, Dalton, MA 01226

  Enjoy One Level Living! Charming two-bedroom bungalow in the peaceful town of Dalton. Features include wood floors, laminate in the bathroom, and ceramic tile in the kitchen. Equipped with electric heat and solar panels added in 2018, along with 200-amp electric service. All windows were replaced in 2021, and the basement was insulated in 2025. The shed is about eight years old. The house was

  Mary Blair SIGNATURE ASSOCIATES

  45 Otis Ave, Dalton, MA 01226
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  /60

  $2,950,000

  $450K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,432 Sq Ft

  36 Yale Hill Rd, Stockbridge, MA 01262

  EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  36 Yale Hill Rd, Stockbridge, MA 01262
• 

  

  /25

  $284,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  48 Plastics Ave, Pittsfield, MA 01201

  Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights

  Dawn Vadnais MORESI REAL ESTATE PARTNERS

  48 Plastics Ave, Pittsfield, MA 01201

Showing Results 361 - 400, Page 10 of 18