Berkshire County MA Homes under $500,000

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  /43

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,994 Sq Ft

  76 Kenilworth St, Pittsfield, MA 01201

  Nestled at the end of a quiet dead-end street and surrounded by serene state land, this storybook brick Cape offers the privacy and charm you've been searching for. Step inside to find timeless style throughout, featuring elegant arched doorways, curved stairway, built-in shelving, and two cozy fireplaces perfect for New England winters.The functional layout offers 3 bedrooms and 2.5 baths,

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  76 Kenilworth St, Pittsfield, MA 01201
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  /4

  $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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  /26

  $435,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,970 Sq Ft

  43 Hart St, Great Barrington, MA 01236

  OPEN HOUSE SAT May 16th 12-2pm Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first

  Judi Panzano HOUSATONIC REAL ESTATE

  43 Hart St, Great Barrington, MA 01236
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  $425,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  37 Corey Rd Unit 815, Hancock, MA 01237

  Top Floor unit with views of the slopes! This totally renovated 2-bedroom 1.5 bath unit with brand new everything. New floors. New appliances. New furniture. New Paint. New exposed beams. Private parking spot right out front. Private ski locker for your skis and boots. This unit also comes with a private owners closet that holds all the extras like bikes and rackets. Let's not forget this unit

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 815, Hancock, MA 01237
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  $489,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South St, Pittsfield, MA 01201
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  /37

  $449,900

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

  165 Sandisfield Rd, Sandisfield, MA 01255

  Completely remodeled Berkshire retreat in the heart of Sandisfield, MA, offering modern comfort with timeless New England charm. If hiking is your thing, a few highlights in town are Mount Toby Trail as well as Sunderland Caves and Sugar Shack via Robert Frost Trail. along with the sound of nearby babbling brook! Renovations include a new septic system, new insulation, Buderus boiler and

  Suzanne Bergeron Naples Realty Group

  165 Sandisfield Rd, Sandisfield, MA 01255
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  /15

  $447,300

  $10K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 568 Sq Ft

  148 Maple Ave Unit 12, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 12, Great Barrington, MA 01230
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  /15

  $419,900

  $5K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,316 Sq Ft

  20 Prospect St, Dalton, MA 01226

  4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  20 Prospect St, Dalton, MA 01226
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  /19

  $449,900

  $5K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 850 Sq Ft

  160 Water St Unit 112, Williamstown, MA 01267

  Welcome to Cable Mills, Williamstown's premier condo community, blending historic mill charm with modern living along the Green River. Unit 112 is a first-floor corner unit with 1 bedroom and 1.5 baths, featuring high ceilings, exposed brick and beams, and an open layout. Large windows fill the space with natural light and river views. Enjoy bamboo floors, ample storage, and a kitchen with

  Rebecca Polumbo ALTON & WESTALL REAL ESTATE AGENCY, LLC

  160 Water St Unit 112, Williamstown, MA 01267
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  /27

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  8 Stillwell St, Great Barrington, MA 01230

  Enjoy one-level living in downtown Great Barrington! This charming 3-bed, 1-bath mid-century ranch is your perfect Berkshire retreat, featuring a cozy wood stove in the living room for those crisp mountain evenings. Nestled on a quiet cul-de-sac, the home sits on a spacious 0.41-acre lot with mature trees. Features include an attached 2-car garage/workshop, large private yard, original wood

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  8 Stillwell St, Great Barrington, MA 01230
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  /58

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  283 Benton Hill Rd, Becket, MA 01223

  Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built

  Kim Bergland RED HORSE REAL ESTATE, LLC

  283 Benton Hill Rd, Becket, MA 01223
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  /30

  $475,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  181 New Lenox Rd, Lenox, MA 01240

  Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /43

  $429,000

  $46K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft

  166 Berkshire School Rd, Sheffield, MA 01257

  Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

  Suzann Ward HOUSATONIC REAL ESTATE

  166 Berkshire School Rd, Sheffield, MA 01257
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  /14

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

  Andrew Hillman Hillman Real Estate

  191 Fort Hill Ave, Pittsfield, MA 01201
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  /24

  $449,900

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

  1828 E Otis Rd, Otis, MA 01253

  Turnkey, fully furnished Berkshires retreat with dual-income potential near Otis Reservoir. Privately set with direct access to adjacent snowmobile trails, this rare and flexible property offers two distinct living spaces ideal for short-term rental, multi-generational living, or a live-in/earn opportunity. The main living area features vaulted ceilings and seamless access to outdoor

  Meagan Albert Tier 1 Real Estate

  1828 E Otis Rd, Otis, MA 01253
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  /25

  $474,900

  • Land
  • 83 Acres
  • $5,722 per Acre

  219 West Rd, Adams, MA 01220

  ADAMS! Dynamite Berkshire Land. Bordering Greylock Glen Land into Greylock Mountain State Reservation. 1,000's & 1,000's acres of direct access to preserved forestlands & fresh water brooks, waterfalls & ponds. A nature enthusiast dream getaway. Enjoy it all right from your own 83 acres - hike, bike, hunt & snowmobile directly from your own property. Direct access to a vast network of protected

  Colleen Zajac MONARCH REALTY, INC.

  219 West Rd, Adams, MA 01220
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  /6

  $499,000

  • Land
  • 2.97 Acres
  • $168,013 per Acre

  20 Quarry Hill Rd, Lee, MA 01238

  Corner lot industrial zoned parcel available in Quarry Hill Business Park! Minutes to I-90 and excellent visibility along with 3 phase power and public utilities at street offer an exceptional opportunity for development.

  Maggie Mislak Gallagher Real Estate

  20 Quarry Hill Rd, Lee, MA 01238
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  /38

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /8

  $494,900

  • Land
  • 10 Acres
  • $49,490 per Acre

  310 Hancock Rd, Williamstown, MA 01267

  Exceptional 10 acre property in the desirable South Williamstown! A private, level homesite overlooks your own open field with mountain views and southern exposure. Apple trees speckle this gorgeous property that's perfect for a home, barn, animals, further agriculture/orchard, etc. The possibilities are endless! A long driveway leads to the recently perc tested homesite. Recent survey and clear

  Jason Saphire www.HomeZu.com

  310 Hancock Rd, Williamstown, MA 01267
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  /40

  $465,000

  • 1 Bed
  • 1.5 Baths
  • 1,017 Sq Ft

  160 Water St Unit 115, Williamstown, MA 01267

  Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12'-16' tall ceilings, massive windows, exposed brick & beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed ‘Purple Mountains’ and the rolling Green River. Homes are

  Sarah Haskins Streamline Communities - Williamstown

  160 Water St Unit 115, Williamstown, MA 01267
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  /32

  $495,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  130 Elk Dr, Lee, MA 01238

  Within the Goose Pond association neighborhood of Berkshire Hills Leisure Lee, this inviting home packs a big punch with four bedrooms, two full baths, a cathedral-ceiling great room with a fireplace, and a separate family room with a second fireplace. The kitchen has been completely renovated to modern standards, and the sellers added a pellet stove to complement one of the two fireplaces. Enjoy

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  130 Elk Dr, Lee, MA 01238
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  /40

  $449,900

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

  102 Wells Rd, Becket, MA 01223

  Be the first to live in this newly built split-entry home in Becket. Located in the Sherwood Forest community, it is just a few minute walk away from the private beach and lake. A private, fenced-in yard with gated access welcomes you on arrival. Exterior highlights include a deck overlooking serene wooded views and a covered patio below—perfect for outdoor entertaining. The main level offers an

  Nikolay Yusenko Class Realty, Inc.

  102 Wells Rd, Becket, MA 01223
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  /33

  $459,900

  • 10 Beds
  • 4 Baths
  • 3,872 Sq Ft

  19 Dalton Ave, Pittsfield, MA 01201

  Income-producing four-family home with one unit vacant and 3 units rented out. Two of the tenants have Section 8 assistance. Whether you are an owner-occupant or an investor, this is a great opportunity! The vacant apartment is a spacious 3 bedroom/1 bath unit and has been tastefully renovated with new kitchen cabinets and quartz countertops, updated bathroom, flooring and freshly painted

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  19 Dalton Ave, Pittsfield, MA 01201
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  /26

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,114 Sq Ft

  309 Tamarack Trail, Sandisfield, MA 01255

  Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This cozy home has an open concept kitchen/living/dining area with vaulted ceilings. Access the screened-in porch and deck from the sunken living room. Primary bedroom with skylight and deck access. Detached two-car garage with storage above. An easy-to-maintain property. Association amenities include tennis/pickleball courts,

  Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

  309 Tamarack Trail, Sandisfield, MA 01255
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  /26

  $469,000

  $6K PRICE DROP

  • Land
  • 17.94 Acres
  • $26,143 per Acre

  2439 W Center Rd, Otis, MA 01253

  Imagine building your dream home atop a stunning mountain in the Berkshires, where breathtaking views of Tyringham Valley stretch out on one side and the serene landscape of Sandersfield graces the other. This picturesque location not only offers a tranquil retreat but also boasts a partially complete perc test and a roughed-in driveway, making your construction process smooth and

  Lori Kroh Century 21 AllPoints Realty

  2439 W Center Rd, Otis, MA 01253
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  /6

  $500,000

  • Land
  • 17,860 Sq Ft
  • $1,219,485 per Acre

  185 B State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  185 B State Rd, Great Barrington, MA 01230
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  /11

  $450,000

  • Land
  • 7.17 Acres
  • $62,797 per Acre

  Lot #29 Stratford Rd, New Marlborou, MA 01230

  Settle into the quiet charm of the Windemere Lake community with this 7.166-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  Lot #29 Stratford Rd, New Marlborou, MA 01230

Showing Results 41 - 68, Page 2 of 2