Berkshire County MA Homes under $500,000

• 

  

  

  /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
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /62

  $498,000

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

  8 Iroquois St, Pittsfield, MA 01201

  Beautifully updated and well-maintained 3-4 bedroom split level home nestled in a peaceful lake community on a RARE DOUBLE LOT with partial views of Pontoosuc Lake. Features include hardwood floors throughout, rich cherry wood cabinetry, granite countertops, quality Anderson windows and sliding patio door that blend timeless style with everyday functionality. Step out from the kitchen onto the

  Cindy Carrigan LAMACCHIA REALTY, INC

  8 Iroquois St, Pittsfield, MA 01201
• 

  

  

  /15

  $447,300

  • 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
• 

  

  

  /16

  $425,000

  • 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
• 

  

  

  /21

  $439,000

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

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  115 Bridge St, Great Barrington, MA 01230
• 

  

  /19

  $454,900

  • 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
• 

  

  /43

  $429,000

  • 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
• 

  

  /25

  $449,900

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

  1828 E Otis Rd, Otis, MA 01253

  Turnkey income property, vacation retreat, or multi-generational haven! This beautifully updated 3-bed, 2-bath homewith a fully equipped in-law apartment offers flexibility for rental income, extended family, or guest space. Proven shortterm rental with projected gross income of $100K annually when both units are rented. Inside, enjoy vaulted ceilings,hardwood floors, new appliances, and a 2023

  Meagan Albert Tier 1 Real Estate

  1828 E Otis Rd, Otis, MA 01253
• 

  

  /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
• 

  

  /30

  $400,000

  • 5 Beds
  • 2 Baths
  • 2,858 Sq Ft

  6 Crandall St, Adams, MA 01220

  Step into this timeless elegance with this spacious 5-bedroom, 2-bath Colonial built in 1900 in a historic district. Full of classic charm inside and out, including original architectural details, hardwood floors, wide trim, and tall ceilings. Two full staircases, a formal front staircase, and a more private back staircase that adds historic charm and functionality. The main floor boasts of

  Barbara DeMers NOCHER REALTY

  6 Crandall St, Adams, MA 01220
• 

  

  /18

  $465,000

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  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 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
• 

  

  /20

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  145 Velma Ave, Pittsfield, MA 01201

  AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  145 Velma Ave, Pittsfield, MA 01201
• 

  

  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
• 

  

  /40

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  153 Sherwood Dr, Pittsfield, MA 01201

  Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring

  Timothy Johnson NOCHER REALTY

  153 Sherwood Dr, Pittsfield, MA 01201
• 

  

  /44

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  33 Walden Ln, Pittsfield, MA 01201

  Situated on an elevated lot in desirable Walden Village, this meticulously maintained home offers a private backyard perfect for outdoor entertaining. The main level features a convenient primary suite with a full ensuite bath, a guest powder room, and the convenience of first-floor laundry. An elegant, open floor plan provides excellent flow for both entertaining and everyday living, and a bonus

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  33 Walden Ln, Pittsfield, MA 01201
• 

  

  /62

  $499,900

  • 4 Beds
  • 2 Baths
  • 3,101 Sq Ft

  43 Church St, Hinsdale, MA 01235

  Fall in love with yesteryear charm in this spacious New England farmhouse, once the church rectory. Rich in character, the home features wood floors, beautiful built-ins, a cozy library with fireplace, living room, formal dining room, and convenient first-floor laundry. A breezeway leads to a bonus space affectionately known as the ''Groovy Room,'' perfect for entertaining or relaxing. The second

  Robin Moore 413 REAL ESTATE

  43 Church St, Hinsdale, MA 01235
• 

  

  /6

  $500,000

  • Land
  • 0.41 Acre
  • $1,219,512 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,

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  185 B State Rd, Great Barrington, MA 01230
• 

  

  /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

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  Lot #29 Stratford Rd, New Marlborou, MA 01230

Showing Results 41 - 58, Page 2 of 2