Homes with Basements for Sale in Berkshire County, MA

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ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Set on 21.5 acres at the end of a long, winding private drive, this extraordinary residence is a true architectural gem--where art, landscape, and modern living converge. Originally designed by Robert McMahon and built by Lou Boxer and later reimagined through a contemporary project by Deborah Reiser of the award-winning RUR Architecture with Hird Design and Construction as the builder, the home reflects a sophisticated, transitional approach to residential architecture and interior design. With five bedrooms and four baths, the home is defined by its dramatic walls of glass, seamlessly framing bucolic country views, a classic red barn, and thoughtfully designed gardens. Natural light pours

$1,595,000

5 beds4 baths3,404 sq ft

415 Brewer Branch Rd, New Marlborough, MA 01244

21.5 acres • Classic red barn • Private drive

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Well-maintained three-family property offering a great opportunity for both owner-occupants and investors alike. One unit features a spacious three-bedroom, one-and-a-quarter-bath layout complete with a large kitchen, formal dining room, and comfortable living area. The additional units include a one-bedroom apartment on the upper level with a bright living room and eat-in kitchen, and a first-floor one-bedroom unit offering a kitchen, living room, and a versatile bonus room--ideal for a home office or extra living space. The property also includes a two-car detached garage, a nicely sized, low-maintenance backyard, a welcoming front porch, and two enclosed rear porches--perfect for enjoyin

$279,900

5 beds3 baths3,160 sq ft

8 Cherry St, Adams, MA 01220

Formal dining room • Eat in kitchen • Large kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living—ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location. These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-p

$985,000

3 beds3 baths2,015 sq ft

542 Water St, Williamstown, MA 01267

Energy efficiency • 1.23 acre lot • 2 garage spots

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across three levels and seasonal views of the Taconic Hills. Built with wood hewn from trees on the property, including the distinctive stairway, the home offers a huge open-plan main level ideal for gatherings, along with an indoor pool, hot tub, sauna and a dramatic two-story primary suite. Five bedrooms and five baths provide ample space for guests, with additional bedrooms on the upper and lower levels plus a family room downstairs. A second home may be built on a conserved, included, second parcel. Expansive decks, a three-car garage, sold fully fu

$2,400,000

5 beds5 baths6,092 sq ft

89 Undermountain Rd, Egremont, MA 01258

Hot tub • Private driveway • Sauna

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Nestled on a picturesque 2 acre lot and set well back from the road for added privacy, this beautiful 2 bedroom, 2 bath home offers both comfort, character and outdoor living. Step inside to a sunken livingroom centered around a stunning fieldstone fireplace. A large den offers flexible living space, and the finished lower level features a bedroom and full bath. French doors lead to an exceptional backyard oasis complete with in ground pool, pool house, deck, and plenty of room for entertaining. Enjoy the tranquility of country living with the convenience of nearby amenities. This exceptional property is a rare opportunity to enjoy indoor comfort and outdoor beauty in one remarkable home.

$649,900

2 beds3 baths2,481 sq ft

40 Willow Cove Rd, Cheshire, MA 01225

Fieldstone fireplace • Large den • French doors

Property at 165 Maple Ave, Great Barrington, MA 01230, 3 beds, 2 baths

$734,900

3 beds2 baths1,771 sq ft

165 Maple Ave, Great Barrington, MA 01230

Property at 27 Daniels Ave, Pittsfield, MA 01201, 7 beds, 2.5 baths

$220,000

7 beds2.5 baths3,216 sq ft

27 Daniels Ave, Pittsfield, MA 01201

Property at 1 Cornwall Dr, Great Barrington, MA 01230, 3 beds, 3 baths

$749,000

3 beds3 baths2,008 sq ft

1 Cornwall Dr, Great Barrington, MA 01230

Property at 138 Seneca Dr, Becket, MA 01223, 6 beds, 4.5 baths

$599,000

6 beds4.5 baths3,144 sq ft

138 Seneca Dr, Becket, MA 01223

Property at 31 Taft St, North Adams, MA 01247, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths1,568 sq ft

31 Taft St, North Adams, MA 01247

Property at 73-75 Hall St, North Adams, MA 01247, 6 beds, 2 baths

$230,000

6 beds2 baths2,700 sq ft

73-75 Hall St, North Adams, MA 01247

Property at 301-309 Fenn St, Pittsfield, MA 01201, 8 beds, 8 baths

$630,000

8 beds8 baths6,120 sq ft

301-309 Fenn St, Pittsfield, MA 01201

Property at 48 Brookside Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,670 sq ft

48 Brookside Dr, Pittsfield, MA 01201

Property at 18 Highcrest Rd, Lenox, MA 01240, 4 beds, 4.5 baths

$1,035,000

4 beds4.5 baths3,691 sq ft

18 Highcrest Rd, Lenox, MA 01240

Property at 10 Aqua St, Lanesborough, MA 01237, 3 beds, 2.5 baths

$769,900

3 beds2.5 baths2,394 sq ft

10 Aqua St, Lanesborough, MA 01237

Property at 5 Bethel St, North Adams, MA 01247, 3 beds, 2 baths

$269,900

3 beds2 baths1,490 sq ft

5 Bethel St, North Adams, MA 01247

Property at 4 Fawn Ln, Pittsfield, MA 01201, 4 beds, 4 baths

$879,000

4 beds4 baths3,520 sq ft

4 Fawn Ln, Pittsfield, MA 01201

Property at 25 Spring St, Adams, MA 01220, 5 beds, 3 baths

$329,900

5 beds3 baths2,604 sq ft

25 Spring St, Adams, MA 01220

Property at 4 Terra Ferma Dr, Egremont, MA 01258, 5 beds, 2.5 baths

$819,000

5 beds2.5 baths2,400 sq ft

4 Terra Ferma Dr, Egremont, MA 01258

Property at 27 Hemlock Hill Rd, Great Barrington, MA 01230, 4 beds, 4.5 baths

$3,995,000

4 beds4.5 baths5,683 sq ft

27 Hemlock Hill Rd, Great Barrington, MA 01230

Property at 33 Maplewood Ave #103, Pittsfield, MA 01201, 2 beds, 1 bath

$209,900

2 beds1 bath1,028 sq ft

33 Maplewood Ave #103, Pittsfield, MA 01201

Property at 84 B Undermountain Rd, Egremont, MA 01230, 5 beds, 3.5 baths

$2,495,000

5 beds3.5 baths6,254 sq ft

84 B Undermountain Rd, Egremont, MA 01230

Property at 7 Rolling Hls Unit 7-8, Lenox, MA 01240, 2 beds, 3 baths

$379,000

2 beds3 baths1,730 sq ft

7 Rolling Hls Unit 7-8, Lenox, MA 01240

Property at 25 Valentine Ln, Lee, MA 01238, 4 beds, 2.5 baths

$595,000

4 beds2.5 baths1,636 sq ft

25 Valentine Ln, Lee, MA 01238

Property at 475 Rossiter Rd, Richmond, MA 01254, 5 beds, 4 baths

$2,995,000

5 beds4 baths2,894 sq ft

475 Rossiter Rd, Richmond, MA 01254

Property at 33 Iroquois St, Lanesborough, MA 01237, 4 beds, 2.5 baths

$585,000

4 beds2.5 baths2,523 sq ft

33 Iroquois St, Lanesborough, MA 01237

Property at 17 Cronk Rd, Monterey, MA 01245, 5 beds, 4.5 baths

$2,295,000

5 beds4.5 baths3,615 sq ft

17 Cronk Rd, Monterey, MA 01245

Property at 304 Hickey Hill Rd, Sheffield, MA 01257, 4 beds, 3 baths

$2,095,000

4 beds3 baths3,461 sq ft

304 Hickey Hill Rd, Sheffield, MA 01257

Property at 11 Wyantenuck St, Housatonic, MA 01236, 3 beds, 1 bath

$345,000

3 beds1 bath875 sq ft

11 Wyantenuck St, Housatonic, MA 01236

Property at 5 Glendale Rd, Stockbridge, MA 01262, 4 beds, 2 baths

$1,490,000

4 beds2 baths2,200 sq ft

5 Glendale Rd, Stockbridge, MA 01262

Property at 40 E Alford Rd, West Stockbridge, MA 01266, 4 beds, 3.5 baths

$2,750,000

4 beds3.5 baths3,225 sq ft

40 E Alford Rd, West Stockbridge, MA 01266

Property at 31 Taft St #31, North Adams, MA 01247, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths1,568 sq ft

31 Taft St #31, North Adams, MA 01247

Property at 29-31 Westminster St, Pittsfield, MA 01201, 4 beds, 2 baths

$259,900

4 beds2 baths1,672 sq ft

29-31 Westminster St, Pittsfield, MA 01201

Property at 41 Pearl St Unit 1-2, Great Barrington, MA 01230, 4 beds, 2 baths

$365,000

4 beds2 baths1,964 sq ft

41 Pearl St Unit 1-2, Great Barrington, MA 01230

Property at 58 Round Hill Rd, Great Barrington, MA 01230, 5 beds, 7 baths

$3,950,000

5 beds7 baths6,378 sq ft

58 Round Hill Rd, Great Barrington, MA 01230

Property at 2 Amy Ct #2, Pittsfield, MA 01201, 4 beds, 3.5 baths

$529,900

4 beds3.5 baths3,561 sq ft

2 Amy Ct #2, Pittsfield, MA 01201

Property at Lot 1 Marcy Rd, Otis, MA 01253, 3 beds, 2.5 baths

$829,000

3 beds2.5 baths1,798 sq ft

Lot 1 Marcy Rd, Otis, MA 01253

Property at 40 Reed St, Pittsfield, MA 01201, 14 beds, 14 baths

$1,150,000

14 beds14 baths9,928 sq ft

40 Reed St, Pittsfield, MA 01201

Property at 802 State Rd, Richmond, MA 01254, 7 beds, 7.5 baths

$2,950,000

7 beds7.5 baths4,000 sq ft

802 State Rd, Richmond, MA 01254

Property at 133 Front St, Housatonic, MA 01236, 5 beds, 3 baths

$635,000

5 beds3 baths3,035 sq ft

133 Front St, Housatonic, MA 01236

Property at 178-180 Appleton Ave, Pittsfield, MA 01201, 5 beds, 2 baths

$259,900

5 beds2 baths2,520 sq ft

178-180 Appleton Ave, Pittsfield, MA 01201

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Based on information submitted to the MLS GRID as of Wed Oct 14 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Basements for Sale in Berkshire County

There are currently 593 homes with basements for sale in Berkshire County at a median listing price of $475K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Berkshire County stay on the market for 65 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 154 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 77 condos, 1 townhouse, and 82 multi-family units for sale in Berkshire County last month. Find your dream home in Berkshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Berkshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Berkshire County. If you're looking to sell your home in the Berkshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Berkshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Wed Oct 14 2026 on the search page

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