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:
Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stock

$499,000

2 beds1 bath828 sq ft

1 Massasoit Rd, Stockbridge, MA 01262

Seasonal water views • Expansive decking • Three season cottage

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Looking for a Berkshire getaway that can help pay for itself? This unique 6-unit property in Lee offers the rare opportunity to enjoy a spacious 4BR/2BA home of your own while generating income from 5 additional apartments. Full of character, the property retains many of its beautiful original features with significant updates, including renovations to 5 of the 6 units, a newer roof, updated electrical and newer heating systems. Set on a spacious property with ample parking, public water and sewer, and separate utilities, it offers tremendous flexibility for seasonal, short-term or year-round rentals. Centrally located near the Mass Pike, downtown Lee, Outlets, Tanglewood and all that the B

$1,350,000

12 beds7 baths7,956 sq ft

45 Forest St, Lee, MA 01238

Updated electrical • Separate utilities • Newer roof

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Nestled within a mixed use residential/commercial block this renovated space is ready for the next creative commercial endeavor. Rent the house and use the studio for art, office, store or Live and work all within walking distance to town center. Thoughtfully brought from a commercial office space to a 2 bedroom, 1.5 bath, bright open and airy living space with 5 parking spots and a nice size yard.

$785,000

2 beds1.5 baths1,507 sq ft

27 Rosseter St, Great Barrington, MA 01230

5 parking spots • Nice size yard • Renovated space

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
''The Castle'' on Lincoln! Distinctive architecture and generous living spaces give this home incredible potential. The striking stone exterior, curved bay windows, second-floor balcony, hardwood floors, and vintage details create character that's hard to find. The spacious interior offers a flexible layout with an open connection between the living, dining, and kitchen areas. The second bedroom was in the process of converting two separate closets into one grandiose closet. Outside, the fenced yard provides plenty of room for gardening, entertaining, or creating a private urban retreat. Some renovation and finish work remain, making this an exciting opportunity for a buyer ready to bring t

$185,000

2 beds1.5 baths1,506 sq ft

7 Lincoln St, Pittsfield, MA 01201

3,367 sq ft lot • Built 1910 • Listed 64 days

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Rare opportunity to own a beautifully restored Berkshire cottage at 17 Main Street, perfectly situated in the vibrant heart of downtown Lenox. This remarkable property, originally built in 1883 and once the residence of Gilded Age shipping magnate John Schermerhorn, combines historic elegance with modern comfort. The home underwent a comprehensive renovation between 2021 and 2025, including a new 30-year roof, upgraded electrical and plumbing, 8.5 renovated bathrooms, custom millwork, and restored original hardwood floors. The gourmet kitchen features a Viking 8-burner oven, KitchenAid designer dishwasher, and commercial-grade refrigeration--ideal for private entertaining or everyday living

$3,925,000

8 beds8.5 baths6,000 sq ft

17 Main St, Lenox, MA 01240

New 30-year roof • Renovated bathrooms • Gourmet kitchen

Property at 78 Oakhurst Ave, Pittsfield, MA 01201, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,672 sq ft

78 Oakhurst Ave, Pittsfield, MA 01201

Property at 10 Lori Ct, Pittsfield, MA 01201, 4 beds, 3 baths

$649,900

4 beds3 baths3,268 sq ft

10 Lori Ct, Pittsfield, MA 01201

Property at 92 Ridge Ave, Pittsfield, MA 01201, 4 beds, 3 baths

$1,050,000

4 beds3 baths3,242 sq ft

92 Ridge Ave, Pittsfield, MA 01201

Property at 140 Hancock Rd, Pittsfield, MA 01201, 8 beds, 6.5 baths

$3,900,000

8 beds6.5 baths7,494 sq ft

140 Hancock Rd, Pittsfield, MA 01201

Property at 1105 Main St, Dalton, MA 01226, 2 beds, 1 bath

$281,900

2 beds1 bath1,038 sq ft

1105 Main St, Dalton, MA 01226

Property at 24 Brunell Ave, Lenox, MA 01240, 3 beds, 1 bath

$575,000

3 beds1 bath1,600 sq ft

24 Brunell Ave, Lenox, MA 01240

Property at 317 Lakeshore Dr, Sandisfield, MA 01255, 4 beds, 3 baths

$850,000

4 beds3 baths3,075 sq ft

317 Lakeshore Dr, Sandisfield, MA 01255

Property at 16 Maple St, Adams, MA 01220, 6 beds, 3 baths

$529,000

6 beds3 baths3,252 sq ft

16 Maple St, Adams, MA 01220

Property at 94 Reed St, North Adams, MA 01247, 3 beds, 2.5 baths

$119,750

3 beds2.5 baths1,202 sq ft

94 Reed St, North Adams, MA 01247

Property at 189 New Marlboro-southfield Rd, New Marlborough, MA 01230, 5 beds, 2 baths

$695,000

5 beds2 baths2,741 sq ft

189 New Marlboro-southfield Rd, New Marlborough, MA 01230

Property at 520 State Rd #209, North Adams, MA 01247, 1 bed, 1 bath

$590,000

1 bed1 bath1,345 sq ft

520 State Rd #209, North Adams, MA 01247

Property at 31-33 Mill St, Adams, MA 01220, 12 beds, 4 baths

$300,000

12 beds4 baths3,960 sq ft

31-33 Mill St, Adams, MA 01220

Property at 186 Burbank St, Pittsfield, MA 01201, 2 beds, 1 bath

$134,900

2 beds1 bath1,158 sq ft

186 Burbank St, Pittsfield, MA 01201

Property at 497 Holmes Rd, Pittsfield, MA 01201, 8 beds, 5.5 baths

$2,800,000

8 beds5.5 baths6,761 sq ft

497 Holmes Rd, Pittsfield, MA 01201

Property at 81 Calumet St, Pittsfield, MA 01201, 4 beds, 3 baths

$299,900

4 beds3 baths3,152 sq ft

81 Calumet St, Pittsfield, MA 01201

Property at 12 Bayberry Dr, Becket, MA 01223, 3 beds, 2 baths

$459,000

3 beds2 baths1,744 sq ft

12 Bayberry Dr, Becket, MA 01223

Property at 226 Grove St, Great Barrington, MA 01230, 6 beds, 2 baths

$499,000

6 beds2 baths2,640 sq ft

226 Grove St, Great Barrington, MA 01230

Property at 3-5 Pleasant St, Pittsfield, MA 01201, 6 beds, 2 baths

$285,000

6 beds2 baths2,214 sq ft

3-5 Pleasant St, Pittsfield, MA 01201

Property at 1303 River Rd, Clarksburg, MA 01247, 3 beds, 1.5 baths

$410,000

3 beds1.5 baths1,650 sq ft

1303 River Rd, Clarksburg, MA 01247

Property at 520 State Rd #403, North Adams, MA 01247, 1 bed, 1.5 baths

$950,000

1 bed1.5 baths1,805 sq ft

520 State Rd #403, North Adams, MA 01247

Property at 134 Meadow St, North Adams, MA 01247, 3 beds, 1 bath

$184,500

3 beds1 bath1,232 sq ft

134 Meadow St, North Adams, MA 01247

Property at 395 Cheshire Rd #116, Pittsfield, MA 01201, 3 beds, 2 baths

$217,900

3 beds2 baths1,280 sq ft

395 Cheshire Rd #116, Pittsfield, MA 01201

Property at 5 Seekonk Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$563,000

4 beds3.5 baths2,184 sq ft

5 Seekonk Rd, Great Barrington, MA 01230

Property at 179 Sloan Rd, Williamstown, MA 01267, 2 beds, 2 baths

$599,000

2 beds2 baths1,768 sq ft

179 Sloan Rd, Williamstown, MA 01267

Property at 17 S Sandisfield Rd, Sandisfield, MA 01255, 3 beds, 1 bath

$395,000

3 beds1 bath936 sq ft

17 S Sandisfield Rd, Sandisfield, MA 01255

Property at 131 Fox Run --, Lee, MA 01238, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths2,413 sq ft

131 Fox Run --, Lee, MA 01238

Property at 20 Franklin St, Pittsfield, MA 01201, 3 beds, 1 bath

$350,000

3 beds1 bath1,600 sq ft

20 Franklin St, Pittsfield, MA 01201

Property at 23 Aspen Way, Pittsfield, MA 01201, 4 beds, 3.5 baths

$659,900

4 beds3.5 baths3,600 sq ft

23 Aspen Way, Pittsfield, MA 01201

Property at 100 Essex St, Pittsfield, MA 01201, 3 beds, 2 baths

$344,900

3 beds2 baths1,720 sq ft

100 Essex St, Pittsfield, MA 01201

Property at 25 Root Pl Unit 25-27, Pittsfield, MA 01201, 6 beds, 3 baths

$310,000

6 beds3 baths2,946 sq ft

25 Root Pl Unit 25-27, Pittsfield, MA 01201

Property at 3 Iroquois Dr, North Adams, MA 01247, 2 beds, 1 bath

$94,500

2 beds1 bath1,080 sq ft

3 Iroquois Dr, North Adams, MA 01247

Property at 9 Moores Rd, Florida, MA 01247, 3 beds, 3 baths

$879,900

3 beds3 baths3,200 sq ft

9 Moores Rd, Florida, MA 01247

Property at 138 Hillsdale Rd, Egremont, MA 01258, 4 beds, 2.5 baths

$685,000

4 beds2.5 baths2,333 sq ft

138 Hillsdale Rd, Egremont, MA 01258

Property at 85 Main Rd, Monterey, MA 01245, 3 beds, 2 baths

$725,000

3 beds2 baths2,460 sq ft

85 Main Rd, Monterey, MA 01245

Property at 128 Rannapo Rd, Sheffield, MA 01257, 3 beds, 2 baths

$998,500

3 beds2 baths2,800 sq ft

128 Rannapo Rd, Sheffield, MA 01257

Property at 560 S Main St, Sheffield, MA 01257, 6 beds, 5 baths

$1,050,000

6 beds5 baths10,000 sq ft

560 S Main St, Sheffield, MA 01257

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Homes with Basements for Sale in Berkshire County

There are currently 608 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, 153 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 76 condos, 1 townhouse, and 81 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 Fri Oct 09 2026 on the search page

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