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:
Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-s

$4,975,000

3 beds3.5 baths4,359 sq ft

5 Deer Hill Rd, West Stockbridge, MA 01266

Vermont slate • 10.73 acre lot • 2 garage spots

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Nestled on scenic Mount Washington, this beautifully maintained contemporary home offers the perfect blend of privacy, comfort, and modern updates. The thoughtfully designed floor plan features 3 bedrooms, including a desirable first-floor primary suite with a private bath and direct access to a secluded deck. With 3.5 bathrooms, this home provides exceptional space for family and guests. The light-filled interior showcases beautiful cherry and maple peg hardwood floors, oversized windows, and sliding glass doors that seamlessly connect the indoor and outdoor living spaces. The inviting living room features a fireplace with a wood stove insert, creating a warm and welcoming atmosphere. The

$565,000

3 beds3.5 baths2,000 sq ft

4 Plantain Pond Rd, Mt Washington, MA 01258

Private bath • Secluded deck • Sliding glass doors

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Well-updated split-level ranch offering plenty of space inside and out! Updated kitchen features granite countertops, newer cabinetry, tile flooring and stainless appliances. Hardwood floors flow through much of the main level. The primary bedroom offers a slider to the elevated 10x42 wood deck overlooking the fenced backyard. Main-level full bath features a double vanity and tiled tub/shower. Two finished lower-level rooms plus a full bath add approx. 414 sq. ft. of finished living space, included in GLA. Enjoy the expansive deck and fenced yard, plus a large detached two-car garage with plenty of room for vehicles, storage, hobbies or a workshop. A well-maintained home with versatile livi

$365,000

2 beds2 baths1,458 sq ft

136 Cadwell Rd, Pittsfield, MA 01201

Stainless appliances • Updated kitchen • Granite countertops

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit features separate utilities, all paid by the tenant, helping to maximize your return. The property offers low-maintenance vinyl siding, most replacement windows, & a convenient location close to schools, parks, shopping, and everyday amenities. Whether you're expanding your investment portfoli

$239,900

8 beds2 baths2,016 sq ft

42-44 John St, Pittsfield, MA 01201

Separate utilities • Two-family home • Convenient location

ABOUT THIS HOME
Home with Basement for sale in Berkshire County, MA:
OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.

$725,000

3 beds2 baths2,460 sq ft

85 Main Rd, Monterey, MA 01245

Open floor plan • Butternut ski area • 3.3 acre lot

Property at 732 Main St, Becket, MA 01223, 3 beds, 3 baths

$365,000

3 beds3 baths1,512 sq ft

732 Main St, Becket, MA 01223

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 96 E Housatonic St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,816 sq ft

96 E Housatonic St, 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 37 Corey Rd #9061, Hancock, MA 01237, 2 beds, 3 baths

$497,000

2 beds3 baths1,843 sq ft

37 Corey Rd #9061, Hancock, MA 01237

Property at 118 Sandisfield Rd, Sandisfield, MA 01255, 3 beds, 2.5 baths

$613,000

3 beds2.5 baths2,274 sq ft

118 Sandisfield Rd, Sandisfield, MA 01255

Property at 247 Park St, Great Barrington, MA 01230, 3 beds, 2 baths

$475,000

3 beds2 baths2,050 sq ft

247 Park St, Great Barrington, MA 01230

Property at 5 Apple St, Stockbridge, MA 01262, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths2,088 sq ft

5 Apple St, Stockbridge, MA 01262

Property at 10 Berkshire Hts, Great Barrington, MA 01230, 4 beds, 4.5 baths

$2,149,000

4 beds4.5 baths3,600 sq ft

10 Berkshire Hts, Great Barrington, MA 01230

Property at 140 Leland Rd, Becket, MA 01223, 3 beds, 3 baths

$825,000

3 beds3 baths2,829 sq ft

140 Leland Rd, Becket, MA 01223

Property at 86 Crofut St, Pittsfield, MA 01201, 5 beds, 3.5 baths

$995,000

5 beds3.5 baths3,528 sq ft

86 Crofut St, Pittsfield, MA 01201

Property at 41-43 Highland Ave, North Adams, MA 01247, 6 beds, 2 baths

$319,000

6 beds2 baths2,280 sq ft

41-43 Highland Ave, North Adams, MA 01247

Property at 132 North Main Rd, Sandisfield, MA 01255, 3 beds, 2.5 baths

$1,375,000

3 beds2.5 baths1,904 sq ft

132 North Main Rd, Sandisfield, MA 01255

Property at 36 Alpine Trl, Pittsfield, MA 01201, 3 beds, 2.5 baths

$648,900

3 beds2.5 baths2,703 sq ft

36 Alpine Trl, Pittsfield, MA 01201

Property at 10 Summer St, Adams, MA 01220, 6 beds, 3.5 baths

$399,900

6 beds3.5 baths3,398 sq ft

10 Summer St, Adams, MA 01220

Property at 1981 East St, Pittsfield, MA 01201, 4 beds, 1.5 baths

$339,900

4 beds1.5 baths1,488 sq ft

1981 East St, Pittsfield, MA 01201

Property at 520 State Rd #306, North Adams, MA 01247, 2 beds, 2 baths

$1,150,000

2 beds2 baths1,985 sq ft

520 State Rd #306, North Adams, MA 01247

Property at 110 Via Maria Rd, Lee, MA 01238, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,080 sq ft

110 Via Maria Rd, Lee, MA 01238

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 21 Austin Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$289,900

3 beds1 bath942 sq ft

21 Austin Ave, Pittsfield, MA 01201

Property at 181/183 North St, Williamstown, MA 01267, 9 beds, 4 baths

$925,000

9 beds4 baths1,941 sq ft

181/183 North St, Williamstown, MA 01267

Property at 229 Hamilton Rd, Becket, MA 01223, 3 beds, 2.5 baths

$575,000

3 beds2.5 baths2,079 sq ft

229 Hamilton Rd, Becket, MA 01223

Property at 29 Nelson St, North Adams, MA 01247, 3 beds, 1 bath

$199,900

3 beds1 bath1,100 sq ft

29 Nelson St, North Adams, MA 01247

Property at 20 Cromwell Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$279,900

3 beds1 bath1,240 sq ft

20 Cromwell Ave, Pittsfield, MA 01201

Property at 140 Orchard St, Lee, MA 01238, 3 beds, 1 bath

$350,000

3 beds1 bath1,224 sq ft

140 Orchard St, Lee, MA 01238

Property at 5 Richmond Ln, Adams, MA 01220, 2 beds, 2 baths

$225,000

2 beds2 baths1,232 sq ft

5 Richmond Ln, Adams, MA 01220

Property at 208 Karen Dr, Pittsfield, MA 01201, 3 beds, 3 baths

$699,000

3 beds3 baths3,159 sq ft

208 Karen Dr, Pittsfield, MA 01201

Property at 39,41,43,4 Danoff Lane Ln, Otis, MA 01253, 9 beds, 4 baths

$2,300,000

9 beds4 baths4,283 sq ft

39,41,43,4 Danoff Lane Ln, Otis, MA 01253

Property at 225 Brown St, Pittsfield, MA 01201, 3 beds, 2 baths

$349,900

3 beds2 baths1,418 sq ft

225 Brown St, Pittsfield, MA 01201

Property at 307 Sanctuary Ln, Sandisfield, MA 01255, 4 beds, 3 baths

$789,000

4 beds3 baths2,568 sq ft

307 Sanctuary Ln, Sandisfield, MA 01255

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 16 South Atlantic Ave, Pittsfield, MA 01201, 4 beds, 1.5 baths

$265,000

4 beds1.5 baths1,388 sq ft

16 South Atlantic Ave, Pittsfield, MA 01201

Property at 369 Deer Run Rd, Sandisfield, MA 01255, 3 beds, 3 baths

$550,000

3 beds3 baths1,747 sq ft

369 Deer Run Rd, Sandisfield, MA 01255

Property at 354 Woodmere Rd, Becket, MA 01223, 5 beds, 4 baths

$1,050,000

5 beds4 baths4,056 sq ft

354 Woodmere Rd, Becket, MA 01223

Property at Undisclosed address, Great Barrington, MA 01230, 6 beds, 6 baths

$3,550,000

6 beds6 baths9,254 sq ft

Undisclosed address, Great Barrington, MA 01230

Property at 4 Harding Ave, Adams, MA 01220, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,274 sq ft

4 Harding Ave, Adams, MA 01220

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Homes with Basements for Sale in Berkshire County

There are currently 619 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 62 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 159 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 75 condos, 1 townhouse, and 80 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 02 2026 on the search page

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