Homes with Basements for Sale in Pittsfield, MA

122 homes

Sort:

Recommended

OPEN SAT, 10:30AM TO 11:30AM

ABOUT THIS HOME
Home with Basement for sale in Pittsfield, MA:
Lovely, meticulously maintained home in southeast Pittsfield offers spacious living. Attractive kitchen with large dining area leading to deck. Generous yard with fenced area for pets or kids, a garden area, large shed. There is an ''in-law'' arrangement in the lower level that has living room, bedroom or dining room, a den or dining or bedroom, kitchenette, full bath and door to the garage. Three bedrooms on first floor with nice closets, and there is a full bath. 2 car garage with work area. Come and see this home! Open house 10/25 10:30-12:30

$429,400

4 beds2 baths1,876 sq ft

26 Leona Dr, Pittsfield, MA 01201

0.36 acre lot • 2 garage spots • Built 1972

OPEN SUN, 11AM TO 12:30PM

ABOUT THIS HOME
Home with Basement for sale in Pittsfield, MA:
Charming brick Cape set on a beautifully landscaped . 75 acre lot. Built in 1957 this well-maintained, loved home, offers 3 bedrooms, 2 full baths and a bright sunroom addition added n 1980. Enjoy the warmth of wood floors hidden beneath the carpet, plenty of storage throughout and all appliances included. The finished basement features a bar and spacious living area-perfect for entertaining and relaxing. Features 100-amp circuit breakers, laundry in basement, utility room and a spacious yard with a deck perfect for outdoor summer gatherings. A wonderful opportunity to own a classic solid home with timeless appeal and room to make it your own.

$429,900

3 beds2 baths2,196 sq ft

22 Balance Rock Rd, Lanesborough, MA 01237

Bar • Spacious living area • Brick cape

NEW 5 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Pittsfield, MA:
Recently renovated 3-family home located in the heart of downtown. Each unit features separate utilities for easy management and lower overhead. The property offers updated kitchens and baths, modern flooring, and energy-efficient vinyl siding and windows for low maintenance and curb appeal. Fully occupied with reliable tenants, this turnkey investment provides immediate income potential. Convenient downtown location close to shopping, restaurants and public transportation—an excellent opportunity for investors seeking steady cash flow and long-term value.

$369,900

6 beds3 baths3,180 sq ft

1 Rostone Pl, Pittsfield, MA 01201

Separate utilities • Modern flooring • Updated baths

NEW 7 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Pittsfield, MA:
Well-maintained mixed-use property ideally located on busy North Street offering excellent visibility and versatility not to mention it is in very close proximity of Berkshire Medical Center. The first floor is currently configured as professional office space featuring four private offices, a small conference room, an employee break area with kitchen, a full bath with shower, and an additional half bath. Direct access to a two-car garage provides convenient storage or additional workspace options. The second floor hosts a spacious three-bedroom apartment—perfect for an owner-occupant, additional rental income, or staff housing. The rear of the property offers generous off-street park

$375,000

3 beds2.5 baths3,430 sq ft

674 North St, Pittsfield, MA 01201

Private offices • Conference room • Full bath

NEW 10 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Pittsfield, MA:
Welcome to this charming Conventional-style home, perfectly situated in one of Southeast Pittsfield's most desirable neighborhoods. Featuring 3 bedrooms and 1.5 bathrooms, this inviting residence offers a blend of comfort, character, and convenience. On the first floor, you'll find a spacious living room with a wood-burning fireplace, a formal dining room, a bright kitchen, and a convenient half bath. Large windows fill the home with natural light, while hardwood floors lie beneath the existing carpet, ready to be uncovered. Upstairs, there are three generously sized bedrooms, all with hardwood flooring and a full bathroom. The home also includes a two-car attached garage with a covered bre

$339,900

3 beds1.5 baths1,176 sq ft

787 Williams St, Pittsfield, MA 01201

Bright kitchen • Formal dining room • Landscaped yard

Property at 39 Circular Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$249,900

4 beds2 baths1,728 sq ft

39 Circular Ave, Pittsfield, MA 01201

Property at 1012 West St, Pittsfield, MA 01201, 4 beds, 2.5 baths

$374,900

4 beds2.5 baths2,304 sq ft

1012 West St, Pittsfield, MA 01201

Property at 10-12 Stoddard Ave, Pittsfield, MA 01201, 6 beds, 2.5 baths

$130,000

6 beds2.5 baths2,840 sq ft

10-12 Stoddard Ave, Pittsfield, MA 01201

Property at 66 Roselyn Dr, Pittsfield, MA 01201, 3 beds, 2 baths

$379,000

3 beds2 baths1,410 sq ft

66 Roselyn Dr, Pittsfield, MA 01201

Property at 304 Dalton Division Rd, Pittsfield, MA 01201, 4 beds, 2.5 baths

$600,000

4 beds2.5 baths2,464 sq ft

304 Dalton Division Rd, Pittsfield, MA 01201

Property at 100 Northumberland Rd, Pittsfield, MA 01201, 4 beds, 4 baths

$617,100

4 beds4 baths2,308 sq ft

100 Northumberland Rd, Pittsfield, MA 01201

Property at 399 State Rd, Richmond, MA 01254, 3 beds, 1.5 baths

$495,000

3 beds1.5 baths1,732 sq ft

399 State Rd, Richmond, MA 01254

Property at 36 Beacon Ave, Pittsfield, MA 01201, 1 bed, 1 bath

$139,000

1 bed1 bath680 sq ft

36 Beacon Ave, Pittsfield, MA 01201

Property at 26 Walden Ln, Pittsfield, MA 01201, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,305 sq ft

26 Walden Ln, Pittsfield, MA 01201

Property at 381 Williams St, Pittsfield, MA 01201, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths2,084 sq ft

381 Williams St, Pittsfield, MA 01201

Property at 66 Holmes Rd, Pittsfield, MA 01201, 3 beds, 1 bath

$249,900

3 beds1 bath1,257 sq ft

66 Holmes Rd, Pittsfield, MA 01201

Property at 194 Bartlett Ave, Pittsfield, MA 01201, 4 beds, 3 baths

$469,000

4 beds3 baths2,466 sq ft

194 Bartlett Ave, Pittsfield, MA 01201

Property at 50 Grand Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$250,000

3 beds1 bath1,152 sq ft

50 Grand Ave, Pittsfield, MA 01201

Property at 65 Crofut St, Pittsfield, MA 01201, 5 beds, 4.5 baths

$1,350,000

5 beds4.5 baths4,948 sq ft

65 Crofut St, Pittsfield, MA 01201

Property at 28 Walden Ln, Pittsfield, MA 01201, 2 beds, 2 baths

$469,900

2 beds2 baths1,336 sq ft

28 Walden Ln, Pittsfield, MA 01201

Property at 36 Roberta Rd, Pittsfield, MA 01201, 3 beds, 1.5 baths

$379,000

3 beds1.5 baths1,494 sq ft

36 Roberta Rd, Pittsfield, MA 01201

Property at 134 Oak Hill Rd, Pittsfield, MA 01201, 3 beds, 2.5 baths

$479,000

3 beds2.5 baths1,890 sq ft

134 Oak Hill Rd, Pittsfield, MA 01201

Property at 114 Danforth Ave, Pittsfield, MA 01201, 5 beds, 2 baths

$289,900

5 beds2 baths1,828 sq ft

114 Danforth Ave, Pittsfield, MA 01201

Property at 33 Adam St, Pittsfield, MA 01201, 4 beds, 2 baths

$209,000

4 beds2 baths2,242 sq ft

33 Adam St, Pittsfield, MA 01201

Property at 5 Crofut St, Pittsfield, MA 01201, 9 beds, 4.5 baths

$1,199,800

9 beds4.5 baths5,319 sq ft

5 Crofut St, Pittsfield, MA 01201

Property at 1020 Cascade St, Pittsfield, MA 01201, 3 beds, 3 baths

$1,170,000

3 beds3 baths2,662 sq ft

1020 Cascade St, Pittsfield, MA 01201

Property at 989 Williams St, Pittsfield, MA 01201, 5 beds, 2.5 baths

$534,999

5 beds2.5 baths2,761 sq ft

989 Williams St, Pittsfield, MA 01201

Property at 122 Allengate Ave, Pittsfield, MA 01201, 2 beds, 1 bath

$265,000

2 beds1 bath974 sq ft

122 Allengate Ave, Pittsfield, MA 01201

Property at 26 Davis St, Pittsfield, MA 01201, 3 beds, 1 bath

$264,900

3 beds1 bath975 sq ft

26 Davis St, Pittsfield, MA 01201

Property at 191 Fort Hill Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$495,000

3 beds1 bath1,998 sq ft

191 Fort Hill Ave, Pittsfield, MA 01201

Property at 38 Northumberland Rd, Pittsfield, MA 01201, 4 beds, 1.5 baths

$395,833

4 beds1.5 baths2,146 sq ft

38 Northumberland Rd, Pittsfield, MA 01201

Property at 36 Joseph Dr, Pittsfield, MA 01201, 4 beds, 2 baths

$459,900

4 beds2 baths2,004 sq ft

36 Joseph Dr, Pittsfield, MA 01201

Property at 39 Highlawn Dr, Pittsfield, MA 01201, 3 beds, 1.5 baths

$335,000

3 beds1.5 baths1,050 sq ft

39 Highlawn Dr, Pittsfield, MA 01201

Property at 20 Greenway St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,320 sq ft

20 Greenway St, Pittsfield, MA 01201

Property at 932 Williams St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,392 sq ft

932 Williams St, Pittsfield, MA 01201

Property at 106 Sampson Pkwy, Pittsfield, MA 01201, 3 beds, 1.5 baths

$389,000

3 beds1.5 baths1,561 sq ft

106 Sampson Pkwy, Pittsfield, MA 01201

Property at 247 South St, Pittsfield, MA 01201, 6 beds, 3 baths

$469,000

6 beds3 baths3,822 sq ft

247 South St, Pittsfield, MA 01201

Property at 25 Balance Rock Rd, Lanesborough, MA 01237, 4 beds, 1 bath

$249,900

4 beds1 bath1,999 sq ft

25 Balance Rock Rd, Lanesborough, MA 01237

Property at 23 Aspen Way, Pittsfield, MA 01201, 4 beds, 3 baths

$699,900

4 beds3 baths3,600 sq ft

23 Aspen Way, Pittsfield, MA 01201

Property at 156 Draper Ave, Pittsfield, MA 01201, 4 beds, 1 bath

$299,000

4 beds1 bath1,285 sq ft

156 Draper Ave, Pittsfield, MA 01201

Property at 1 Colt Rd #2, Pittsfield, MA 01201, 2 beds, 1 bath

$249,900

2 beds1 bath1,200 sq ft

1 Colt Rd #2, Pittsfield, MA 01201

Viewing page 1 of 3

Homes with Basements for Sale in Pittsfield

There are currently 122 homes with basements for sale in Pittsfield at a median listing price of $320K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Pittsfield stay on the market for 39 days. Popular neighborhoods include West Side, Morningside, and Downtown Pittsfield. This map is refreshed with the newest listings in Pittsfield every 15 minutes.

In the past month, 50 homes have been sold in Pittsfield. In addition to houses in Pittsfield, there were also 22 condos, 2 townhouses, and 30 multi-family units for sale in Pittsfield last month. Pittsfield is a minimally walkable city in Berkshire County with a Walk Score of 40. Pittsfield is home to approximately 44,710 people. Find your dream home in Pittsfield 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 Pittsfield are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Pittsfield. Our Pittsfield real estate stats and trends will give you more information about home buying and selling trends in Pittsfield. If you're looking to sell your home in the Pittsfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Pittsfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Pittsfield, MA

Zip Codes

Neighborhoods

Nearby Cities

Nearby Cities with Homes with Basements

Nearby Neighborhoods with Homes with Basements

More to explore in Pittsfield, MA

How to buy a house in Pittsfield, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.