Homes with Basements for Sale in Downtown Pittsfield, MA

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NEW 17 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Downtown 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

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Priced to sell!!! This spacious two-family property offers 8 bedrooms and 2.5 bathrooms. Roll up your sleeves or bring your contractor because this one's got good bones! Located in a neighborhood just steps from the hospital, the area is undergoing exciting redevelopment—making this a prime opportunity to invest in Pittsfield's future. Don't miss your chance to own in a transforming neighborhood. This one won't last. Schedule a showing today! Open house from 11-1pm on Saturday October 25th.

$130,000

6 beds2.5 baths2,840 sq ft

10-12 Stoddard Ave, Pittsfield, MA 01201

Prime opportunity • Two-family property • 3,485 sq ft lot

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks, and major routes — ensuring steady rental demand. With strong rental history and room for income growth, this property is ideal for those looking to expand or start their real estate portfolio. A great opportunity to invest in the heart of the Berkshires!

$209,000

4 beds2 baths2,242 sq ft

33 Adam St, Pittsfield, MA 01201

In-town location • Enclosed backyard • 8,777 sq ft lot

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
2 family with brand new gas on demand heat baseboard on first floor

$249,900

2 beds2 baths1,560 sq ft

13 Goodrich St, Pittsfield, MA 01201

3,528 sq ft lot • Built 1940 • Listed 14 days

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Outstanding 4-Family Investment Opportunity! This well-maintained multifamily property features four spacious units, each beautifully renovated within the last 3 years, offering modern updates and strong rental appeal. Each unit offers washer and dryer hookups, adding convenience and value for tenants. The property also includes a walk-up attic and ample off-street parking to complete the package, making this an ideal turn-key addition to any investment portfolio.

$399,900

8 beds4 baths3,744 sq ft

9-11 Myrtle St, Pittsfield, MA 01201

Separate utilities • Off street parking • 0.23 acre lot

Property at 50 W Housatonic St, Pittsfield, MA 01201, 3 beds, 3 baths

$310,000

3 beds3 baths5,392 sq ft

50 W Housatonic St, Pittsfield, MA 01201

Property at 79 Center St, Pittsfield, MA 01201, 3 beds, 3 baths

$268,500

3 beds3 baths1,603 sq ft

79 Center St, Pittsfield, MA 01201

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

$196,500

2 beds1 bath1,028 sq ft

33 Maplewood Ave #103, Pittsfield, MA 01201

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NEW 15 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Downtown 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

7 beds3 baths3,180 sq ft

1 Rostone Pl, Pittsfield, MA 01201

3,049 sq ft lot • Very walkable

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Discover this well-maintained two-family property, each unit featuring 2 bedrooms and separate utilities. Both units are tenant-occupied with leases in place, providing immediate income for the new owner. A solid investment property with excellent rental potential and consistent returns.

$249,900

4 beds2 baths1,728 sq ft

39 Circular Ave, Pittsfield, MA 01201

3,101 sq ft lot • Very walkable

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience. Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and entertaining a breeze. Two comfortable bedrooms and a full bath provide an efficient yet welcoming layout. Outside your door, enjoy all that Pittsfield has to offer — the Colonial Theatre is right around the corner, and Barrington Stage Company, local eateries, coffee shops, and boutiques are

$249,900

2 beds1 bath1,200 sq ft

1 Colt Rd #2, Pittsfield, MA 01201

$312 HOA • Garage • Very walkable

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in the late 1800s, it was once the east wing of the summer residence of the Pillsbury family. Originally adjoined with the house behind it on Wendell Avenue and situated a half block away, the sprawling grand estate was divided into two separate homes, and carefully moved by horse in the early 1

$469,000

4 beds3 baths2,466 sq ft

194 Bartlett Ave, Pittsfield, MA 01201

7,841 sq ft lot • Somewhat walkable

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity! Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch—perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used as single family. This property offers flexibility, functionality, and value. Schedule your showing today!

$249,900

3 beds2 baths1,454 sq ft

156 Elizabeth St, Pittsfield, MA 01201

4,356 sq ft lot • Somewhat walkable

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Downtown Pittsfield, MA:
Newly renovated two-family flat located just minutes from downtown and near public transportation. First floor unit features 3 bedrooms and 1 bathroom. Upstairs has 2 bedrooms and 1 bath. Updated interiors, enclosed porches, large shared yard and off street parking. Ideal for owner-occupants or investors. Great rental potential!

$289,900

5 beds2 baths1,828 sq ft

114 Danforth Ave, Pittsfield, MA 01201

0.3 acre lot • Garage • Somewhat walkable

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 42-44 John St, Pittsfield, MA 01201, 8 beds, 2 baths

$269,900

8 beds2 baths2,016 sq ft

42-44 John St, Pittsfield, MA 01201

Property at 14 Summit Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$184,900

4 beds2 baths1,664 sq ft

14 Summit Ave, Pittsfield, MA 01201

Property at 55 Pomeroy Ave #6, Pittsfield, MA 01201, 2 beds, 1 bath

$199,900

2 beds1 bath867 sq ft

55 Pomeroy Ave #6, Pittsfield, MA 01201

Property at 15 Atlantic Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$272,000

6 beds2 baths2,120 sq ft

15 Atlantic Ave, Pittsfield, MA 01201

Property at 22 Copley Ter, Pittsfield, MA 01201, 6 beds, 3 baths

$345,000

6 beds3 baths2,892 sq ft

22 Copley Ter, Pittsfield, MA 01201

Property at 98 Lincoln St, Pittsfield, MA 01201, 7 beds, 3.5 baths

$349,000

7 beds3.5 baths3,672 sq ft

98 Lincoln St, Pittsfield, MA 01201

Property at 89 Robbins Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$289,000

4 beds2 baths2,378 sq ft

89 Robbins Ave, Pittsfield, MA 01201

Property at 36-38 Chickering St, Pittsfield, MA 01201, 6 beds, 2.5 baths

$390,000

6 beds2.5 baths3,200 sq ft

36-38 Chickering St, Pittsfield, MA 01201

Property at 133 Pomeroy Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$459,900

4 beds2 baths2,606 sq ft

133 Pomeroy Ave, Pittsfield, MA 01201

Property at 50-52 John St, Pittsfield, MA 01201, 4 beds, 2 baths

$270,000

4 beds2 baths2,132 sq ft

50-52 John St, Pittsfield, MA 01201

Homes with Basements for Sale in Downtown Pittsfield

There are currently 8 homes with basements for sale in Downtown Pittsfield at a median listing price of $230K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Downtown Pittsfield stay on the market for 91 days. Popular neighborhoods include West Side, and Morningside. This map is refreshed with the newest listings in Downtown Pittsfield every 15 minutes.

In the past month, 3 homes have been sold in Downtown Pittsfield. In addition to houses in Downtown Pittsfield, there were also 3 condos, 0 townhouses, and 5 multi-family units for sale in Downtown Pittsfield last month. Find your dream home in Downtown 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 Downtown Pittsfield are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Downtown Pittsfield. If you're looking to sell your home in the Downtown Pittsfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Downtown Pittsfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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