Downtown Pittsfield, MA homes for sale & real estate

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NEW 12 HRS AGO

233 1st St, Pittsfield, MA 01201
233 1st St, Pittsfield, MA 01201
233 1st St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Ready to rehab! This legal 5 family home spans over 3,000 sqft. First floor offers 2 one-bedroom units on left and right side of the building as well as a small efficiency unit with plumbing ready for kitchen and existing full bath. Second floor offers two 3-bedroom units including the 3rd bedroom on third floor plus storage space. hardwood floors ready to be restored. Roof is in good condition with existing siding and windows while few windows and some siding needing to be replaced. Newer boilers and water heaters. Present electrical meters for all units in good condition. Fully Paved rear parking. Group showings only. 3pm - 5pm Friday 7/18

$199,900

8 beds5 baths3,324 sq ft

233 1st St, Pittsfield, MA 01201

9,509 sq ft lot • Very walkable

79 Center St, Pittsfield, MA 01201
79 Center St, Pittsfield, MA 01201
79 Center St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire Carousel, galleries, theaters, shopping and public transit, this property is perfectly positioned for both appreciation and consistent cash flow. Whether you're expanding your portfolio or entering a high-demand market, this is a rare opportunity to secure a multi-family asset in one of the city's most dyn

$268,500

3 beds3 baths1,603 sq ft

79 Center St, Pittsfield, MA 01201

8,276 sq ft lot • Very walkable

17 - 23 Linden St, Pittsfield, MA 01201
17 - 23 Linden St, Pittsfield, MA 01201
17 - 23 Linden St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with

$799,000

7 beds7 baths4,290 sq ft

17 - 23 Linden St, Pittsfield, MA 01201

0.31 acre lot • 4 garage spots • Very walkable

36 & 40 Maplewood Ave, Pittsfield, MA 01201
36 & 40 Maplewood Ave, Pittsfield, MA 01201
36 & 40 Maplewood Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Prime Downtown Creative District Opportunity: Iconic Commercial Property + Updated Two-Family! An exceptional offering in the heart of Pittsfield's vibrant Downtown Creative District, this property, sold as a package, pairs an iconic commercial building with a spacious two-family residence. The commercial property is a landmark with natural gas heating, central air conditioning, and a walk-up attic for future expansion, offering endless possibilities for a wide range of uses. Think office, retail, creative studio, or more! The two-family home features natural gas heating and two lovely, spacious units—one beautifully updated and the other well maintained, both with washer and dr

$585,000

5 beds4.5 baths8,360 sq ft

36 & 40 Maplewood Ave, Pittsfield, MA 01201

0.62 acre lot • Very walkable

232 First St, Pittsfield, MA 01201
232 First St, Pittsfield, MA 01201
232 First St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Welcome to a unique property on the edge of Pittsfield's Downtown Creative District. This old-world colonial has been used as office space for the last 20+ years. 6 office spaces with a waiting area, a first floor 1/2 bath and a bonus room that could be converted to a break room or another office space. A nice L shaped wood porch with a handicap ramp. Detached 4 bay garage. The property has income producing potential from office space rentals and garage bay rentals. The location is highly visible and well trafficked with off street parking. Perfect for medical space, boarding house, artist space, income potential OR convert back to a residential home. The choice is yours! So close to all th

$214,900

4 beds1.5 baths2,059 sq ft

232 First St, Pittsfield, MA 01201

7,405 sq ft lot • 4 garage spots • Very walkable

Property at 20, 26, 30 E Housatonic St, Pittsfield, MA 01201, 19 beds, 20 baths

$990,000

19 beds20 baths9,892 sq ft

20, 26, 30 E Housatonic St, Pittsfield, MA 01201

Property at 51-53 Adam St, Pittsfield, MA 01201, 4 beds, 2 baths

$209,900

4 beds2 baths1,480 sq ft

51-53 Adam St, Pittsfield, MA 01201

Property at 153 First St, Pittsfield, MA 01201, 8 beds, 6 baths

$485,000

8 beds6 baths8,543 sq ft

153 First St, Pittsfield, MA 01201

Property at 21 Goodrich St, Pittsfield, MA 01201, 4 beds, 4 baths

$329,900

4 beds4 baths3,139 sq ft

21 Goodrich St, Pittsfield, MA 01201

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

$199,900

2 beds1 bath1,028 sq ft

33 Maplewood Ave #103, Pittsfield, MA 01201

Property at 0 Linden St, Pittsfield, MA 01201

$12,000

— beds— baths— sq ft

0 Linden St, Pittsfield, MA 01201

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Nearby homes that match your criteria

242 Wahconah St, Pittsfield, MA 01201
242 Wahconah St, Pittsfield, MA 01201
242 Wahconah St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st for even greater investment potential. Endless possibilities await, renovate, rebuild, or reimagine this space to maximize returns! Schedule a showing today!

$175,000

6 beds2 baths2,128 sq ft

242 Wahconah St, Pittsfield, MA 01201

0.3 acre lot • 2 garage spots • Somewhat walkable

70 S Onota St, Pittsfield, MA 01201
70 S Onota St, Pittsfield, MA 01201
70 S Onota St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Bring your vision and make this spacious home your own! This property needs some work and has smoke damage from a previous fire but offers great potential for the right buyer or investor. The first floor features a large living room, formal dining room, kitchen and half bath all featuring impressive high ceilings. Upstairs you'll find three bedrooms and a full bathroom, and a walk-up attic that offers additional space. Outside, enjoy a partially fenced yard, an oversized one-car garage, and a deck. Ready for you to unlock its full potential.

$179,000

3 beds1.5 baths1,614 sq ft

70 S Onota St, Pittsfield, MA 01201

7,919 sq ft lot • Garage • Pool

90 Turner Ave, Pittsfield, MA 01201
90 Turner Ave, Pittsfield, MA 01201
90 Turner Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Charming colonial-style home offering 3 bedrooms, 1 full bathroom, and 1,452 square feet of living space. The first floor features a spacious living room, formal dining room, and a full bathroom, all filled with natural light from numerous windows. Upstairs, you’ll find three comfortable bedrooms. Additional highlights include a full basement providing ample storage and off-street parking. Located near Dorothy Blak Playground, Lake Onota, and multiple golf courses—perfect for outdoor recreation and leisure. Schedule a walkthrough and make this your home today! This property is eligible under Freddie Mac First Look Initiative through 07/24/2025. Only owner occupant, non-profit an

$189,900

3 beds1 bath1,452 sq ft

90 Turner Ave, Pittsfield, MA 01201

6,599 sq ft lot • Somewhat walkable

9 Dwight St, Pittsfield, MA 01201
9 Dwight St, Pittsfield, MA 01201
9 Dwight St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Charming 2-bedroom, 1-bath colonial with potential for a first-floor bedroom! Located on a quiet dead-end street, this cozy home features an enclosed front porch, a spacious back deck, and a fully fenced yard with a pool and patio—perfect for summer entertaining. Recent updates in 2023 include a new roof, chimney, sewer line, fence, and deck, offering peace of mind for years to come. Ideal for first-time homebuyers or those looking to downsize. Don't miss this great opportunity! New electrical panel 2025.

$199,000

2 beds1 bath953 sq ft

9 Dwight St, Pittsfield, MA 01201

6,970 sq ft lot • Pool • Somewhat walkable

97 Lenox Ave, Pittsfield, MA 01201
97 Lenox Ave, Pittsfield, MA 01201
97 Lenox Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Located in central Pittsfield, in a residential neighborhood, this home has much to offer. Downstairs, a large eat-in kitchen, designated dining and living areas, and laundry with a half bath off the kitchen. Upstairs there are three bedrooms and a full bath. The primary bedroom has a large closet space leading to the walk-up attic. The attic has a finished area with heat and window A/C. Full unfinished basement with hatch, a back porch entry, and an enclosed three season front porch round out the home. The exterior has an oversized garage and a backyard with plenty of space for outdoor living. Make this home your own!

$199,000

3 beds1 bath1,350 sq ft

97 Lenox Ave, Pittsfield, MA 01201

9,888 sq ft lot • Garage • Somewhat walkable

94 John St, Pittsfield, MA 01201
94 John St, Pittsfield, MA 01201
94 John St, Pittsfield, MA 01201
ABOUT THIS HOME
Downtown Pittsfield, MA Homes for Sale
Turnkey Former Airbnb-Fully Updated & Move-in Ready! This beautifully renovated 2-bed, 1.5 bath home is perfect for personal residence or income-generating property. Previously a successful Airbnb. it's packed with charm, upgrades, and flexible living space. Enjoy a spacious eat-in kitchen with new cabinets, countertop, and flooring. Opens up to the family room for easy entertaining. The first floor half bath with laundry, a cozy den/office perfect for work-from-home options. The 2nd floor features a modern full bath and 2 large bedrooms, each with a walk-in closet. Additional highlights include: 2 enclosed porches Large, level fenced backyard with 2 sheds. Full basement with inter

$180,000

2 beds1.5 baths1,184 sq ft

94 John St, Pittsfield, MA 01201

9,148 sq ft lot • Somewhat walkable

Property at 27-29 Daniels Ave, Pittsfield, MA 01201, 6 beds, 2.5 baths

$195,000

6 beds2.5 baths3,216 sq ft

27-29 Daniels Ave, Pittsfield, MA 01201

Property at 158-160 2nd St, Pittsfield, MA 01201, 3 beds, 2 baths

$184,900

3 beds2 baths1,217 sq ft

158-160 2nd St, Pittsfield, MA 01201

Property at 151 Onota St, Pittsfield, MA 01201, 6 beds, 3 baths

$350,000

6 beds3 baths3,366 sq ft

151 Onota St, Pittsfield, MA 01201

Property at 39 Pomeroy Ave, Pittsfield, MA 01201, 4 beds, 3 baths

$269,000

4 beds3 baths2,460 sq ft

39 Pomeroy Ave, Pittsfield, MA 01201

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

$294,888

4 beds2 baths2,132 sq ft

50-52 John St, Pittsfield, MA 01201

Property at 77 King St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,696 sq ft

77 King St, Pittsfield, MA 01201

Property at 11 Laflin Ter, Pittsfield, MA 01201, 3 beds, 2.5 baths

$379,900

3 beds2.5 baths1,623 sq ft

11 Laflin Ter, Pittsfield, MA 01201

Property at 68 Colt Rd, Pittsfield, MA 01201, 6 beds, 5 baths

$995,000

6 beds5 baths5,198 sq ft

68 Colt Rd, Pittsfield, MA 01201

Property at 121 Wendell Ave, Pittsfield, MA 01201, 3 beds, 2.5 baths

$539,000

3 beds2.5 baths2,145 sq ft

121 Wendell Ave, Pittsfield, MA 01201

Property at 61 Pomeroy Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$269,000

6 beds2 baths3,081 sq ft

61 Pomeroy Ave, Pittsfield, MA 01201

Property at 138 Robbins Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$200,000

6 beds2 baths1,680 sq ft

138 Robbins Ave, Pittsfield, MA 01201

Property at 163 Linden St, Pittsfield, MA 01201, 1 bath

$51,900

0 beds1 bath2,446 sq ft

163 Linden St, Pittsfield, MA 01201

Property at 16 Harold St, Pittsfield, MA 01201

$58,000

— beds— baths— sq ft

16 Harold St, Pittsfield, MA 01201

Property at 33 Circular Ave, Pittsfield, MA 01201

$39,000

— beds— baths— sq ft

33 Circular Ave, Pittsfield, MA 01201

Average home prices near Downtown Pittsfield, MA

Cities

Adams homes for sale
$279,900
Cheshire homes for sale
$159,000
Great Barrington homes for sale
$696,500
Lee homes for sale
$524,000
Lenox homes for sale
$637,450
Pittsfield homes for sale
$356,950
Williamstown homes for sale
$785,000
Huntington homes for sale
$429,900
North Adams homes for sale
$263,450

Neighborhoods

West Side homes for sale
$197,500
Morningside homes for sale
$225,000

Downtown Pittsfield, MA real estate trends

All Home Types trends in Downtown Pittsfield, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$270,000

+20.0% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

Downtown Pittsfield, MA

$270,000

+20.0%

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Popular Markets in Massachusetts

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