MLS Listings for Sale in Pittsfield, MA

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ABOUT THIS HOME
MLS Listings for Sale in Pittsfield, MA
Welcome to this beautifully cared-for 2-bedroom home, proudly maintained by its original owners. Thoughtfully designed and full of charm, this property features an expansive open floor plan flooded with natural light, showcasing the original oak hardwood floors that remain in excellent condition. The generous-sized bedrooms offer comfort and space, while the first-floor bathroom includes the convenience of main-level laundry. At the rear of the home, a sun-drenched, heated sunroom overlooks the private backyard—perfect for enjoying year-round views and extra living space. The upstairs level is a true bonus, offering tall ceilings, large windows, and existing electric—making it i

$239,000

2 beds1 bath1,280 sq ft

315 Lenox Ave, Pittsfield, MA 01201

Large windows • Open floor plan • Heated sunroom

OPEN SUN, 11AM TO 12:30PM

ABOUT THIS HOME
MLS Listings for Sale in Pittsfield, MA
Light-filled end-unit condo with a garage & resort-style amenities! Welcome to this bright 2-bedroom home featuring a spacious living room with a stunning flagstone fireplace and large windows that flood the space with natural light. Relaxing private balcony facing the woods. Both bedrooms have generous space. Perks include in-unit laundry, extra storage, and your own garage. Located in a beautifully landscaped community with a pool and picnic area. HOA fees include: cable, exterior maintenance, landscaping, master insurance, road maintenance, sewer, water, snow removal, swimming pool, trash removal.

$264,900

2 beds1 bath1,227 sq ft

46 Churchill Crst #46, Pittsfield, MA 01201

Flagstone fireplace • Formal dining room • Landscaped grounds

ABOUT THIS HOME
MLS Listings for Sale in Pittsfield, MA
This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to come. Step outside to your private backyard oasis with an in-ground pool and plenty of space for entertaining, relaxing, or soaking up the summer sun. With its prime location, classic Cape style, and thoughtful updates, this home beautifully combines comfort, convenience, and character.

$299,000

4 beds1 bath1,285 sq ft

156 Draper Ave, Pittsfield, MA 01201

Functional kitchen • In-ground pool • Recent updates

ABOUT THIS HOME
MLS Listings for Sale in Pittsfield, MA
Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of space for family or guests. The finished lower level includes a versatile family room, 1/2 bath, laundry room and access to the 2 car garage. Perfectly set on approx . 42 acres of land this property offers mountain views, yet in a neighborhood setting. This home comes with a one year transferable home

$469,900

4 beds2.5 baths2,300 sq ft

59 Joan Dr, Pittsfield, MA 01201

Open floor plan • Wrap around deck • Mountain views

ABOUT THIS HOME
MLS Listings for Sale in Pittsfield, MA
This beautifully renovated three-bedroom, one-bath Cape style home is ready for its next chapter. Thoughtful updates include a newer roof, windows, vinyl siding, kitchen, and bathroom, plus brand-new appliances, doors, insulation, and a high-efficiency tankless hot water heater. Freshly painted throughout, every room feels clean, bright, and welcoming. The interior features hardwood floors, a cozy wood-burning fireplace, and a versatile seasonal room ideal for relaxing or entertaining. Step outside to enjoy a newly paved driveway, refreshed landscaping, and inviting curb appeal. Nestled in a quiet neighborhood in central Pittsfield, this home offers comfort, style, and peace of mind—s

$349,500

3 beds1 bath1,346 sq ft

32 Velma Ave, Pittsfield, MA 01201

Newly paved driveway • Newer roof • New appliances

Property at 81 Northumberland Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$414,000

4 beds2 baths1,843 sq ft

81 Northumberland Rd, Pittsfield, MA 01201

Property at 50 Bellmore Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths2,477 sq ft

50 Bellmore Dr, Pittsfield, MA 01201

Property at 17 Kittredge Rd, Pittsfield, MA 01201, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,430 sq ft

17 Kittredge Rd, Pittsfield, MA 01201

Property at 68 Brookside Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,646 sq ft

68 Brookside Dr, Pittsfield, MA 01201

Property at 144 Kittredge Rd, Pittsfield, MA 01201, 3 beds, 2.5 baths

$419,900

3 beds2.5 baths2,093 sq ft

144 Kittredge Rd, Pittsfield, MA 01201

Property at 29 Crystal St, Pittsfield, MA 01201, 3 beds, 1 bath

$239,900

3 beds1 bath875 sq ft

29 Crystal St, Pittsfield, MA 01201

Property at 26 Crosier Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$225,000

3 beds2 baths1,504 sq ft

26 Crosier Ave, Pittsfield, MA 01201

Property at 71 S Church St Unit S 102, Pittsfield, MA 01201, 1 bed, 1 bath

$250,800

1 bed1 bath1,200 sq ft

71 S Church St Unit S 102, Pittsfield, MA 01201

Property at 103 Alpine Trl, Pittsfield, MA 01201, 3 beds, 2.5 baths

$759,000

3 beds2.5 baths2,381 sq ft

103 Alpine Trl, Pittsfield, MA 01201

Property at 112 Silver St, Lanesborough, MA 01237, 4 beds, 2.5 baths

$814,900

4 beds2.5 baths2,523 sq ft

112 Silver St, Lanesborough, MA 01237

Property at 20 Pine Rd, Richmond, MA 01254, 2 beds, 1 bath

$299,000

2 beds1 bath528 sq ft

20 Pine Rd, Richmond, MA 01254

Property at 53 Churchill Crst #53, Pittsfield, MA 01201, 2 beds, 2 baths

$249,900

2 beds2 baths1,377 sq ft

53 Churchill Crst #53, Pittsfield, MA 01201

Property at 261-263 Pomeroy Ave, Pittsfield, MA 01201, 8 beds, 4 baths

$360,000

8 beds4 baths3,266 sq ft

261-263 Pomeroy Ave, Pittsfield, MA 01201

Property at 35 Chapman Rd, Pittsfield, MA 01201, 2 beds, 2.5 baths

$570,000

2 beds2.5 baths1,814 sq ft

35 Chapman Rd, Pittsfield, MA 01201

Property at 51 Churchill Crst #51, Pittsfield, MA 01201, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,863 sq ft

51 Churchill Crst #51, Pittsfield, MA 01201

Property at 48 Brown St, Pittsfield, MA 01201, 12 beds, 5 baths

$70,000

12 beds5 baths4,032 sq ft

48 Brown St, 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 8 Northbrook Ln, Pittsfield, MA 01201, 4 beds, 3 baths

$1,199,000

4 beds3 baths3,100 sq ft

8 Northbrook Ln, Pittsfield, MA 01201

Property at 63 Reuter Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$240,000

3 beds1 bath822 sq ft

63 Reuter Ave, Pittsfield, MA 01201

Property at 24 Glenwood Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$179,900

6 beds2 baths2,376 sq ft

24 Glenwood Ave, Pittsfield, MA 01201

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

$5,499,500

8 beds6.5 baths6,986 sq ft

140 Hancock Rd, Pittsfield, MA 01201

Property at 242 Wahconah St, Pittsfield, MA 01201, 6 beds, 2 baths

$170,000

6 beds2 baths2,128 sq ft

242 Wahconah St, Pittsfield, MA 01201

Property at 2 Amy Ct #2, Pittsfield, MA 01201, 4 beds, 3.5 baths

$599,900

4 beds3.5 baths3,561 sq ft

2 Amy Ct #2, Pittsfield, MA 01201

Property at 14 Highland Ave, Pittsfield, MA 01201, 16 beds, 12 baths

$1,475,000

16 beds12 baths8,608 sq ft

14 Highland Ave, Pittsfield, MA 01201

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

$314,900

6 beds3 baths3,366 sq ft

151 Onota 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 47 Gale Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$430,000

3 beds1.5 baths1,456 sq ft

47 Gale Ave, Pittsfield, MA 01201

Property at 252 Wahconah St, Pittsfield, MA 01201, 4 beds, 3 baths

$105,900

4 beds3 baths1,933 sq ft

252 Wahconah St, Pittsfield, MA 01201

Property at 40 Pecks Rd, Pittsfield, MA 01201

$850,000

0 beds— baths18,000 sq ft

40 Pecks Rd, Pittsfield, MA 01201

Property at 4 Filomena Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,464 sq ft

4 Filomena Dr, Pittsfield, MA 01201

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 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

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 561 Pecks Rd, Pittsfield, MA 01201, 2 beds, 2 baths

$534,900

2 beds2 baths1,136 sq ft

561 Pecks Rd, 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 16 Iroquois, Lanesborough, MA 01237, 3 beds, 2 baths

$579,000

3 beds2 baths2,418 sq ft

16 Iroquois, Lanesborough, MA 01237

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MLS Listings for Sale in Pittsfield

There are currently 168 mls listings for sale in Pittsfield at a median listing price of $345K. 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 50 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, 52 homes have been sold in Pittsfield. In addition to houses in Pittsfield, there were also 22 condos, 2 townhouses, and 29 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.

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