Pittsfield, MA Real Estate & Homes for Sale

251 Listings Found:
  • Communities Pittsfield
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21-25 First St

Pittsfield, MA

21-25 First St
$329,900
  • 3,000 sqft
  • 0.07 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

1260 East St

Pittsfield, MA

1260 East St
$1,200,000
  • 11,620 sqft
  • 0.42 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

1 Federico Dr

Pittsfield, MA

1 Federico Dr
$1,299,900
  • 1/1 bath
  • 14,813 sqft
  • 1.88 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

306 Wahconah St

Pittsfield, MA

306 Wahconah St
$235,000
  • 902 sqft
  • 0.25 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

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4 Federico Dr

Pittsfield, MA

4 Federico Dr
$2,100,000
  • 0/4 bath
  • 14,400 sqft
  • 1.76 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

20 Bank Row

Pittsfield, MA

20 Bank Row
$500/mo
  • 0/2 bath
  • 1,857 sqft

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

5 Crofut St

Pittsfield, MA

5 Crofut St
$1,199,800
  • 9 bed
  • 4/1 bath
  • 5,319 sqft
  • 0.45 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

5 Crofut St

Pittsfield, MA

5 Crofut St
$889,900
  • 5 bed
  • 3/1 bath
  • 3,370 sqft
  • 0.33 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

17 Taconic Park Dr

Pittsfield, MA

17 Taconic Park Dr
$3,000/mo
  • 0/2 bath
  • 4,500 sqft

Listing Courtesy of William Pitt Sotheby's - Lenox.

25 Calumet St

Pittsfield, MA

25 Calumet St
$365,000
  • 4 bed
  • 1/1 bath
  • 1,600 sqft
  • 0.3 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

92 Elm St

Pittsfield, MA

92 Elm St
$375,000
  • 3,144 sqft
  • 0.23 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

Lot #26 Old Farm Rd

Pittsfield, MA

Lot #26 Old Farm Rd
$25,000
  • 1.51 acres

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

161 Leona Dr

Pittsfield, MA

161 Leona Dr
$699,900
  • 5 bed
  • 3/1 bath
  • 3,074 sqft
  • 0.46 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

42 Bryant St

Pittsfield, MA

42 Bryant St
$375,000
  • 4 bed
  • 2 bath
  • 2,240 sqft
  • 0.23 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

Pittsfield Real Estate Market

Single Family Homes
February 2026
February 2025
Pittsfield, MA Average Days on Market
February 2026 89
February 2025 78 +13.2%
Median Sales Price homes in Pittsfield
February 2026 $368K
February 2025 $299K +23.0%
Pittsfield, MA Average Price per Square Foot
February 2026 $220
February 2025 $225 -2.3%
Total Single Family Homes Sold in Pittsfield, MA
February 2026 16
February 2025 20 -20.0%

Pittsfield is within The Berkshires, Massachusetts

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The IDX information is provided exclusively for consumers’ personal, noncommercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Listings content © 2026 Berkshire County Board of Realtors.