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

Listing Courtesy of William Pitt Sotheby's - Lenox.

14 Alpine Trail
$589,000
  • 4 bed
  • 3/1 bath
  • 3,296 sqft

Listing Courtesy of William Pitt Sotheby's - Lenox.

68 Colt Rd
$995,000
  • 6 bed
  • 4/2 bath
  • 5,198 sqft
  • 0.79 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

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

Listing Courtesy of William Pitt Sotheby's - Lenox.

438/444 North St
$499,000
  • 3,617 sqft
  • 0.08 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

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

Listing Courtesy of William Pitt Sotheby's - Lenox.

68 Brookside Dr
$549,900
  • 4 bed
  • 2/1 bath
  • 2,646 sqft
  • 0.3 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

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

Listing Courtesy of William Pitt Sotheby's - Lenox.

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
$500/mo
  • 0/2 bath
  • 1,857 sqft

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

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438 North St
$275,000
  • 1,650 sqft
  • 0.03 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

17 Kittredge Rd
$525,000
  • 4 bed
  • 2/1 bath
  • 2,430 sqft
  • 3.32 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

32 Velma Ave
$349,500
  • 3 bed
  • 1 bath
  • 1,346 sqft
  • 0.21 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

0 Cheshire Rd
$90,000
  • 2.82 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

Pittsfield Real Estate Market

Single Family Homes
November 2025
November 2024
Pittsfield, MA Average Days on Market
November 2025 74
November 2024 62  +19.9%
Median Sales Price homes in Pittsfield
November 2025 $267K
November 2024 $267K  -0.1%
Pittsfield, MA Average Price per Square Foot
November 2025 $233
November 2024 $195  +19.6%
Total Single Family Homes Sold in Pittsfield, MA
November 2025 31
November 2024 40  -22.5%

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 © 2025 Berkshire County Board of Realtors.