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21-25 First St
$309,000
  • 3,000 sqft
  • 0.07 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.

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.

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

Listing Courtesy of William Pitt Sotheby's - Lenox.

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

Listing Courtesy of William Pitt Sotheby's - Lenox.

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

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

Lot 25 Old Farm Ln
$35,000
  • 1.08 acres

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

Lot 24 Old Farm Ln
$45,000
  • 1.08 acres

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

Lot 23 Old Farm Ln
$55,000
  • 1 acres

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

243 Robbins Ave
$169,900
  • 2 bed
  • 1 bath
  • 747 sqft
  • 0.07 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

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122 Blythewood Dr
$1,999,000
  • 3 bed
  • 3 bath
  • 3,091 sqft
  • 1.25 acres

Listing Courtesy of William Pitt Sotheby's - Lenox.

32 Aspen Way
$600,000
  • 3 bed
  • 2 bath
  • 2,030 sqft

Listing Courtesy of William Pitt Sotheby's - Lenox.

Pittsfield Real Estate Market

Single Family Homes
May 2026
May 2025
Pittsfield, MA Average Days on Market
May 2026 71
May 2025 59  +21.6%
Median Sales Price homes in Pittsfield
May 2026 $325K
May 2025 $295K  +10.2%
Pittsfield, MA Average Price per Square Foot
May 2026 $214
May 2025 $209  +2.4%
Total Single Family Homes Sold in Pittsfield, MA
May 2026 37
May 2025 41  -9.8%

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.