
Homes for Sale in Pittsfield
“Discover 23 homes in Pittsfield, Massachusetts”
Pittsfield Real Estate at a Glance
Current market statistics for Pittsfield, MA
23
Active Listings
$516K
Avg Price
$420K
Median Price
$208
Price/Sqft
2,476
Avg Sqft
73
Avg Days
Price Range
From
$29,900
To
$2,390,000
Nearby Cities
Explore homes for sale in cities near Pittsfield, Massachusetts
Editor's Picks
Our curated selection of the finest pittsfield homes
More Pittsfield Homes
More standout listings from across the Pittsfield market

$819K
5 Aspen Way
Pittsfield, MA

$699K
33 Alpine Trail
Pittsfield, MA

$425K
133 Pomeroy Ave
Pittsfield, MA

$200K
15 Buel St
Pittsfield, MA

$799K
15 Cherry Hill Dr
Pittsfield, MA

$478K
582 E New Lenox Rd
Pittsfield, MA

$360K
135 Allengate Ave
Pittsfield, MA

$349K
5 Marco Dr
Pittsfield, MA
Homes for Sale in Pittsfield
Every active listing in Pittsfield, browsable page by page.

$375K
40 Edward Ave
Pittsfield, MA

$375K
40 Edward Ave
Pittsfield, MA

$519K
133 Holmes Rd
Pittsfield, MA

$350K
38 Velma Ave
Pittsfield, MA

$200K
106 E Housatonic St
Pittsfield, MA

$195K
57 Adam St
Pittsfield, MA

$295K
96 Boylston St Ext
Pittsfield, MA

$155K
“5 Acre Land Parcel for Separate Sale at 365 Churchill St, Pittsfield, MA”
365 Churchill St
Pittsfield, MA

$425K
133 Pomeroy Ave
Pittsfield, MA

$819K
5 Aspen Way
Pittsfield, MA

$799K
15 Cherry Hill Dr
Pittsfield, MA

$819K
5 Aspen Way
Pittsfield, MA

$799K
15 Cherry Hill Dr
Pittsfield, MA

$1.8M
500 Williams St
Pittsfield, MA

$190K
395 Cheshire Rd.
Pittsfield, MA

$160K
15 Buel St
Pittsfield, MA

$215K
33 Maplewood Ave
Pittsfield, MA

$759K
103 Alpine Trail
Pittsfield, MA

$699K
33 Alpine Trail
Pittsfield, MA
Showing 1–19 of 23 · Page 1 of 1
Continue exploring Pittsfield
Turn the listings into a short list with a clearer read on the Pittsfield market, its neighborhoods, and the home features that matter to you.
Pittsfield Housing Market
Pittsfield sits in the Berkshires of western Massachusetts and functions as both a county seat and a regional center for surrounding hill towns. People who move here often include families looking for more space than nearby cities offer, professionals who can work remotely, and retirees drawn to a smaller community with access to outdoor recreation. Character varies by neighborhood, with a mix of older homes near the center and larger properties on the edges of town.
Read the full market guide
Daily life tends to revolve around local parks, a handful of restaurants and cafes, and cultural spots that draw from the broader Berkshire arts scene. Outdoor activities such as hiking and lake visits are common year-round. The city is served by the local public school district along with nearby private options for families who prefer them. The climate brings four distinct seasons, with cold, snowy winters and mild to warm summers that support both indoor and outdoor routines. At the moment the market shows 23 active listings, an average price of $515,843, and a median price of $419,900, giving buyers a range that stretches from under $30,000 fixer-uppers to properties above $2 million.
Median list price $419,900 · Range $29,900–$2,390,000 · 23 active listings
Frequently Asked Questions
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