Compare towns

Winchester vs Middlesex vs Pittsfield

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Winchester has the most affordable homes ($243k median).
Middlesex has grown the fastest since 2010 (+2.8%).
Pittsfield has the most renters (31.2% rent).

What matters to you?

Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.

MeasureWinchesterMiddlesexPittsfield
People
Population
4,212Highest
1,943Lowest
4,105
Growth since 20102010 → 2020 census
-4.4%Lowest
U.S.: +7.4%
+2.8%Highest
U.S.: +7.4%
-0.8%
U.S.: +7.4%
Median age
42.6±4.5
10% above U.S.
44.4±3.9Highest
14% above U.S.
41.5±5.1Lowest
7% above U.S.
Middlesex and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
18.9%±4.7Lowest
U.S.: 22%
21.3%±3.1Highest
U.S.: 22%
20.8%±6
U.S.: 22%
Middlesex and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
17.9%±3.9Lowest
U.S.: 17.2%
20.6%±3.7Highest
U.S.: 17.2%
18.7%±4.6
U.S.: 17.2%
Middlesex and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
20.3%Lowest
U.S.: 35.7%
54.7%Highest
U.S.: 35.7%
22.7%
U.S.: 35.7%
Enrolled in collegeshare of residents
2.4%±1.8Lowest
U.S.: 6.4%
5.2%±2.6Highest
U.S.: 6.4%
4.5%±3.1
U.S.: 6.4%
Middlesex and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$67,723±$11kLowest
16% below U.S.
$109,632±$13kHighest
36% above U.S.
$74,318±$14k
8% below U.S.
Home valuemedian, owner-occupied
$242,900±$20kLowest
27% below U.S.
$376,300±$40kHighest
13% above U.S.
$294,800±$30k
11% below U.S.
Rentmedian gross, monthly
$1,209±$143Lowest
14% below U.S.
$1,333±$359Highest
6% below U.S.
$1,239±$182
12% below U.S.
Middlesex and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,314Lowest
70% above U.S.
$6,483Highest
108% above U.S.
$5,694
83% above U.S.
Renters paying 30%+of income on rent
45%±17.7
U.S.: 51.1%
0%±100Lowest
U.S.: 51.1%
67.5%±27.3Highest
U.S.: 51.1%
Pittsfield and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
14.1%Highest
U.S.: 12.5%
3.8%Lowest
U.S.: 12.5%
11.3%
U.S.: 12.5%
Housing
Homeownersof occupied homes
72.7%
U.S.: 65.2%
96.7%Highest
U.S.: 65.2%
68.8%Lowest
U.S.: 65.2%
Typical home builtmedian year
1977Lowest
3 yrs older than U.S.
1986Highest
6 yrs newer than U.S.
1980
same as U.S.
Getting to work
Average commuteone way
29 minHighest
9% above U.S.
27 min
4% above U.S.
27 minLowest
about the U.S. average
Work from home
4.3%±2.4Lowest
U.S.: 15.1%
28.4%±10.7Highest
U.S.: 15.1%
11.6%±5
U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading #120 of 120 in NH — #93 of 120 in NH
School district Winchester School District Washington Central Unified Union School District #92 Pittsfield School District
High school in town None in town None in town Pittsfield High School
On TownTapestry
Old photos in History None yet None yet None yet

U.S. average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.