Compare towns

Winchester vs Derby vs Plainville

Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.

What stands out worked out from the figures below

Winchester has the oldest population (median age 49.1).
Derby has the most people working from home (15.1%).
Plainville has the shortest commute (21 min average).

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.

MeasureWinchesterDerbyPlainville
People
Population
10,284Lowest
12,487
17,551Highest
Growth since 20102010 → 2020 census —
-4.5%
CT: +0.9%
—
Median age
49.1±6.2Highest
19% above CT
46.4±3.1
13% above CT
44.3±1.5Lowest
8% above CT
Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.4%±2.9
CT: 20.2%
14.6%±2.9Lowest
CT: 20.2%
15.6%±2.3Highest
CT: 20.2%
Plainville and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
27.4%±5.1Highest
CT: 18.5%
21.1%±3.9
CT: 18.5%
20.1%±2.8Lowest
CT: 18.5%
Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
27.8%Lowest
CT: 42.5%
35.6%Highest
CT: 42.5%
30%
CT: 42.5%
Enrolled in collegeshare of residents
4.2%±1.7Lowest
CT: 7.1%
5.9%±2
CT: 7.1%
6.2%±1.6Highest
CT: 7.1%
Plainville and Derby are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$66,519±$12kLowest
31% below CT
$79,500±$11k
17% below CT
$84,343±$7kHighest
12% below CT
Plainville and Derby are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$249,500±$17kLowest
32% below CT
$256,700±$21kHighest
30% below CT
$254,000±$14k
31% below CT
Derby and Plainville are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,174±$116
21% below CT
$1,452±$95Highest
about the CT average
$1,126±$147Lowest
24% below CT
Property taxmedian, yearly
$4,780Lowest
28% below CT
$5,510Highest
17% below CT
$4,798
28% below CT
Renters paying 30%+of income on rent
48.9%±15.8
CT: 52.6%
53.9%±12.6Highest
CT: 52.6%
40.3%±12.4Lowest
CT: 52.6%
Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%Highest
CT: 10%
10.8%
CT: 10%
6.5%Lowest
CT: 10%
Housing
Homeownersof occupied homes
65.8%
CT: 66.5%
61.9%Lowest
CT: 66.5%
67.7%Highest
CT: 66.5%
Typical home builtmedian year
1955Lowest
12 yrs older than CT
1967
same as CT
1971Highest
4 yrs newer than CT
Getting to work
Average commuteone way
26 min
about the CT average
27 minHighest
about the CT average
21 minLowest
20% below CT
Work from home
6.9%±2.7Lowest
CT: 16%
15.1%±4.8Highest
CT: 16%
10.7%±2
CT: 16%
Derby and Plainville are within the Census margin of error here, so we can’t say which is really higher.
Schools
Public school scoresrank in state, math + reading #97 of 149 in CT #138 of 149 in CT #89 of 149 in CT
School district Explorations District · Regional School District 07 Derby School District Judicial Centers · Plainville School District
High school in town Northwestern Regional High School Derby High School Plainville High School
Students per teacherat that high school
9.7Lowest
9.7Lowest
11.4Highest
On TownTapestry
Old photos in History None yet None yet None yet

CT 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.