Compare towns

Derby vs Stepney vs Trumbull vs Winchester

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

What stands out worked out from the figures below

Derby has the most renters (38.1% rent).
Stepney has the most homeowners (96.4%).
Trumbull has the most people working from home (22.5%).
Winchester has the oldest population (median age 49.1).

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.

MeasureDerbyStepneyTrumbullWinchester
People
Population
12,487
3,979Lowest
37,281Highest
10,284
Growth since 20102010 → 2020 census
-4.5%
CT: +0.9%
— — —
Median age
46.4±3.1
13% above CT
47.1±5.6
15% above CT
41.7±1.3Lowest
about the CT average
49.1±6.2Highest
19% above CT
Winchester and Stepney are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.6%±2.9Lowest
CT: 20.2%
21.1%±5.6
CT: 20.2%
26.9%±2.3Highest
CT: 20.2%
15.4%±2.9
CT: 20.2%
Trumbull and Stepney are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21.1%±3.9
CT: 18.5%
17.7%±4.1Lowest
CT: 18.5%
18.1%±1.4
CT: 18.5%
27.4%±5.1Highest
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+
35.6%
CT: 42.5%
54.2%
CT: 42.5%
60.1%Highest
CT: 42.5%
27.8%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
5.9%±2
CT: 7.1%
10.1%±5.4Highest
CT: 7.1%
4.1%±0.9Lowest
CT: 7.1%
4.2%±1.7
CT: 7.1%
Stepney and Derby are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$79,500±$11k
17% below CT
$153,966±$16k
61% above CT
$163,073±$11kHighest
70% above CT
$66,519±$12kLowest
31% below CT
Trumbull and Stepney are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$256,700±$21k
30% below CT
$475,800±$53k
30% above CT
$547,300±$21kHighest
49% above CT
$249,500±$17kLowest
32% below CT
Trumbull and Stepney are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,452±$95
about the CT average
$2,750±$1kHighest
85% above CT
$2,266±$255
52% above CT
$1,174±$116Lowest
21% below CT
Stepney and Trumbull are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,510
17% below CT
$9,309
40% above CT
$10,000+Highest
at least 51% above CT
$4,780Lowest
28% below CT
Renters paying 30%+of income on rent
53.9%±12.6
CT: 52.6%
63.2%±48.8Highest
CT: 52.6%
60.8%±11.9
CT: 52.6%
48.9%±15.8Lowest
CT: 52.6%
Stepney and Trumbull are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
10.8%
CT: 10%
0.8%Lowest
CT: 10%
5.3%
CT: 10%
12.8%Highest
CT: 10%
Housing
Homeownersof occupied homes
61.9%Lowest
CT: 66.5%
96.4%Highest
CT: 66.5%
89.7%
CT: 66.5%
65.8%
CT: 66.5%
Typical home builtmedian year
1967
same as CT
1982Highest
15 yrs newer than CT
1965
2 yrs older than CT
1955Lowest
12 yrs older than CT
Getting to work
Average commuteone way
27 min
about the CT average
37 minHighest
41% above CT
33 min
25% above CT
26 minLowest
about the CT average
Work from home
15.1%±4.8
CT: 16%
9.8%±4.3
CT: 16%
22.5%±3.2Highest
CT: 16%
6.9%±2.7Lowest
CT: 16%
Trumbull and Derby 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 #138 of 149 in CT — #26 of 149 in CT #97 of 149 in CT
School district Derby School District — Trumbull School District Explorations District · Regional School District 07
High school in town Derby High School — Trumbull High School Northwestern Regional High School
Students per teacherat that high school
9.7Lowest
—
14.5Highest
9.7Lowest
On TownTapestry
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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.