Compare towns

Cheshire vs Killingly vs Trumbull vs South Windsor

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

What stands out worked out from the figures below

Cheshire has the oldest population (median age 44.9).
Killingly has the most affordable homes ($289k median).
Trumbull has the most expensive homes ($547k median).
South Windsor has the most people working from home (27.5%).

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.

MeasureCheshireKillinglyTrumbullSouth Windsor
People
Population
29,040
17,867Lowest
37,281Highest
26,907
Median age
44.9±1.4Highest
9% above CT
39.5±3Lowest
4% below CT
41.7±1.3
about the CT average
41.2±1.3
about the CT average
Kids under 18
21.9%±2.3
CT: 20.2%
19.8%±2.3Lowest
CT: 20.2%
26.9%±2.3Highest
CT: 20.2%
23.4%±2
CT: 20.2%
Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21.3%±1.8Highest
CT: 18.5%
19.7%±2.4
CT: 18.5%
18.1%±1.4
CT: 18.5%
17.8%±1.7Lowest
CT: 18.5%
Cheshire and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
60.7%Highest
CT: 42.5%
22.9%Lowest
CT: 42.5%
60.1%
CT: 42.5%
58.9%
CT: 42.5%
Enrolled in collegeshare of residents
4.5%±1.1
CT: 7.1%
5.4%±1.9
CT: 7.1%
4.1%±0.9Lowest
CT: 7.1%
6.1%±1.2Highest
CT: 7.1%
South Windsor and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$146,528±$12k
53% above CT
$84,350±$8kLowest
12% below CT
$163,073±$11kHighest
70% above CT
$144,961±$10k
51% above CT
Trumbull and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$440,000±$17k
20% above CT
$288,600±$15kLowest
21% below CT
$547,300±$21kHighest
49% above CT
$375,100±$12k
about the CT average
Rentmedian gross, monthly
$1,398±$116
6% below CT
$1,044±$141Lowest
30% below CT
$2,266±$255Highest
52% above CT
$1,864±$214
25% above CT
Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$7,755
17% above CT
$3,922Lowest
41% below CT
$10,000+Highest
at least 51% above CT
$7,888
19% above CT
Renters paying 30%+of income on rent
44.9%±6.3
CT: 52.6%
42.8%±10.9Lowest
CT: 52.6%
60.8%±11.9Highest
CT: 52.6%
49.9%±10.7
CT: 52.6%
Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
5%
CT: 10%
11.4%Highest
CT: 10%
5.3%
CT: 10%
4.9%Lowest
CT: 10%
Housing
Homeownersof occupied homes
86.6%
CT: 66.5%
71.6%Lowest
CT: 66.5%
89.7%Highest
CT: 66.5%
84.9%
CT: 66.5%
Typical home builtmedian year
1974
7 yrs newer than CT
1968
1 yr newer than CT
1965Lowest
2 yrs older than CT
1980Highest
13 yrs newer than CT
Getting to work
Average commuteone way
29 min
9% above CT
28 min
5% above CT
33 minHighest
25% above CT
23 minLowest
13% below CT
Work from home
19.1%±2.7
CT: 16%
11.1%±2.3Lowest
CT: 16%
22.5%±3.2
CT: 16%
27.5%±3.2Highest
CT: 16%
South Windsor and Trumbull 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 #18 of 149 in CT #136 of 149 in CT #26 of 149 in CT #40 of 149 in CT
School district Cheshire School District Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Trumbull School District Capitol Region Education Council · South Windsor School District
High school in town Cheshire High School Killingly High School Trumbull High School South Windsor High School
Students per teacherat that high school
11.6
11.1Lowest
14.5Highest
11.4
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.