Compare towns

Trumbull vs Cheshire 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

Trumbull has the most expensive homes ($547k median).
Cheshire has the oldest population (median age 44.9).
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.

MeasureTrumbullCheshireSouth Windsor
People
Population
37,281Highest
29,040
26,907Lowest
Median age
41.7±1.3
about the CT average
44.9±1.4Highest
9% above CT
41.2±1.3Lowest
about the CT average
Kids under 18
26.9%±2.3Highest
CT: 20.2%
21.9%±2.3Lowest
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+
18.1%±1.4
CT: 18.5%
21.3%±1.8Highest
CT: 18.5%
17.8%±1.7Lowest
CT: 18.5%
Cheshire and Trumbull are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
60.1%
CT: 42.5%
60.7%Highest
CT: 42.5%
58.9%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
4.1%±0.9Lowest
CT: 7.1%
4.5%±1.1
CT: 7.1%
6.1%±1.2Highest
CT: 7.1%
South Windsor and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$163,073±$11kHighest
70% above CT
$146,528±$12k
53% above CT
$144,961±$10kLowest
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
$547,300±$21kHighest
49% above CT
$440,000±$17k
20% above CT
$375,100±$12kLowest
about the CT average
Rentmedian gross, monthly
$2,266±$255Highest
52% above CT
$1,398±$116Lowest
6% below 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
$10,000+Highest
at least 51% above CT
$7,755Lowest
17% above CT
$7,888
19% above CT
Renters paying 30%+of income on rent
60.8%±11.9Highest
CT: 52.6%
44.9%±6.3Lowest
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
5.3%Highest
CT: 10%
5%
CT: 10%
4.9%Lowest
CT: 10%
Housing
Homeownersof occupied homes
89.7%Highest
CT: 66.5%
86.6%
CT: 66.5%
84.9%Lowest
CT: 66.5%
Typical home builtmedian year
1965Lowest
2 yrs older than CT
1974
7 yrs newer than CT
1980Highest
13 yrs newer than CT
Getting to work
Average commuteone way
33 minHighest
25% above CT
29 min
9% above CT
23 minLowest
13% below CT
Work from home
22.5%±3.2
CT: 16%
19.1%±2.7Lowest
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 #26 of 149 in CT #18 of 149 in CT #40 of 149 in CT
School district Trumbull School District Cheshire School District Capitol Region Education Council · South Windsor School District
High school in town Trumbull High School Cheshire High School South Windsor High School
Students per teacherat that high school
14.5Highest
11.6
11.4Lowest
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.