Compare towns

Cheshire vs Windham vs Brookfield vs Trumbull

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).
Windham has the most affordable homes ($210k median).
Trumbull has the most kids (26.9% under 18).

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.

MeasureCheshireWindhamBrookfieldTrumbull
People
Population
29,040
23,961
17,706Lowest
37,281Highest
Median age
44.9±1.4Highest
9% above CT
33.7±1.9Lowest
18% below CT
44.3±1.8
8% above CT
41.7±1.3
about the CT average
Cheshire and Brookfield are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
21.9%±2.3
CT: 20.2%
20.1%±2.4Lowest
CT: 20.2%
22.7%±3
CT: 20.2%
26.9%±2.3Highest
CT: 20.2%
Trumbull and Brookfield 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%
14.3%±1.9Lowest
CT: 18.5%
18.8%±2.8
CT: 18.5%
18.1%±1.4
CT: 18.5%
Cheshire and Brookfield 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%
22.7%Lowest
CT: 42.5%
58.3%
CT: 42.5%
60.1%
CT: 42.5%
Enrolled in collegeshare of residents
4.5%±1.1
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
4.3%±1.4
CT: 7.1%
4.1%±0.9Lowest
CT: 7.1%
Cost of living
Household incomemedian
$146,528±$12k
53% above CT
$55,736±$5kLowest
42% below CT
$148,360±$11k
55% above CT
$163,073±$11kHighest
70% above CT
Trumbull and Brookfield 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
$209,800±$9kLowest
43% below CT
$479,700±$24k
31% above CT
$547,300±$21kHighest
49% above CT
Rentmedian gross, monthly
$1,398±$116
6% below CT
$1,107±$69Lowest
26% below CT
$1,892±$183
27% above CT
$2,266±$255Highest
52% above CT
Trumbull and Brookfield 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
$4,633Lowest
30% below CT
$7,594
14% above CT
$10,000+Highest
at least 51% above CT
Renters paying 30%+of income on rent
44.9%±6.3
CT: 52.6%
57.1%±8.1
CT: 52.6%
35.9%±13.1Lowest
CT: 52.6%
60.8%±11.9Highest
CT: 52.6%
Trumbull and Windham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
5%
CT: 10%
20.7%Highest
CT: 10%
4.1%Lowest
CT: 10%
5.3%
CT: 10%
Housing
Homeownersof occupied homes
86.6%
CT: 66.5%
47.4%Lowest
CT: 66.5%
86.5%
CT: 66.5%
89.7%Highest
CT: 66.5%
Typical home builtmedian year
1974
7 yrs newer than CT
1956Lowest
11 yrs older than CT
1978Highest
11 yrs newer than CT
1965
2 yrs older than CT
Getting to work
Average commuteone way
29 min
9% above CT
24 minLowest
8% below CT
28 min
6% above CT
33 minHighest
25% above CT
Work from home
19.1%±2.7
CT: 16%
6.1%±1.7Lowest
CT: 16%
16.3%±3
CT: 16%
22.5%±3.2Highest
CT: 16%
Trumbull and Cheshire 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 #143 of 149 in CT #67 of 149 in CT #26 of 149 in CT
School district Cheshire School District Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Brookfield School District Trumbull School District
High school in town Cheshire High School Windham High School Brookfield High School Trumbull High School
Students per teacherat that high school
11.6
9.8Lowest
12.7
14.5Highest
On TownTapestry
Old photos in History None yet 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.