Compare towns

Chester vs Windham vs Kent

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

What stands out worked out from the figures below

Chester has the highest household income ($109k).
Windham has the most affordable homes ($210k median).
Kent has the most people working from home (21.5%).

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.

MeasureChesterWindhamKent
People
Population
3,825
23,961Highest
3,056Lowest
Median age
54±3.4
31% above CT
33.7±1.9Lowest
18% below CT
55.8±4.3Highest
36% above CT
Kent and Chester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
17.5%±4.9
CT: 20.2%
20.1%±2.4Highest
CT: 20.2%
12.2%±3.4Lowest
CT: 20.2%
Windham and Chester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
26.8%±4
CT: 18.5%
14.3%±1.9Lowest
CT: 18.5%
30.6%±6.5Highest
CT: 18.5%
Kent and Chester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
47.9%
CT: 42.5%
22.7%Lowest
CT: 42.5%
55.5%Highest
CT: 42.5%
Enrolled in collegeshare of residents
4%±2.9Lowest
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
7.2%±3.2
CT: 7.1%
Cost of living
Household incomemedian
$109,191±$18kHighest
14% above CT
$55,736±$5kLowest
42% below CT
$96,064±$16k
about the CT average
Chester and Kent are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$442,200±$25k
21% above CT
$209,800±$9kLowest
43% below CT
$470,900±$78kHighest
28% above CT
Kent and Chester are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,549±$247Highest
4% above CT
$1,107±$69
26% below CT
$688±$205Lowest
54% below CT
Property taxmedian, yearly
$6,364Highest
4% below CT
$4,633
30% below CT
$4,520Lowest
32% below CT
Renters paying 30%+of income on rent
57.4%±22.1Highest
CT: 52.6%
57.1%±8.1
CT: 52.6%
11.5%±11.1Lowest
CT: 52.6%
Chester and Windham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
11.8%
CT: 10%
20.7%Highest
CT: 10%
9%Lowest
CT: 10%
Housing
Homeownersof occupied homes
73.2%Highest
CT: 66.5%
47.4%Lowest
CT: 66.5%
70.9%
CT: 66.5%
Typical home builtmedian year
1969
2 yrs newer than CT
1956Lowest
11 yrs older than CT
1971Highest
4 yrs newer than CT
Getting to work
Average commuteone way
28 minHighest
7% above CT
24 min
8% below CT
20 minLowest
23% below CT
Work from home
18.3%±5.6
CT: 16%
6.1%±1.7Lowest
CT: 16%
21.5%±6.4Highest
CT: 16%
Kent and Chester 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 #8 of 149 in CT #143 of 149 in CT #20 of 149 in CT
School district Chester School District Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Kent School District
High school in town None in town Windham High School None in town
Students per teacherat that high school —
9.8
—
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.