Compare towns

Chester vs Windham vs Chester Center

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).
Chester Center has the most people working from home (19.9%).

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.

MeasureChesterWindhamChester Center
People
Population
3,825
23,961Highest
2,026Lowest
Growth since 20102010 → 2020 census — —
+10.4%
CT: +0.9%
Median age
54±3.4Highest
31% above CT
33.7±1.9Lowest
18% below CT
44.9±13.7
9% above CT
Chester and Chester Center are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
17.5%±4.9Lowest
CT: 20.2%
20.1%±2.4Highest
CT: 20.2%
17.6%±5.1
CT: 20.2%
Windham and Chester Center 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%
33.7%±5.7Highest
CT: 18.5%
Chester Center 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%Highest
CT: 42.5%
22.7%Lowest
CT: 42.5%
40.1%
CT: 42.5%
Enrolled in collegeshare of residents
4%±2.9Lowest
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
5.7%±4.5
CT: 7.1%
Cost of living
Household incomemedian
$109,191±$18kHighest
14% above CT
$55,736±$5kLowest
42% below CT
$89,375±$43k
7% below CT
Chester and Chester Center are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$442,200±$25kHighest
21% above CT
$209,800±$9kLowest
43% below CT
$422,500±$48k
15% above CT
Chester and Chester Center 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±$69Lowest
26% below CT
$1,473±$358
about the CT average
Chester and Chester Center are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$6,364Highest
4% below CT
$4,633Lowest
30% below CT
$5,867
12% below CT
Renters paying 30%+of income on rent
57.4%±22.1Highest
CT: 52.6%
57.1%±8.1
CT: 52.6%
49.1%±30.2Lowest
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%Lowest
CT: 10%
20.7%Highest
CT: 10%
17.1%
CT: 10%
Housing
Homeownersof occupied homes
73.2%Highest
CT: 66.5%
47.4%Lowest
CT: 66.5%
69.2%
CT: 66.5%
Typical home builtmedian year
1969Highest
2 yrs newer than CT
1956Lowest
11 yrs older than CT
1960
7 yrs older than CT
Getting to work
Average commuteone way
28 minHighest
7% above CT
24 minLowest
8% below CT
25 min
7% below CT
Work from home
18.3%±5.6
CT: 16%
6.1%±1.7Lowest
CT: 16%
19.9%±9.2Highest
CT: 16%
Chester Center 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 —
School district Chester School District Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS —
High school in town None in town Windham High School —
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.