Compare towns

Chester vs Putnam vs Windsor

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 most expensive homes ($442k median).
Putnam has the most renters (40.2% rent).
Windsor has the shortest commute (21 min average).

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.

MeasureChesterPutnamWindsor
People
Population
3,825Lowest
9,292
29,468Highest
Median age
54±3.4Highest
31% above CT
43.7±3Lowest
6% above CT
43.7±1.9Lowest
6% above CT
Kids under 18
17.5%±4.9Lowest
CT: 20.2%
18.6%±3.6
CT: 20.2%
19.2%±2.1Highest
CT: 20.2%
Windsor and Putnam are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
26.8%±4Highest
CT: 18.5%
18.5%±3.1Lowest
CT: 18.5%
20%±2
CT: 18.5%
Bachelor’s degree+adults 25+
47.9%Highest
CT: 42.5%
20%Lowest
CT: 42.5%
43.2%
CT: 42.5%
Enrolled in collegeshare of residents
4%±2.9
CT: 7.1%
3.9%±1.4Lowest
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
Windsor and Chester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$109,191±$18kHighest
14% above CT
$70,561±$7kLowest
26% below CT
$104,725±$8k
9% above CT
Chester and Windsor 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
$269,200±$11kLowest
27% below CT
$305,200±$11k
17% below CT
Rentmedian gross, monthly
$1,549±$247
4% above CT
$1,149±$44Lowest
23% below CT
$1,681±$62Highest
13% above CT
Windsor and Chester 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
$3,860Lowest
42% below CT
$5,351
19% below CT
Renters paying 30%+of income on rent
57.4%±22.1Highest
CT: 52.6%
37.7%±11.6Lowest
CT: 52.6%
44.9%±10.9
CT: 52.6%
Chester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
11.8%Highest
CT: 10%
11.5%
CT: 10%
6.7%Lowest
CT: 10%
Housing
Homeownersof occupied homes
73.2%
CT: 66.5%
59.8%Lowest
CT: 66.5%
82.4%Highest
CT: 66.5%
Typical home builtmedian year
1969
2 yrs newer than CT
1961Lowest
6 yrs older than CT
1970Highest
3 yrs newer than CT
Getting to work
Average commuteone way
28 minHighest
7% above CT
25 min
6% below CT
21 minLowest
19% below CT
Work from home
18.3%±5.6Highest
CT: 16%
9%±2.8Lowest
CT: 16%
16.1%±3.2
CT: 16%
Chester and Windsor 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 #128 of 149 in CT #117 of 149 in CT
School district Chester School District Putnam School District Capitol Region Education Council · Windsor School District
High school in town None in town Putnam High School Windsor High School
Students per teacherat that high school —
9.5Lowest
10.2Highest
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.