Compare towns

Chesterfield vs Killingly vs Windsor

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Chesterfield has the most expensive homes ($391k median).
Killingly has the most affordable homes ($289k median).
Windsor has the most people working from home (21.2%).

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.

MeasureChesterfieldKillinglyWindsor
People
Population
1,055Lowest
17,867Highest
1,065
Growth since 20102010 → 2020 census
-2.9%Highest
U.S.: +7.4%
—
-7.6%Lowest
U.S.: +7.4%
Median age
44.3±7.6
14% above U.S.
39.5±3Lowest
about the U.S. average
44.8±6.4Highest
15% above U.S.
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.1%±5.1
U.S.: 22%
19.8%±2.3Highest
U.S.: 22%
15.8%±5.1Lowest
U.S.: 22%
Killingly and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
24.3%±4.2Highest
U.S.: 17.2%
19.7%±2.4
U.S.: 17.2%
18.6%±4.9Lowest
U.S.: 17.2%
Chesterfield and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
34.3%
U.S.: 35.7%
22.9%Lowest
U.S.: 35.7%
41.5%Highest
U.S.: 35.7%
Enrolled in collegeshare of residents
2.7%±1.9Lowest
U.S.: 6.4%
5.4%±1.9Highest
U.S.: 6.4%
2.7%±1.7Lowest
U.S.: 6.4%
Killingly and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$103,967±$11k
29% above U.S.
$84,350±$8kLowest
4% above U.S.
$115,563±$10kHighest
43% above U.S.
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$390,800±$48kHighest
17% above U.S.
$288,600±$15kLowest
13% below U.S.
$389,700±$32k
17% above U.S.
Chesterfield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,078±$409Highest
24% below U.S.
$1,044±$141Lowest
26% below U.S.
—
Chesterfield and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,969Highest
91% above U.S.
$3,922
26% above U.S.
$3,867Lowest
24% above U.S.
Renters paying 30%+of income on rent
10.3%±84.4
U.S.: 51.1%
42.8%±10.9Highest
U.S.: 51.1%
0%±100Lowest
U.S.: 51.1%
Killingly and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6.4%
U.S.: 12.5%
11.4%Highest
U.S.: 12.5%
3.8%Lowest
U.S.: 12.5%
Housing
Homeownersof occupied homes
92.2%
U.S.: 65.2%
71.6%Lowest
U.S.: 65.2%
96.2%Highest
U.S.: 65.2%
Typical home builtmedian year
1976Highest
4 yrs older than U.S.
1968Lowest
12 yrs older than U.S.
1970
10 yrs older than U.S.
Getting to work
Average commuteone way
31 min
18% above U.S.
28 minLowest
6% above U.S.
37 minHighest
41% above U.S.
Work from home
13.4%±6.7
U.S.: 15.1%
11.1%±2.3Lowest
U.S.: 15.1%
21.2%±5.8Highest
U.S.: 15.1%
Windsor and Chesterfield 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 — #136 of 149 in CT —
School district Chesterfield-Goshen Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS —
High school in town None in town Killingly High School —
Students per teacherat that high school —
11.1
—
On TownTapestry
Old photos in History None yet None yet None yet

U.S. 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.