Compare towns

Windsor vs Killingly vs Chesterfield

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

What stands out worked out from the figures below

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

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.

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