Compare towns
Windsor vs Killingly vs Chesterfield vs Cheshire
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 renters (28.4% rent).
Chesterfield has the most expensive homes ($391k median).
Cheshire has the oldest population (median age 53.7).
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.
| Measure | Windsor | Killingly | Chesterfield | Cheshire |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 1,065 |
17,867Highest |
1,055Lowest |
3,216 |
| Growth since 20102010 → 2020 census | -7.6%Lowest U.S.: +7.4% |
— | -2.9% U.S.: +7.4% |
+0.7%Highest U.S.: +7.4% |
| Median age | 44.8±6.4 15% above U.S. |
39.5±3Lowest about the U.S. average |
44.3±7.6 14% above U.S. |
53.7±4.5Highest 38% above U.S. |
| Cheshire and Windsor are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 15.8%±5.1 U.S.: 22% |
19.8%±2.3Highest U.S.: 22% |
19.1%±5.1 U.S.: 22% |
15.3%±4.2Lowest 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%±4.2 U.S.: 17.2% |
30.5%±7.1Highest U.S.: 17.2% |
| Cheshire and Chesterfield 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% |
26.9% 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% |
5%±2.5 U.S.: 6.4% |
| Killingly and Cheshire 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±$8k 4% above U.S. |
$103,967±$11k 29% above U.S. |
$69,803±$14kLowest 14% below 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±$15k 13% below U.S. |
$390,800±$48kHighest 17% above U.S. |
$268,200±$48kLowest 19% below 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 | $3,867 24% above U.S. |
$3,922 26% above U.S. |
$5,969Highest 91% above U.S. |
$3,005Lowest 4% below 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% |
21.2%±24 U.S.: 51.1% |
| Killingly and Cheshire 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% |
8.6% 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% |
89% U.S.: 65.2% |
| Typical home builtmedian year | 1970 10 yrs older than U.S. |
1968 12 yrs older than U.S. |
1976Highest 4 yrs older than U.S. |
1964Lowest 16 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. |
29 min 10% above U.S. |
| Work from home | 21.2%±5.8Highest U.S.: 15.1% |
11.1%±2.3 U.S.: 15.1% |
13.4%±6.7 U.S.: 15.1% |
4.4%±2.7Lowest 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 | — | #274 of 282 in MA |
| School district | — | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Chesterfield-Goshen | Hoosac Valley Regional |
| High school in town | — | Killingly High School | None in town | Hoosac Valley High School |
| Students per teacherat that high school | — | 11.1Highest |
— | 10.5Lowest |
| On TownTapestry | ||||
| Old photos in History | None yet | 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.