Compare towns
Chesterfield vs Killingly vs Upton 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
Killingly has the most affordable homes ($289k median).
Upton has the most expensive homes ($577k median).
Windsor has the most homeowners (96.2%).
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.
| Measure | Chesterfield | Killingly | Upton | Windsor |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 1,055Lowest |
17,867Highest |
8,189 |
1,065 |
| Growth since 20102010 → 2020 census | -2.9% U.S.: +7.4% |
— | +6.1%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 |
46.4±4.8Highest 19% above U.S. |
44.8±6.4 15% above U.S. |
| Upton and Windsor 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%±2.3 U.S.: 22% |
23.2%±4.5Highest U.S.: 22% |
15.8%±5.1Lowest U.S.: 22% |
| Upton and Killingly 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% |
20.7%±4.9 U.S.: 17.2% |
18.6%±4.9Lowest U.S.: 17.2% |
| Chesterfield and Upton 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% |
53.5%Highest U.S.: 35.7% |
41.5% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 2.7%±1.9 U.S.: 6.4% |
5.4%±1.9Highest U.S.: 6.4% |
2.4%±1.3Lowest U.S.: 6.4% |
2.7%±1.7 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. |
$155,508±$33kHighest 93% above U.S. |
$115,563±$10k 43% above U.S. |
| Upton and Windsor are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $390,800±$48k 17% above U.S. |
$288,600±$15kLowest 13% below U.S. |
$576,700±$41kHighest 73% above U.S. |
$389,700±$32k 17% above U.S. |
| Rentmedian gross, monthly | $1,078±$409Highest 24% below U.S. |
$1,044±$141 26% below U.S. |
$948±$599Lowest 33% 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 | $5,969 91% above U.S. |
$3,922 26% above U.S. |
$8,376Highest 169% 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%±10.9 U.S.: 51.1% |
52.8%±31Highest U.S.: 51.1% |
0%±100Lowest U.S.: 51.1% |
| Upton and Killingly 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% |
3.2%Lowest U.S.: 12.5% |
3.8% U.S.: 12.5% |
| Housing | ||||
| Homeownersof occupied homes | 92.2% U.S.: 65.2% |
71.6%Lowest U.S.: 65.2% |
86.7% U.S.: 65.2% |
96.2%Highest U.S.: 65.2% |
| Typical home builtmedian year | 1976 4 yrs older than U.S. |
1968Lowest 12 yrs older than U.S. |
1981Highest 1 yr newer 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. |
35 min 34% 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% |
22.8%±5.3Highest U.S.: 15.1% |
21.2%±5.8 U.S.: 15.1% |
| Upton 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 | — | #136 of 149 in CT | #46 of 282 in MA | — |
| School district | Chesterfield-Goshen | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Blackstone Valley Regional Vocational Technical · Mendon-Upton | — |
| High school in town | None in town | Killingly High School | Blackstone Valley | — |
| Students per teacherat that high school | — | 11.1Lowest |
11.2Highest |
— |
| 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.