Compare towns
Chester vs Plainfield 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).
Plainfield has the youngest population (median age 37).
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.
| Measure | Chester | Plainfield | Windsor |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 3,825Lowest |
15,141 |
29,468Highest |
| Median age | 54±3.4Highest 31% above CT |
37±4.5Lowest 10% below CT |
43.7±1.9 6% above CT |
| Kids under 18 | 17.5%±4.9Lowest CT: 20.2% |
19.4%±2.6Highest CT: 20.2% |
19.2%±2.1 CT: 20.2% |
| Plainfield and Windsor 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% |
16.6%±2.4Lowest CT: 18.5% |
20%±2 CT: 18.5% |
| Bachelor’s degree+adults 25+ | 47.9%Highest CT: 42.5% |
15%Lowest CT: 42.5% |
43.2% CT: 42.5% |
| Enrolled in collegeshare of residents | 4%±2.9Lowest CT: 7.1% |
5.6%±1.8 CT: 7.1% |
5.9%±1.3Highest CT: 7.1% |
| Windsor and Plainfield 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 |
$76,993±$8kLowest 20% 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 |
$272,100±$16kLowest 26% below CT |
$305,200±$11k 17% below CT |
| Rentmedian gross, monthly | $1,549±$247 4% above CT |
$1,204±$70Lowest 19% 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 |
$4,209Lowest 37% below CT |
$5,351 19% below CT |
| Renters paying 30%+of income on rent | 57.4%±22.1Highest CT: 52.6% |
39.8%±9.5Lowest 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% |
8.7% CT: 10% |
6.7%Lowest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 73.2%Lowest CT: 66.5% |
73.6% CT: 66.5% |
82.4%Highest CT: 66.5% |
| Typical home builtmedian year | 1969Lowest 2 yrs newer than CT |
1971Highest 4 yrs newer than CT |
1970 3 yrs newer than CT |
| Getting to work | |||
| Average commuteone way | 28 minHighest 7% above CT |
27 min about the CT average |
21 minLowest 19% below CT |
| Work from home | 18.3%±5.6Highest CT: 16% |
10%±4Lowest 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 | #131 of 149 in CT | #117 of 149 in CT |
| School district | Chester School District | Plainfield School District | Capitol Region Education Council · Windsor School District |
| High school in town | None in town | Plainfield High School | Windsor High School |
| Students per teacherat that high school | — | 10.3Highest |
10.2Lowest |
| 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.