Compare towns
Cheshire vs Killingly vs South Windsor vs Trumbull
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Cheshire has the oldest population (median age 44.9).
Killingly has the most affordable homes ($289k median).
South Windsor has the most people working from home (27.5%).
Trumbull has the most expensive homes ($547k 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.
| Measure | Cheshire | Killingly | South Windsor | Trumbull |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 29,040 |
17,867Lowest |
26,907 |
37,281Highest |
| Median age | 44.9±1.4Highest 9% above CT |
39.5±3Lowest 4% below CT |
41.2±1.3 about the CT average |
41.7±1.3 about the CT average |
| Kids under 18 | 21.9%±2.3 CT: 20.2% |
19.8%±2.3Lowest CT: 20.2% |
23.4%±2 CT: 20.2% |
26.9%±2.3Highest CT: 20.2% |
| Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 21.3%±1.8Highest CT: 18.5% |
19.7%±2.4 CT: 18.5% |
17.8%±1.7Lowest CT: 18.5% |
18.1%±1.4 CT: 18.5% |
| Cheshire and Killingly are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 60.7%Highest CT: 42.5% |
22.9%Lowest CT: 42.5% |
58.9% CT: 42.5% |
60.1% CT: 42.5% |
| Enrolled in collegeshare of residents | 4.5%±1.1 CT: 7.1% |
5.4%±1.9 CT: 7.1% |
6.1%±1.2Highest CT: 7.1% |
4.1%±0.9Lowest CT: 7.1% |
| South Windsor and Killingly are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Cost of living | ||||
| Household incomemedian | $146,528±$12k 53% above CT |
$84,350±$8kLowest 12% below CT |
$144,961±$10k 51% above CT |
$163,073±$11kHighest 70% above CT |
| Trumbull and Cheshire are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $440,000±$17k 20% above CT |
$288,600±$15kLowest 21% below CT |
$375,100±$12k about the CT average |
$547,300±$21kHighest 49% above CT |
| Rentmedian gross, monthly | $1,398±$116 6% below CT |
$1,044±$141Lowest 30% below CT |
$1,864±$214 25% above CT |
$2,266±$255Highest 52% above CT |
| Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Property taxmedian, yearly | $7,755 17% above CT |
$3,922Lowest 41% below CT |
$7,888 19% above CT |
$10,000+Highest at least 51% above CT |
| Renters paying 30%+of income on rent | 44.9%±6.3 CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
49.9%±10.7 CT: 52.6% |
60.8%±11.9Highest CT: 52.6% |
| Trumbull and South Windsor are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 5% CT: 10% |
11.4%Highest CT: 10% |
4.9%Lowest CT: 10% |
5.3% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 86.6% CT: 66.5% |
71.6%Lowest CT: 66.5% |
84.9% CT: 66.5% |
89.7%Highest CT: 66.5% |
| Typical home builtmedian year | 1974 7 yrs newer than CT |
1968 1 yr newer than CT |
1980Highest 13 yrs newer than CT |
1965Lowest 2 yrs older than CT |
| Getting to work | ||||
| Average commuteone way | 29 min 9% above CT |
28 min 5% above CT |
23 minLowest 13% below CT |
33 minHighest 25% above CT |
| Work from home | 19.1%±2.7 CT: 16% |
11.1%±2.3Lowest CT: 16% |
27.5%±3.2Highest CT: 16% |
22.5%±3.2 CT: 16% |
| South Windsor and Trumbull 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 | #18 of 149 in CT | #136 of 149 in CT | #40 of 149 in CT | #26 of 149 in CT |
| School district | Cheshire School District | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Capitol Region Education Council · South Windsor School District | Trumbull School District |
| High school in town | Cheshire High School | Killingly High School | South Windsor High School | Trumbull High School |
| Students per teacherat that high school | 11.6 |
11.1Lowest |
11.4 |
14.5Highest |
| On TownTapestry | ||||
| Old photos in History | None yet | 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.



