Compare towns
Killingly vs Middletown vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Killingly has the most kids (19.8% under 18).
Middletown has the most people working from home (14.1%).
Winchester has the oldest population (median age 49.1).
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 | Killingly | Middletown | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 17,867 |
47,958Highest |
10,284Lowest |
| Growth since 20102010 → 2020 census | — | +0.1% CT: +0.9% |
— |
| Median age | 39.5±3 4% below CT |
38.1±1.5Lowest 7% below CT |
49.1±6.2Highest 19% above CT |
| Kids under 18 | 19.8%±2.3Highest CT: 20.2% |
14.3%±1.3Lowest CT: 20.2% |
15.4%±2.9 CT: 20.2% |
| Killingly and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 19.7%±2.4 CT: 18.5% |
16.5%±1.3Lowest CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Bachelor’s degree+adults 25+ | 22.9%Lowest CT: 42.5% |
40.2%Highest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.4%±1.9 CT: 7.1% |
15.5%±1.4Highest CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Cost of living | |||
| Household incomemedian | $84,350±$8kHighest 12% below CT |
$79,438±$6k 17% below CT |
$66,519±$12kLowest 31% below CT |
| Killingly and Middletown are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $288,600±$15k 21% below CT |
$295,300±$11kHighest 20% below CT |
$249,500±$17kLowest 32% below CT |
| Middletown and Killingly are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | $1,044±$141Lowest 30% below CT |
$1,446±$45Highest about the CT average |
$1,174±$116 21% below CT |
| Property taxmedian, yearly | $3,922Lowest 41% below CT |
$6,412Highest 3% below CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 42.8%±10.9Lowest CT: 52.6% |
47.7%±5.3 CT: 52.6% |
48.9%±15.8Highest CT: 52.6% |
| Winchester and Middletown are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 11.4%Lowest CT: 10% |
12% CT: 10% |
12.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 71.6%Highest CT: 66.5% |
52.9%Lowest CT: 66.5% |
65.8% CT: 66.5% |
| Typical home builtmedian year | 1968 1 yr newer than CT |
1972Highest 5 yrs newer than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 28 minHighest 5% above CT |
23 minLowest 12% below CT |
26 min about the CT average |
| Work from home | 11.1%±2.3 CT: 16% |
14.1%±1.8Highest CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Middletown and Killingly 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 | #121 of 149 in CT | #97 of 149 in CT |
| School district | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Connecticut Technical Education and Career System · Department of Mental Health and Addiction Services | Explorations District · Regional School District 07 |
| High school in town | Killingly High School | Middletown High School | Northwestern Regional High School |
| Students per teacherat that high school | 11.1 |
11.8Highest |
9.7Lowest |
| 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.

