Compare towns
Winchester vs Killingly vs Middletown
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Winchester has the oldest population (median age 49.1).
Killingly has the most kids (19.8% under 18).
Middletown has the most people working from home (14.1%).
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 | Winchester | Killingly | Middletown |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284Lowest |
17,867 |
47,958Highest |
| Growth since 20102010 → 2020 census | — | — | +0.1% CT: +0.9% |
| Median age | 49.1±6.2Highest 19% above CT |
39.5±3 4% below CT |
38.1±1.5Lowest 7% below CT |
| Kids under 18 | 15.4%±2.9 CT: 20.2% |
19.8%±2.3Highest CT: 20.2% |
14.3%±1.3Lowest 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+ | 27.4%±5.1Highest CT: 18.5% |
19.7%±2.4 CT: 18.5% |
16.5%±1.3Lowest CT: 18.5% |
| Bachelor’s degree+adults 25+ | 27.8% CT: 42.5% |
22.9%Lowest CT: 42.5% |
40.2%Highest CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
5.4%±1.9 CT: 7.1% |
15.5%±1.4Highest CT: 7.1% |
| Cost of living | |||
| Household incomemedian | $66,519±$12kLowest 31% below CT |
$84,350±$8kHighest 12% below CT |
$79,438±$6k 17% 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 | $249,500±$17kLowest 32% below CT |
$288,600±$15k 21% below CT |
$295,300±$11kHighest 20% 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 | $1,174±$116 21% below CT |
$1,044±$141Lowest 30% below CT |
$1,446±$45Highest about the CT average |
| Property taxmedian, yearly | $4,780 28% below CT |
$3,922Lowest 41% below CT |
$6,412Highest 3% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Highest CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
47.7%±5.3 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 | 12.8%Highest CT: 10% |
11.4%Lowest CT: 10% |
12% CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
71.6%Highest CT: 66.5% |
52.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1968 1 yr newer than CT |
1972Highest 5 yrs newer than CT |
| Getting to work | |||
| Average commuteone way | 26 min about the CT average |
28 minHighest 5% above CT |
23 minLowest 12% below CT |
| Work from home | 6.9%±2.7Lowest CT: 16% |
11.1%±2.3 CT: 16% |
14.1%±1.8Highest 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 | #97 of 149 in CT | #136 of 149 in CT | #121 of 149 in CT |
| School district | Explorations District · Regional School District 07 | 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 |
| High school in town | Northwestern Regional High School | Killingly High School | Middletown High School |
| Students per teacherat that high school | 9.7Lowest |
11.1 |
11.8Highest |
| 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.