Compare towns
Middlefield vs 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
Middlefield has the most expensive homes ($376k median).
Winchester has the most affordable homes ($250k median).
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 | Middlefield | Winchester | Killingly | Middletown |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 4,243Lowest |
10,284 |
17,867 |
47,958Highest |
| Growth since 20102010 → 2020 census | — | — | — | +0.1% CT: +0.9% |
| Median age | 51.6±1.9Highest 26% above CT |
49.1±6.2 19% above CT |
39.5±3 4% below CT |
38.1±1.5Lowest 7% below CT |
| Middlefield and Winchester are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 13.9%±4.1Lowest CT: 20.2% |
15.4%±2.9 CT: 20.2% |
19.8%±2.3Highest CT: 20.2% |
14.3%±1.3 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+ | 25.5%±7.2 CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
19.7%±2.4 CT: 18.5% |
16.5%±1.3Lowest CT: 18.5% |
| Winchester and Middlefield are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 41.5%Highest CT: 42.5% |
27.8% CT: 42.5% |
22.9%Lowest CT: 42.5% |
40.2% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.7%±2.4 CT: 7.1% |
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 | $99,837±$20kHighest 4% above CT |
$66,519±$12kLowest 31% below CT |
$84,350±$8k 12% below CT |
$79,438±$6k 17% below CT |
| Middlefield and Killingly are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $376,000±$27kHighest about the CT average |
$249,500±$17kLowest 32% below CT |
$288,600±$15k 21% below CT |
$295,300±$11k 20% below CT |
| Rentmedian gross, monthly | $3,501Highest 135% above CT |
$1,174±$116 21% below CT |
$1,044±$141Lowest 30% below CT |
$1,446±$45 about the CT average |
| Property taxmedian, yearly | $6,853Highest 3% above CT |
$4,780 28% below CT |
$3,922Lowest 41% below CT |
$6,412 3% below CT |
| Renters paying 30%+of income on rent | 85.4%±52.1Highest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
47.7%±5.3 CT: 52.6% |
| Middlefield and Winchester are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 8.1%Lowest CT: 10% |
12.8%Highest CT: 10% |
11.4% CT: 10% |
12% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 86.5%Highest CT: 66.5% |
65.8% CT: 66.5% |
71.6% CT: 66.5% |
52.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1961 6 yrs older than CT |
1955Lowest 12 yrs older than CT |
1968 1 yr newer than CT |
1972Highest 5 yrs newer than CT |
| Getting to work | ||||
| Average commuteone way | 25 min 6% below CT |
26 min about the CT average |
28 minHighest 5% above CT |
23 minLowest 12% below CT |
| Work from home | 10.9%±4.1 CT: 16% |
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 | #65 of 149 in CT | #97 of 149 in CT | #136 of 149 in CT | #121 of 149 in CT |
| School district | Regional School District 13 | 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 | None 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 | 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.

