Compare towns
Killingly vs Madison 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 youngest population (median age 39.5).
Madison has the most people working from home (30.2%).
Winchester has the most affordable homes ($250k 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 | Killingly | Madison | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 17,867Highest |
17,616 |
10,284Lowest |
| Median age | 39.5±3Lowest 4% below CT |
51.9±1.9Highest 26% above CT |
49.1±6.2 19% above CT |
| Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19.8%±2.3Highest CT: 20.2% |
18.1%±2.2 CT: 20.2% |
15.4%±2.9Lowest CT: 20.2% |
| Killingly and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 19.7%±2.4Lowest CT: 18.5% |
25.2%±2.4 CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Winchester and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 22.9%Lowest CT: 42.5% |
72.4%Highest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.4%±1.9 CT: 7.1% |
5.9%±1.5Highest CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Madison and Killingly are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $84,350±$8k 12% below CT |
$167,442±$16kHighest 75% above CT |
$66,519±$12kLowest 31% below CT |
| Home valuemedian, owner-occupied | $288,600±$15k 21% below CT |
$583,900±$30kHighest 59% above CT |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $1,044±$141Lowest 30% below CT |
$2,025±$741Highest 36% above CT |
$1,174±$116 21% below CT |
| Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $3,922Lowest 41% below CT |
$8,843Highest 33% above CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 42.8%±10.9Lowest CT: 52.6% |
44%±12.3 CT: 52.6% |
48.9%±15.8Highest CT: 52.6% |
| Winchester and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 11.4% CT: 10% |
3.6%Lowest CT: 10% |
12.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 71.6% CT: 66.5% |
90.4%Highest CT: 66.5% |
65.8%Lowest CT: 66.5% |
| Typical home builtmedian year | 1968 1 yr newer than CT |
1976Highest 9 yrs newer than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 28 min 5% above CT |
30 minHighest 12% above CT |
26 minLowest about the CT average |
| Work from home | 11.1%±2.3 CT: 16% |
30.2%±5.3Highest CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Schools | |||
| Public school scoresrank in state, math + reading | #136 of 149 in CT | #7 of 149 in CT | #97 of 149 in CT |
| School district | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Madison School District | Explorations District · Regional School District 07 |
| High school in town | Killingly High School | Daniel Hand High School | Northwestern Regional High School |
| Students per teacherat that high school | 11.1Highest |
9.8 |
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.

