Compare towns
Winchester vs Chaplin vs Killingly
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).
Chaplin has the most people working from home (18.1%).
Killingly has the most kids (19.8% under 18).
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 | Chaplin | Killingly |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
2,070Lowest |
17,867Highest |
| Median age | 49.1±6.2Highest 19% above CT |
43.7±4.8 6% above CT |
39.5±3Lowest 4% below CT |
| Winchester and Chaplin are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 15.4%±2.9Lowest CT: 20.2% |
15.7%±4.2 CT: 20.2% |
19.8%±2.3Highest CT: 20.2% |
| Killingly and Chaplin 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% |
20.9%±4.4 CT: 18.5% |
19.7%±2.4Lowest CT: 18.5% |
| Winchester and Chaplin are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 27.8%Highest CT: 42.5% |
25.4% CT: 42.5% |
22.9%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
10.1%±6.2Highest CT: 7.1% |
5.4%±1.9 CT: 7.1% |
| Chaplin and Killingly are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $66,519±$12kLowest 31% below CT |
$97,846±$14kHighest about the CT average |
$84,350±$8k 12% below CT |
| Chaplin and Killingly 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 |
$255,200±$24k 30% below CT |
$288,600±$15kHighest 21% below CT |
| Killingly and Chaplin 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 |
$1,473±$275Highest about the CT average |
$1,044±$141Lowest 30% below CT |
| Chaplin and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,780Highest 28% below CT |
$4,524 32% below CT |
$3,922Lowest 41% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Highest CT: 52.6% |
33.6%±27.7Lowest CT: 52.6% |
42.8%±10.9 CT: 52.6% |
| Winchester and Killingly 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% |
5.4%Lowest CT: 10% |
11.4% CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8%Lowest CT: 66.5% |
82.9%Highest CT: 66.5% |
71.6% CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1979Highest 12 yrs newer than CT |
1968 1 yr newer than CT |
| Getting to work | |||
| Average commuteone way | 26 minLowest about the CT average |
32 minHighest 22% above CT |
28 min 5% above CT |
| Work from home | 6.9%±2.7Lowest CT: 16% |
18.1%±10Highest CT: 16% |
11.1%±2.3 CT: 16% |
| Chaplin 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 |
| School district | Explorations District · Regional School District 07 | Chaplin School District · Regional School District 11 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS |
| High school in town | Northwestern Regional High School | Parish Hill High School | Killingly High School |
| Students per teacherat that high school | 9.7 |
7.5Lowest |
11.1Highest |
| 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.

