Compare towns
Winchester vs Pomfret vs Killingly vs Derby
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).
Pomfret has the most expensive homes ($409k median).
Killingly has the youngest population (median age 39.5).
Derby has the most people working from home (15.1%).
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 | Pomfret | Killingly | Derby |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 10,284 |
4,317Lowest |
17,867Highest |
12,487 |
| Growth since 20102010 → 2020 census | — | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2Highest 19% above CT |
45.9±3.7 12% above CT |
39.5±3Lowest 4% below CT |
46.4±3.1 13% above CT |
| Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 15.4%±2.9 CT: 20.2% |
23.1%±4.9Highest CT: 20.2% |
19.8%±2.3 CT: 20.2% |
14.6%±2.9Lowest CT: 20.2% |
| Pomfret and Killingly 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% |
17.8%±4.5Lowest CT: 18.5% |
19.7%±2.4 CT: 18.5% |
21.1%±3.9 CT: 18.5% |
| Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 27.8% CT: 42.5% |
50.8%Highest CT: 42.5% |
22.9%Lowest CT: 42.5% |
35.6% CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
5.6%±1.9 CT: 7.1% |
5.4%±1.9 CT: 7.1% |
5.9%±2Highest CT: 7.1% |
| Derby and Pomfret 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 |
$108,476±$8kHighest 13% above CT |
$84,350±$8k 12% below CT |
$79,500±$11k 17% below CT |
| Home valuemedian, owner-occupied | $249,500±$17kLowest 32% below CT |
$409,100±$28kHighest 12% above CT |
$288,600±$15k 21% below CT |
$256,700±$21k 30% below CT |
| Rentmedian gross, monthly | $1,174±$116 21% below CT |
$1,210±$300 19% below CT |
$1,044±$141Lowest 30% below CT |
$1,452±$95Highest about the CT average |
| Derby and Pomfret are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Property taxmedian, yearly | $4,780 28% below CT |
$5,903Highest 11% below CT |
$3,922Lowest 41% below CT |
$5,510 17% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8 CT: 52.6% |
61.9%±15.3Highest CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
53.9%±12.6 CT: 52.6% |
| Pomfret and Derby 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% |
6%Lowest CT: 10% |
11.4% CT: 10% |
10.8% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
80.5%Highest CT: 66.5% |
71.6% CT: 66.5% |
61.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1978Highest 11 yrs newer than CT |
1968 1 yr newer than CT |
1967 same as CT |
| Getting to work | ||||
| Average commuteone way | 26 min about the CT average |
24 minLowest 11% below CT |
28 minHighest 5% above CT |
27 min about the CT average |
| Work from home | 6.9%±2.7Lowest CT: 16% |
13.2%±5.2 CT: 16% |
11.1%±2.3 CT: 16% |
15.1%±4.8Highest CT: 16% |
| Derby and Pomfret 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 | #39 of 149 in CT | #136 of 149 in CT | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Pomfret School District | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Derby School District |
| High school in town | Northwestern Regional High School | None in town | Killingly High School | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
— | 11.1Highest |
9.7Lowest |
| 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.


