Compare towns
Winchester vs Killingly vs Webster vs Derby
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
What stands out worked out from the figures below
Winchester has the oldest population (median age 49.1).
Killingly has the most homeowners (71.6%).
Webster has the most expensive homes ($362k median).
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 | Killingly | Webster | Derby |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 10,284Lowest |
17,867Highest |
17,748 |
12,487 |
| Growth since 20102010 → 2020 census | — | — | +6%Highest U.S.: +7.4% |
-4.5%Lowest U.S.: +7.4% |
| Median age | 49.1±6.2Highest 26% above U.S. |
39.5±3Lowest about the U.S. average |
39.9±2.9 about the U.S. average |
46.4±3.1 19% above U.S. |
| 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 U.S.: 22% |
19.8%±2.3Highest U.S.: 22% |
19.6%±2.9 U.S.: 22% |
14.6%±2.9Lowest U.S.: 22% |
| Killingly and Webster are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 27.4%±5.1Highest U.S.: 17.2% |
19.7%±2.4 U.S.: 17.2% |
19.6%±2.5Lowest U.S.: 17.2% |
21.1%±3.9 U.S.: 17.2% |
| 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% U.S.: 35.7% |
22.9%Lowest U.S.: 35.7% |
25.3% U.S.: 35.7% |
35.6%Highest U.S.: 35.7% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest U.S.: 6.4% |
5.4%±1.9 U.S.: 6.4% |
5.8%±1.6 U.S.: 6.4% |
5.9%±2Highest U.S.: 6.4% |
| Derby and Webster 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 18% below U.S. |
$84,350±$8kHighest 4% above U.S. |
$72,895±$6k 10% below U.S. |
$79,500±$11k about the U.S. average |
| Killingly and Derby are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $249,500±$17kLowest 25% below U.S. |
$288,600±$15k 13% below U.S. |
$361,500±$12kHighest 9% above U.S. |
$256,700±$21k 23% below U.S. |
| Rentmedian gross, monthly | $1,174±$116 17% below U.S. |
$1,044±$141Lowest 26% below U.S. |
$1,228±$81 13% below U.S. |
$1,452±$95Highest about the U.S. average |
| Property taxmedian, yearly | $4,780 53% above U.S. |
$3,922Lowest 26% above U.S. |
$3,999 28% above U.S. |
$5,510Highest 77% above U.S. |
| Renters paying 30%+of income on rent | 48.9%±15.8 U.S.: 51.1% |
42.8%±10.9Lowest U.S.: 51.1% |
45.7%±6.7 U.S.: 51.1% |
53.9%±12.6Highest U.S.: 51.1% |
| Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 12.8%Highest U.S.: 12.5% |
11.4% U.S.: 12.5% |
12.7% U.S.: 12.5% |
10.8%Lowest U.S.: 12.5% |
| Housing | ||||
| Homeownersof occupied homes | 65.8% U.S.: 65.2% |
71.6%Highest U.S.: 65.2% |
59.8%Lowest U.S.: 65.2% |
61.9% U.S.: 65.2% |
| Typical home builtmedian year | 1955Lowest 25 yrs older than U.S. |
1968Highest 12 yrs older than U.S. |
1962 18 yrs older than U.S. |
1967 13 yrs older than U.S. |
| Getting to work | ||||
| Average commuteone way | 26 minLowest about the U.S. average |
28 min 6% above U.S. |
31 minHighest 16% above U.S. |
27 min about the U.S. average |
| Work from home | 6.9%±2.7Lowest U.S.: 15.1% |
11.1%±2.3 U.S.: 15.1% |
8%±2.5 U.S.: 15.1% |
15.1%±4.8Highest U.S.: 15.1% |
| Derby 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 | #271 of 282 in MA | #138 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 | Webster | Derby School District |
| High school in town | Northwestern Regional High School | Killingly High School | Bartlett High School | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
11.1 |
11.6Highest |
9.7Lowest |
| On TownTapestry | ||||
| Old photos in History | None yet | None yet | None yet | None yet |
U.S. 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.


