Compare towns
Derby vs Killingly vs Middlefield vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Derby has the most people working from home (15.1%).
Killingly has the most kids (19.8% under 18).
Middlefield has the most expensive homes ($376k median).
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 | Derby | Killingly | Middlefield | Winchester |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 12,487 |
17,867Highest |
4,243Lowest |
10,284 |
| Growth since 20102010 → 2020 census | -4.5% CT: +0.9% |
— | — | — |
| Median age | 46.4±3.1 13% above CT |
39.5±3Lowest 4% below CT |
51.6±1.9Highest 26% above CT |
49.1±6.2 19% above CT |
| Middlefield and Winchester are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 14.6%±2.9 CT: 20.2% |
19.8%±2.3Highest CT: 20.2% |
13.9%±4.1Lowest CT: 20.2% |
15.4%±2.9 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+ | 21.1%±3.9 CT: 18.5% |
19.7%±2.4Lowest CT: 18.5% |
25.5%±7.2 CT: 18.5% |
27.4%±5.1Highest 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+ | 35.6% CT: 42.5% |
22.9%Lowest CT: 42.5% |
41.5%Highest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±2Highest CT: 7.1% |
5.4%±1.9 CT: 7.1% |
5.7%±2.4 CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Derby and Middlefield are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Cost of living | ||||
| Household incomemedian | $79,500±$11k 17% below CT |
$84,350±$8k 12% below CT |
$99,837±$20kHighest 4% above CT |
$66,519±$12kLowest 31% 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 | $256,700±$21k 30% below CT |
$288,600±$15k 21% below CT |
$376,000±$27kHighest about the CT average |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $1,452±$95 about the CT average |
$1,044±$141Lowest 30% below CT |
$3,501Highest 135% above CT |
$1,174±$116 21% below CT |
| Property taxmedian, yearly | $5,510 17% below CT |
$3,922Lowest 41% below CT |
$6,853Highest 3% above CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 53.9%±12.6 CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
85.4%±52.1Highest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
| Middlefield and Derby are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 10.8% CT: 10% |
11.4% CT: 10% |
8.1%Lowest CT: 10% |
12.8%Highest CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 61.9%Lowest CT: 66.5% |
71.6% CT: 66.5% |
86.5%Highest CT: 66.5% |
65.8% CT: 66.5% |
| Typical home builtmedian year | 1967 same as CT |
1968Highest 1 yr newer than CT |
1961 6 yrs older than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | ||||
| Average commuteone way | 27 min about the CT average |
28 minHighest 5% above CT |
25 minLowest 6% below CT |
26 min about the CT average |
| Work from home | 15.1%±4.8Highest CT: 16% |
11.1%±2.3 CT: 16% |
10.9%±4.1 CT: 16% |
6.9%±2.7Lowest CT: 16% |
| 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 | #138 of 149 in CT | #136 of 149 in CT | #65 of 149 in CT | #97 of 149 in CT |
| School district | Derby School District | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Regional School District 13 | Explorations District · Regional School District 07 |
| High school in town | Derby High School | Killingly High School | None in town | Northwestern Regional 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.

