Compare towns
Derby vs Winchester vs Windham
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%).
Winchester has the most homeowners (65.8%).
Windham has the most kids (20.1% 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 | Derby | Winchester | Windham |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 12,487 |
10,284Lowest |
23,961Highest |
| Growth since 20102010 → 2020 census | -4.5% CT: +0.9% |
— | — |
| Median age | 46.4±3.1 13% above CT |
49.1±6.2Highest 19% above CT |
33.7±1.9Lowest 18% below CT |
| Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 14.6%±2.9Lowest CT: 20.2% |
15.4%±2.9 CT: 20.2% |
20.1%±2.4Highest CT: 20.2% |
| Windham 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% |
27.4%±5.1Highest CT: 18.5% |
14.3%±1.9Lowest 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+ | 35.6%Highest CT: 42.5% |
27.8% CT: 42.5% |
22.7%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±2 CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
| Cost of living | |||
| Household incomemedian | $79,500±$11kHighest 17% below CT |
$66,519±$12k 31% below CT |
$55,736±$5kLowest 42% below CT |
| Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $256,700±$21kHighest 30% below CT |
$249,500±$17k 32% below CT |
$209,800±$9kLowest 43% below CT |
| Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | $1,452±$95Highest about the CT average |
$1,174±$116 21% below CT |
$1,107±$69Lowest 26% below CT |
| Property taxmedian, yearly | $5,510Highest 17% below CT |
$4,780 28% below CT |
$4,633Lowest 30% below CT |
| Renters paying 30%+of income on rent | 53.9%±12.6 CT: 52.6% |
48.9%±15.8Lowest CT: 52.6% |
57.1%±8.1Highest CT: 52.6% |
| Windham and Derby are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 10.8%Lowest CT: 10% |
12.8% CT: 10% |
20.7%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 61.9% CT: 66.5% |
65.8%Highest CT: 66.5% |
47.4%Lowest CT: 66.5% |
| Typical home builtmedian year | 1967Highest same as CT |
1955Lowest 12 yrs older than CT |
1956 11 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 27 minHighest about the CT average |
26 min about the CT average |
24 minLowest 8% below CT |
| Work from home | 15.1%±4.8Highest CT: 16% |
6.9%±2.7 CT: 16% |
6.1%±1.7Lowest CT: 16% |
| Schools | |||
| Public school scoresrank in state, math + reading | #138 of 149 in CT | #97 of 149 in CT | #143 of 149 in CT |
| School district | Derby School District | Explorations District · Regional School District 07 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS |
| High school in town | Derby High School | Northwestern Regional High School | Windham High School |
| Students per teacherat that high school | 9.7Lowest |
9.7Lowest |
9.8Highest |
| 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.