Compare towns
Winchester vs Windham 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 most homeowners (65.8%).
Windham has the most kids (20.1% under 18).
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 | Windham | Derby |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284Lowest |
23,961Highest |
12,487 |
| Growth since 20102010 → 2020 census | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2Highest 19% above CT |
33.7±1.9Lowest 18% 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% |
20.1%±2.4Highest CT: 20.2% |
14.6%±2.9Lowest 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+ | 27.4%±5.1Highest CT: 18.5% |
14.3%±1.9Lowest 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% |
22.7%Lowest CT: 42.5% |
35.6%Highest CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
5.9%±2 CT: 7.1% |
| Cost of living | |||
| Household incomemedian | $66,519±$12k 31% below CT |
$55,736±$5kLowest 42% below CT |
$79,500±$11kHighest 17% 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 | $249,500±$17k 32% below CT |
$209,800±$9kLowest 43% below CT |
$256,700±$21kHighest 30% 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 | $1,174±$116 21% below CT |
$1,107±$69Lowest 26% below CT |
$1,452±$95Highest about the CT average |
| Property taxmedian, yearly | $4,780 28% below CT |
$4,633Lowest 30% below CT |
$5,510Highest 17% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Lowest CT: 52.6% |
57.1%±8.1Highest CT: 52.6% |
53.9%±12.6 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 | 12.8% CT: 10% |
20.7%Highest CT: 10% |
10.8%Lowest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8%Highest CT: 66.5% |
47.4%Lowest CT: 66.5% |
61.9% CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1956 11 yrs older than CT |
1967Highest same as CT |
| Getting to work | |||
| Average commuteone way | 26 min about the CT average |
24 minLowest 8% below CT |
27 minHighest about the CT average |
| Work from home | 6.9%±2.7 CT: 16% |
6.1%±1.7Lowest CT: 16% |
15.1%±4.8Highest CT: 16% |
| Schools | |||
| Public school scoresrank in state, math + reading | #97 of 149 in CT | #143 of 149 in CT | #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 | Derby School District |
| High school in town | Northwestern Regional High School | Windham High School | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
9.8Highest |
9.7Lowest |
| 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.