Compare towns
Winchester vs Windham vs Hampton 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 housing (typical home built 1955).
Windham has the youngest population (median age 33.7).
Hampton has the highest household income ($109k).
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 | Hampton | Derby |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 10,284 |
23,961Highest |
1,647Lowest |
12,487 |
| Growth since 20102010 → 2020 census | — | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2 19% above CT |
33.7±1.9Lowest 18% below CT |
51.5±5.3Highest 25% above CT |
46.4±3.1 13% above CT |
| Hampton and Winchester 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% |
19.7%±5.3 CT: 20.2% |
14.6%±2.9Lowest CT: 20.2% |
| Windham and Hampton 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% |
26.1%±2.1 CT: 18.5% |
21.1%±3.9 CT: 18.5% |
| Winchester and Hampton 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% |
29.9% CT: 42.5% |
35.6%Highest CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7 CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
1.9%±1.1Lowest 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 |
$109,167±$19kHighest 14% above CT |
$79,500±$11k 17% below CT |
| Hampton 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±$17k 32% below CT |
$209,800±$9kLowest 43% below CT |
$295,800±$27kHighest 19% below CT |
$256,700±$21k 30% below CT |
| Hampton and Derby 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 |
$1,285±$288 14% below CT |
$1,452±$95Highest about the CT average |
| Derby and Hampton 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 |
$4,633 30% below CT |
$4,364Lowest 34% 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% |
52.5%±51.5 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% |
5.7%Lowest CT: 10% |
10.8% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
47.4%Lowest CT: 66.5% |
90%Highest CT: 66.5% |
61.9% CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1956 11 yrs older than CT |
1980Highest 13 yrs newer than CT |
1967 same as CT |
| Getting to work | ||||
| Average commuteone way | 26 min about the CT average |
24 minLowest 8% below CT |
29 minHighest 9% above CT |
27 min about the CT average |
| Work from home | 6.9%±2.7 CT: 16% |
6.1%±1.7Lowest CT: 16% |
17.7%±5.1Highest CT: 16% |
15.1%±4.8 CT: 16% |
| Hampton and Derby 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 | #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 | Hampton School District | Derby School District |
| High school in town | Northwestern Regional High School | Windham High School | None in town | 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 | 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.


