Compare towns
Winchester 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 most affordable homes ($250k median).
Hampton has the highest household income ($109k).
Derby has the most renters (38.1% rent).
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 | Hampton | Derby |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
1,647Lowest |
12,487Highest |
| Growth since 20102010 → 2020 census | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2 19% above CT |
51.5±5.3Highest 25% above CT |
46.4±3.1Lowest 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% |
19.7%±5.3Highest CT: 20.2% |
14.6%±2.9Lowest CT: 20.2% |
| Hampton 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% |
26.1%±2.1 CT: 18.5% |
21.1%±3.9Lowest 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%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% |
1.9%±1.1Lowest CT: 7.1% |
5.9%±2Highest CT: 7.1% |
| Derby and Winchester 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 31% 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±$17kLowest 32% 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±$116Lowest 21% 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 |
$4,364Lowest 34% below CT |
$5,510Highest 17% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Lowest CT: 52.6% |
52.5%±51.5 CT: 52.6% |
53.9%±12.6Highest CT: 52.6% |
| Derby and Hampton are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 12.8%Highest CT: 10% |
5.7%Lowest CT: 10% |
10.8% CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
90%Highest CT: 66.5% |
61.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1980Highest 13 yrs newer than CT |
1967 same as CT |
| Getting to work | |||
| Average commuteone way | 26 minLowest about the CT average |
29 minHighest 9% above CT |
27 min about the CT average |
| Work from home | 6.9%±2.7Lowest 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 | — | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Hampton School District | Derby School District |
| High school in town | Northwestern Regional High School | None in town | Derby High School |
| Students per teacherat that high school | 9.7 |
— | 9.7 |
| 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.

