Compare towns
Winchester vs Pomfret 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 population (median age 49.1).
Pomfret has the most expensive homes ($409k median).
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 | Pomfret | Derby |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
4,317Lowest |
12,487Highest |
| Growth since 20102010 → 2020 census | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2Highest 19% above CT |
45.9±3.7Lowest 12% above 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% |
23.1%±4.9Highest CT: 20.2% |
14.6%±2.9Lowest CT: 20.2% |
| Pomfret 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% |
17.8%±4.5Lowest 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%Lowest CT: 42.5% |
50.8%Highest CT: 42.5% |
35.6% CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
5.6%±1.9 CT: 7.1% |
5.9%±2Highest CT: 7.1% |
| Derby and Pomfret 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 |
$108,476±$8kHighest 13% above CT |
$79,500±$11k 17% below CT |
| Home valuemedian, owner-occupied | $249,500±$17kLowest 32% below CT |
$409,100±$28kHighest 12% above CT |
$256,700±$21k 30% below CT |
| Rentmedian gross, monthly | $1,174±$116Lowest 21% below CT |
$1,210±$300 19% below CT |
$1,452±$95Highest about the CT average |
| Derby and Pomfret are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,780Lowest 28% below CT |
$5,903Highest 11% below CT |
$5,510 17% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Lowest CT: 52.6% |
61.9%±15.3Highest CT: 52.6% |
53.9%±12.6 CT: 52.6% |
| Pomfret and Derby 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% |
6%Lowest CT: 10% |
10.8% CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
80.5%Highest CT: 66.5% |
61.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1978Highest 11 yrs newer than CT |
1967 same as CT |
| Getting to work | |||
| Average commuteone way | 26 min about the CT average |
24 minLowest 11% below CT |
27 minHighest about the CT average |
| Work from home | 6.9%±2.7Lowest CT: 16% |
13.2%±5.2 CT: 16% |
15.1%±4.8Highest CT: 16% |
| Derby and Pomfret 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 | #39 of 149 in CT | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Pomfret 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 Our Story | 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.