Compare towns
Derby vs Webster vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
What stands out worked out from the figures below
Derby has the most people working from home (15.1%).
Webster has the most kids (21.8% under 18).
Winchester has the most homeowners (65.8%).
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 | Webster | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 12,487Highest |
12,228 |
10,284Lowest |
| Growth since 20102010 → 2020 census | -4.5%Lowest U.S.: +7.4% |
+6.9%Highest U.S.: +7.4% |
— |
| Median age | 46.4±3.1 19% above U.S. |
37.2±2.1Lowest 4% below U.S. |
49.1±6.2Highest 26% above U.S. |
| 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 U.S.: 22% |
21.8%±3.6Highest U.S.: 22% |
15.4%±2.9 U.S.: 22% |
| Webster 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 U.S.: 17.2% |
15.7%±2.5Lowest U.S.: 17.2% |
27.4%±5.1Highest U.S.: 17.2% |
| 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 U.S.: 35.7% |
18.8%Lowest U.S.: 35.7% |
27.8% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 5.9%±2 U.S.: 6.4% |
6%±1.8Highest U.S.: 6.4% |
4.2%±1.7Lowest U.S.: 6.4% |
| Webster and Derby are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $79,500±$11kHighest about the U.S. average |
$63,837±$8kLowest 21% below U.S. |
$66,519±$12k 18% below U.S. |
| 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±$21k 23% below U.S. |
$333,100±$14kHighest about the U.S. average |
$249,500±$17kLowest 25% below U.S. |
| Rentmedian gross, monthly | $1,452±$95Highest about the U.S. average |
$1,198±$85 15% below U.S. |
$1,174±$116Lowest 17% below U.S. |
| Property taxmedian, yearly | $5,510Highest 77% above U.S. |
$3,234Lowest 4% above U.S. |
$4,780 53% above U.S. |
| Renters paying 30%+of income on rent | 53.9%±12.6Highest U.S.: 51.1% |
46.1%±7.4Lowest U.S.: 51.1% |
48.9%±15.8 U.S.: 51.1% |
| Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 10.8%Lowest U.S.: 12.5% |
16%Highest U.S.: 12.5% |
12.8% U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 61.9% U.S.: 65.2% |
45.5%Lowest U.S.: 65.2% |
65.8%Highest U.S.: 65.2% |
| Typical home builtmedian year | 1967Highest 13 yrs older than U.S. |
1954Lowest 26 yrs older than U.S. |
1955 25 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 27 min about the U.S. average |
28 minHighest 4% above U.S. |
26 minLowest about the U.S. average |
| Work from home | 15.1%±4.8Highest U.S.: 15.1% |
7.1%±2.9 U.S.: 15.1% |
6.9%±2.7Lowest U.S.: 15.1% |
| Schools | |||
| Public school scoresrank in state, math + reading | #138 of 149 in CT | #271 of 282 in MA | #97 of 149 in CT |
| School district | Derby School District | — | Explorations District · Regional School District 07 |
| High school in town | Derby High School | — | Northwestern Regional High School |
| Students per teacherat that high school | 9.7 |
— | 9.7 |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
U.S. 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.