Compare towns
Winchester vs Dedham vs Derby
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
What stands out worked out from the figures below
Winchester has the oldest population (median age 49.1).
Dedham has the most expensive homes ($662k median).
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 | Dedham | Derby |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284Lowest |
25,237Highest |
12,487 |
| Growth since 20102010 → 2020 census | — | +2.6%Highest U.S.: +7.4% |
-4.5%Lowest U.S.: +7.4% |
| Median age | 49.1±6.2Highest 26% above U.S. |
44.6±1.6Lowest 15% above U.S. |
46.4±3.1 19% 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 | 15.4%±2.9 U.S.: 22% |
18.6%±1.9Highest U.S.: 22% |
14.6%±2.9Lowest U.S.: 22% |
| Dedham 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 U.S.: 17.2% |
21.9%±2 U.S.: 17.2% |
21.1%±3.9Lowest U.S.: 17.2% |
| Winchester and Dedham 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 U.S.: 35.7% |
55%Highest U.S.: 35.7% |
35.6% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest U.S.: 6.4% |
5.6%±1 U.S.: 6.4% |
5.9%±2Highest U.S.: 6.4% |
| Derby and Dedham 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 18% below U.S. |
$128,955±$10kHighest 60% above U.S. |
$79,500±$11k about the U.S. average |
| Home valuemedian, owner-occupied | $249,500±$17kLowest 25% below U.S. |
$661,800±$16kHighest 99% above U.S. |
$256,700±$21k 23% below U.S. |
| Rentmedian gross, monthly | $1,174±$116Lowest 17% below U.S. |
$2,042±$182Highest 45% above U.S. |
$1,452±$95 about the U.S. average |
| Property taxmedian, yearly | $4,780Lowest 53% above U.S. |
$7,918Highest 154% above U.S. |
$5,510 77% above U.S. |
| Renters paying 30%+of income on rent | 48.9%±15.8Lowest U.S.: 51.1% |
56.4%±10Highest U.S.: 51.1% |
53.9%±12.6 U.S.: 51.1% |
| Dedham 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 U.S.: 12.5% |
5.6%Lowest U.S.: 12.5% |
10.8% U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 65.8% U.S.: 65.2% |
73.4%Highest U.S.: 65.2% |
61.9%Lowest U.S.: 65.2% |
| Typical home builtmedian year | 1955Lowest 25 yrs older than U.S. |
1956 24 yrs older than U.S. |
1967Highest 13 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 26 minLowest about the U.S. average |
29 minHighest 11% above U.S. |
27 min about the U.S. average |
| Work from home | 6.9%±2.7Lowest U.S.: 15.1% |
20%±2.7Highest U.S.: 15.1% |
15.1%±4.8 U.S.: 15.1% |
| Dedham 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 | #119 of 282 in MA | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Dedham | Derby School District |
| High school in town | Northwestern Regional High School | Dedham High | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
10.4Highest |
9.7Lowest |
| 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.