Compare towns
Derby vs Orange vs Windham vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Orange has the most expensive homes ($492k median).
Windham has the youngest population (median age 33.7).
Winchester has the oldest population (median age 49.1).
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 | Derby | Orange | Windham | Winchester |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 12,487 |
14,315 |
23,961Highest |
10,284Lowest |
| Growth since 20102010 → 2020 census | -4.5%Lowest CT: +0.9% |
+2.3%Highest CT: +0.9% |
— | — |
| Median age | 46.4±3.1 13% above CT |
45.6±2.4 11% above CT |
33.7±1.9Lowest 18% below CT |
49.1±6.2Highest 19% 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 | 14.6%±2.9Lowest CT: 20.2% |
22.9%±2.5Highest CT: 20.2% |
20.1%±2.4 CT: 20.2% |
15.4%±2.9 CT: 20.2% |
| Orange and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 21.1%±3.9 CT: 18.5% |
23%±2.7 CT: 18.5% |
14.3%±1.9Lowest CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Winchester and Orange are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 35.6% CT: 42.5% |
59.4%Highest CT: 42.5% |
22.7%Lowest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±2 CT: 7.1% |
5.5%±2 CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Cost of living | ||||
| Household incomemedian | $79,500±$11k 17% below CT |
$142,325±$10kHighest 49% above CT |
$55,736±$5kLowest 42% below CT |
$66,519±$12k 31% below CT |
| Home valuemedian, owner-occupied | $256,700±$21k 30% below CT |
$491,500±$17kHighest 34% above CT |
$209,800±$9kLowest 43% below CT |
$249,500±$17k 32% below CT |
| Rentmedian gross, monthly | $1,452±$95 about the CT average |
$2,172±$161Highest 46% above CT |
$1,107±$69Lowest 26% below CT |
$1,174±$116 21% below CT |
| Property taxmedian, yearly | $5,510 17% below CT |
$8,988Highest 35% above CT |
$4,633Lowest 30% below CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 53.9%±12.6 CT: 52.6% |
64%±12.1Highest CT: 52.6% |
57.1%±8.1 CT: 52.6% |
48.9%±15.8Lowest CT: 52.6% |
| Orange and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 10.8% CT: 10% |
3.9%Lowest CT: 10% |
20.7%Highest CT: 10% |
12.8% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 61.9% CT: 66.5% |
89.2%Highest CT: 66.5% |
47.4%Lowest CT: 66.5% |
65.8% CT: 66.5% |
| Typical home builtmedian year | 1967Highest same as CT |
1964 3 yrs older than CT |
1956 11 yrs older than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | ||||
| Average commuteone way | 27 min about the CT average |
28 minHighest 4% above CT |
24 minLowest 8% below CT |
26 min about the CT average |
| Work from home | 15.1%±4.8 CT: 16% |
15.6%±2.9Highest CT: 16% |
6.1%±1.7Lowest CT: 16% |
6.9%±2.7 CT: 16% |
| Orange 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 | #138 of 149 in CT | #38 of 149 in CT | #143 of 149 in CT | #97 of 149 in CT |
| School district | Derby School District | — | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Explorations District · Regional School District 07 |
| High school in town | Derby High School | — | Windham High School | Northwestern Regional 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.