Compare towns
Derby vs Chaplin vs Orange vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Derby has the most renters (38.1% rent).
Chaplin has the most people working from home (18.1%).
Orange has the most expensive homes ($492k median).
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 | Chaplin | Orange | Winchester |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 12,487 |
2,070Lowest |
14,315Highest |
10,284 |
| Growth since 20102010 → 2020 census | -4.5% CT: +0.9% |
— | — | — |
| Median age | 46.4±3.1 13% above CT |
43.7±4.8Lowest 6% above CT |
45.6±2.4 11% above 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% |
15.7%±4.2 CT: 20.2% |
22.9%±2.5Highest CT: 20.2% |
15.4%±2.9 CT: 20.2% |
| Age 65+ | 21.1%±3.9 CT: 18.5% |
20.9%±4.4Lowest CT: 18.5% |
23%±2.7 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% |
25.4%Lowest CT: 42.5% |
59.4%Highest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±2 CT: 7.1% |
10.1%±6.2Highest CT: 7.1% |
5.5%±2 CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Chaplin 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±$11k 17% below CT |
$97,846±$14k about the CT average |
$142,325±$10kHighest 49% above CT |
$66,519±$12kLowest 31% below CT |
| Home valuemedian, owner-occupied | $256,700±$21k 30% below CT |
$255,200±$24k 30% below CT |
$491,500±$17kHighest 34% above CT |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $1,452±$95 about the CT average |
$1,473±$275 about the CT average |
$2,172±$161Highest 46% above CT |
$1,174±$116Lowest 21% below CT |
| Property taxmedian, yearly | $5,510 17% below CT |
$4,524Lowest 32% below CT |
$8,988Highest 35% above CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 53.9%±12.6 CT: 52.6% |
33.6%±27.7Lowest CT: 52.6% |
64%±12.1Highest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
| Orange and Derby are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 10.8% CT: 10% |
5.4% CT: 10% |
3.9%Lowest CT: 10% |
12.8%Highest CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 61.9%Lowest CT: 66.5% |
82.9% CT: 66.5% |
89.2%Highest CT: 66.5% |
65.8% CT: 66.5% |
| Typical home builtmedian year | 1967 same as CT |
1979Highest 12 yrs newer than CT |
1964 3 yrs older than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | ||||
| Average commuteone way | 27 min about the CT average |
32 minHighest 22% above CT |
28 min 4% above CT |
26 minLowest about the CT average |
| Work from home | 15.1%±4.8 CT: 16% |
18.1%±10Highest CT: 16% |
15.6%±2.9 CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Chaplin and Orange 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 | #97 of 149 in CT |
| School district | Derby School District | Chaplin School District · Regional School District 11 | Orange School District · Regional School District 05 | Explorations District · Regional School District 07 |
| High school in town | Derby High School | Parish Hill High School | None in town | Northwestern Regional High School |
| Students per teacherat that high school | 9.7Highest |
7.5Lowest |
— | 9.7Highest |
| 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.