Compare towns
Winchester vs Killingly vs Monroe 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).
Killingly has the youngest population (median age 39.5).
Monroe has the highest household income ($157k).
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 | Killingly | Monroe | Derby |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 10,284Lowest |
17,867 |
18,949Highest |
12,487 |
| Growth since 20102010 → 2020 census | — | — | — | -4.5% CT: +0.9% |
| Median age | 49.1±6.2Highest 19% above CT |
39.5±3Lowest 4% below CT |
43.5±2.2 6% 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% |
19.8%±2.3 CT: 20.2% |
25.2%±3Highest CT: 20.2% |
14.6%±2.9Lowest CT: 20.2% |
| Age 65+ | 27.4%±5.1Highest CT: 18.5% |
19.7%±2.4 CT: 18.5% |
15.6%±2Lowest 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% CT: 42.5% |
22.9%Lowest CT: 42.5% |
57.3%Highest CT: 42.5% |
35.6% CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
5.4%±1.9 CT: 7.1% |
5.1%±1.8 CT: 7.1% |
5.9%±2Highest CT: 7.1% |
| Derby and Killingly 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 |
$84,350±$8k 12% below CT |
$157,250±$12kHighest 64% above CT |
$79,500±$11k 17% below CT |
| Home valuemedian, owner-occupied | $249,500±$17kLowest 32% below CT |
$288,600±$15k 21% below CT |
$503,200±$31kHighest 37% above CT |
$256,700±$21k 30% below CT |
| Rentmedian gross, monthly | $1,174±$116 21% below CT |
$1,044±$141 30% below CT |
$994±$860Lowest 33% below CT |
$1,452±$95Highest about the CT average |
| Property taxmedian, yearly | $4,780 28% below CT |
$3,922Lowest 41% below CT |
$10,000+Highest at least 51% above CT |
$5,510 17% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8 CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
48.8%±46.4 CT: 52.6% |
53.9%±12.6Highest CT: 52.6% |
| Derby and Winchester 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% |
11.4% CT: 10% |
2.6%Lowest CT: 10% |
10.8% CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
71.6% CT: 66.5% |
95.7%Highest CT: 66.5% |
61.9%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955Lowest 12 yrs older than CT |
1968 1 yr newer than CT |
1978Highest 11 yrs newer than CT |
1967 same as CT |
| Getting to work | ||||
| Average commuteone way | 26 minLowest about the CT average |
28 min 5% above CT |
34 minHighest 29% above CT |
27 min about the CT average |
| Work from home | 6.9%±2.7Lowest CT: 16% |
11.1%±2.3 CT: 16% |
15.4%±3.3Highest CT: 16% |
15.1%±4.8 CT: 16% |
| Monroe 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 | #136 of 149 in CT | #48 of 149 in CT | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Monroe School District | Derby School District |
| High school in town | Northwestern Regional High School | Killingly High School | Masuk High School | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
11.1 |
12.8Highest |
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.


