Compare towns
Hebron vs Killingly vs Middlebury vs Windham
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Hebron has the most people working from home (27.2%).
Middlebury has the most expensive homes ($476k median).
Windham has the most renters (52.6% 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 | Hebron | Killingly | Middlebury | Windham |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 9,157 |
17,867 |
7,807Lowest |
23,961Highest |
| Median age | 45.1±2.7Highest 10% above CT |
39.5±3 4% below CT |
44.4±2.3 8% above CT |
33.7±1.9Lowest 18% below CT |
| Hebron and Middlebury are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 20.8%±3.3 CT: 20.2% |
19.8%±2.3Lowest CT: 20.2% |
22%±3.8Highest CT: 20.2% |
20.1%±2.4 CT: 20.2% |
| Middlebury and Hebron are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 18.6%±2.4 CT: 18.5% |
19.7%±2.4 CT: 18.5% |
22.7%±4.2Highest CT: 18.5% |
14.3%±1.9Lowest CT: 18.5% |
| Middlebury and Killingly are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 52.7% CT: 42.5% |
22.9% CT: 42.5% |
53.3%Highest CT: 42.5% |
22.7%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±2.1 CT: 7.1% |
5.4%±1.9Lowest CT: 7.1% |
5.8%±2.8 CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
| Cost of living | ||||
| Household incomemedian | $142,500±$23kHighest 49% above CT |
$84,350±$8k 12% below CT |
$133,487±$26k 39% above CT |
$55,736±$5kLowest 42% below CT |
| Hebron and Middlebury are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $385,800±$15k 5% above CT |
$288,600±$15k 21% below CT |
$476,400±$23kHighest 30% above CT |
$209,800±$9kLowest 43% below CT |
| Rentmedian gross, monthly | $1,635±$241Highest 10% above CT |
$1,044±$141 30% below CT |
$398±$387Lowest 73% below CT |
$1,107±$69 26% below CT |
| Property taxmedian, yearly | $8,263 24% above CT |
$3,922Lowest 41% below CT |
$8,434Highest 27% above CT |
$4,633 30% below CT |
| Renters paying 30%+of income on rent | 61.5%±28.4Highest CT: 52.6% |
42.8%±10.9 CT: 52.6% |
12.7%±6.9Lowest CT: 52.6% |
57.1%±8.1 CT: 52.6% |
| Hebron and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 4.1%Lowest CT: 10% |
11.4% CT: 10% |
5.8% CT: 10% |
20.7%Highest CT: 10% |
| Housing | ||||
| Homeownersof occupied homes | 88.8%Highest CT: 66.5% |
71.6% CT: 66.5% |
87.8% CT: 66.5% |
47.4%Lowest CT: 66.5% |
| Typical home builtmedian year | 1986Highest 19 yrs newer than CT |
1968 1 yr newer than CT |
1976 9 yrs newer than CT |
1956Lowest 11 yrs older than CT |
| Getting to work | ||||
| Average commuteone way | 33 minHighest 23% above CT |
28 min 5% above CT |
25 min 5% below CT |
24 minLowest 8% below CT |
| Work from home | 27.2%±4.6Highest CT: 16% |
11.1%±2.3 CT: 16% |
15.3%±3.2 CT: 16% |
6.1%±1.7Lowest CT: 16% |
| Schools | ||||
| Public school scoresrank in state, math + reading | #28 of 149 in CT | #136 of 149 in CT | #55 of 149 in CT | #143 of 149 in CT |
| School district | Hebron School District · Regional School District 08 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Regional School District 15 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS |
| High school in town | RHAM High School | Killingly High School | None in town | Windham High School |
| Students per teacherat that high school | 9.3Lowest |
11.1Highest |
— | 9.8 |
| 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.



