Compare towns
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
Middlebury has the most people working from home (15.3%).
Windham has the most affordable homes ($210k median).
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 | Middlebury | Windham |
|---|---|---|
| Your priorities | ||
| People | ||
| Population | 7,807Lowest |
23,961Highest |
| Median age | 44.4±2.3Highest 8% above CT |
33.7±1.9Lowest 18% below CT |
| Kids under 18 | 22%±3.8Highest CT: 20.2% |
20.1%±2.4Lowest CT: 20.2% |
| Middlebury and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||
| Age 65+ | 22.7%±4.2Highest CT: 18.5% |
14.3%±1.9Lowest CT: 18.5% |
| Bachelor’s degree+adults 25+ | 53.3%Highest CT: 42.5% |
22.7%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.8%±2.8Lowest CT: 7.1% |
15.2%±1.8Highest CT: 7.1% |
| Cost of living | ||
| Household incomemedian | $133,487±$26kHighest 39% above CT |
$55,736±$5kLowest 42% below CT |
| Home valuemedian, owner-occupied | $476,400±$23kHighest 30% above CT |
$209,800±$9kLowest 43% below CT |
| Rentmedian gross, monthly | $398±$387Lowest 73% below CT |
$1,107±$69Highest 26% below CT |
| Property taxmedian, yearly | $8,434Highest 27% above CT |
$4,633Lowest 30% below CT |
| Renters paying 30%+of income on rent | 12.7%±6.9Lowest CT: 52.6% |
57.1%±8.1Highest CT: 52.6% |
| Below poverty line | 5.8%Lowest CT: 10% |
20.7%Highest CT: 10% |
| Housing | ||
| Homeownersof occupied homes | 87.8%Highest CT: 66.5% |
47.4%Lowest CT: 66.5% |
| Typical home builtmedian year | 1976Highest 9 yrs newer than CT |
1956Lowest 11 yrs older than CT |
| Getting to work | ||
| Average commuteone way | 25 minHighest 5% below CT |
24 minLowest 8% below CT |
| Work from home | 15.3%±3.2Highest CT: 16% |
6.1%±1.7Lowest CT: 16% |
| Schools | ||
| Public school scoresrank in state, math + reading | #55 of 149 in CT | #143 of 149 in CT |
| School district | Regional School District 15 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS |
| High school in town | None in town | Windham High School |
| Students per teacherat that high school | — | 9.8 |
| On TownTapestry | ||
| Old photos in History | 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.