Compare towns
Washington vs Middlebury vs Chester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Washington has the most expensive homes ($660k median).
Middlebury has the highest household income ($133k).
Chester has the oldest population (median age 54).
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 | Washington | Middlebury | Chester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 3,676Lowest |
7,807Highest |
3,825 |
| Median age | 49.9±5.5 21% above CT |
44.4±2.3Lowest 8% above CT |
54±3.4Highest 31% above CT |
| Chester and Washington are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19%±4.7 CT: 20.2% |
22%±3.8Highest CT: 20.2% |
17.5%±4.9Lowest CT: 20.2% |
| Middlebury and Washington are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 26.9%±5.3Highest CT: 18.5% |
22.7%±4.2Lowest CT: 18.5% |
26.8%±4 CT: 18.5% |
| Washington and Chester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 53.7%Highest CT: 42.5% |
53.3% CT: 42.5% |
47.9%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 6.4%±3.3Highest CT: 7.1% |
5.8%±2.8 CT: 7.1% |
4%±2.9Lowest CT: 7.1% |
| Washington and Middlebury are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $101,549±$16kLowest 6% above CT |
$133,487±$26kHighest 39% above CT |
$109,191±$18k 14% above CT |
| Middlebury and Chester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $660,200±$130kHighest 80% above CT |
$476,400±$23k 30% above CT |
$442,200±$25kLowest 21% above CT |
| Rentmedian gross, monthly | $1,204±$264 19% below CT |
$398±$387Lowest 73% below CT |
$1,549±$247Highest 4% above CT |
| Chester and Washington are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,709Lowest 29% below CT |
$8,434Highest 27% above CT |
$6,364 4% below CT |
| Renters paying 30%+of income on rent | 26.1%±24 CT: 52.6% |
12.7%±6.9Lowest CT: 52.6% |
57.4%±22.1Highest CT: 52.6% |
| Chester and Washington are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 9% CT: 10% |
5.8%Lowest CT: 10% |
11.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 79% CT: 66.5% |
87.8%Highest CT: 66.5% |
73.2%Lowest CT: 66.5% |
| Typical home builtmedian year | 1971 4 yrs newer than CT |
1976Highest 9 yrs newer than CT |
1969Lowest 2 yrs newer than CT |
| Getting to work | |||
| Average commuteone way | 26 min 4% below CT |
25 minLowest 5% below CT |
28 minHighest 7% above CT |
| Work from home | 20.1%±9Highest CT: 16% |
15.3%±3.2Lowest CT: 16% |
18.3%±5.6 CT: 16% |
| Washington and Chester 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 | #17 of 149 in CT | #55 of 149 in CT | #8 of 149 in CT |
| School district | Regional School District 12 | Regional School District 15 | Chester School District |
| High school in town | Shepaug Valley School | None in town | None in town |
| Students per teacherat that high school | 9.1 |
— | — |
| On TownTapestry | |||
| Old photos in History | 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.