Compare towns

Hebron vs Windham vs Middlebury

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%).
Windham has the most renters (52.6% rent).
Middlebury has the most expensive homes ($476k 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.

MeasureHebronWindhamMiddlebury
People
Population
9,157
23,961Highest
7,807Lowest
Median age
45.1±2.7Highest
10% above CT
33.7±1.9Lowest
18% below CT
44.4±2.3
8% above 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%
20.1%±2.4Lowest
CT: 20.2%
22%±3.8Highest
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%
14.3%±1.9Lowest
CT: 18.5%
22.7%±4.2Highest
CT: 18.5%
Middlebury and Hebron 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%
22.7%Lowest
CT: 42.5%
53.3%Highest
CT: 42.5%
Enrolled in collegeshare of residents
5.9%±2.1
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
5.8%±2.8Lowest
CT: 7.1%
Cost of living
Household incomemedian
$142,500±$23kHighest
49% above CT
$55,736±$5kLowest
42% below CT
$133,487±$26k
39% above 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
$209,800±$9kLowest
43% below CT
$476,400±$23kHighest
30% above CT
Rentmedian gross, monthly
$1,635±$241Highest
10% above CT
$1,107±$69
26% below CT
$398±$387Lowest
73% below CT
Property taxmedian, yearly
$8,263
24% above CT
$4,633Lowest
30% below CT
$8,434Highest
27% above CT
Renters paying 30%+of income on rent
61.5%±28.4Highest
CT: 52.6%
57.1%±8.1
CT: 52.6%
12.7%±6.9Lowest
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%
20.7%Highest
CT: 10%
5.8%
CT: 10%
Housing
Homeownersof occupied homes
88.8%Highest
CT: 66.5%
47.4%Lowest
CT: 66.5%
87.8%
CT: 66.5%
Typical home builtmedian year
1986Highest
19 yrs newer than CT
1956Lowest
11 yrs older than CT
1976
9 yrs newer than CT
Getting to work
Average commuteone way
33 minHighest
23% above CT
24 minLowest
8% below CT
25 min
5% below CT
Work from home
27.2%±4.6Highest
CT: 16%
6.1%±1.7Lowest
CT: 16%
15.3%±3.2
CT: 16%
Schools
Public school scoresrank in state, math + reading #28 of 149 in CT #143 of 149 in CT #55 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
High school in town RHAM High School Windham High School None in town
Students per teacherat that high school
9.3Lowest
9.8Highest
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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.