Compare towns

Hebron vs Windsor vs Andover 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%).
Windsor has the most affordable homes ($305k median).
Andover has the oldest population (median age 51.2).
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.

MeasureHebronWindsorAndoverMiddlebury
People
Population
9,157
29,468Highest
3,152Lowest
7,807
Median age
45.1±2.7
10% above CT
43.7±1.9Lowest
6% above CT
51.2±5.4Highest
25% above CT
44.4±2.3
8% above CT
Andover and Hebron 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%
19.2%±2.1
CT: 20.2%
16.2%±4.4Lowest
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%±2.4Lowest
CT: 18.5%
20%±2
CT: 18.5%
19.2%±5.1
CT: 18.5%
22.7%±4.2Highest
CT: 18.5%
Middlebury and Windsor 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%
43.2%Lowest
CT: 42.5%
46.5%
CT: 42.5%
53.3%Highest
CT: 42.5%
Enrolled in collegeshare of residents
5.9%±2.1
CT: 7.1%
5.9%±1.3
CT: 7.1%
8.2%±4.1Highest
CT: 7.1%
5.8%±2.8Lowest
CT: 7.1%
Andover and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$142,500±$23kHighest
49% above CT
$104,725±$8kLowest
9% above CT
$134,632±$20k
41% above CT
$133,487±$26k
39% above CT
Hebron and Andover 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
$305,200±$11kLowest
17% below CT
$376,500±$36k
about the CT average
$476,400±$23kHighest
30% above CT
Rentmedian gross, monthly
$1,635±$241
10% above CT
$1,681±$62Highest
13% above CT
$1,166±$745
22% below CT
$398±$387Lowest
73% below CT
Windsor and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$8,263
24% above CT
$5,351Lowest
19% below CT
$6,554
about the CT average
$8,434Highest
27% above CT
Renters paying 30%+of income on rent
61.5%±28.4Highest
CT: 52.6%
44.9%±10.9
CT: 52.6%
60.8%±38.4
CT: 52.6%
12.7%±6.9Lowest
CT: 52.6%
Hebron and Andover are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.1%
CT: 10%
6.7%Highest
CT: 10%
1.8%Lowest
CT: 10%
5.8%
CT: 10%
Housing
Homeownersof occupied homes
88.8%
CT: 66.5%
82.4%Lowest
CT: 66.5%
93.1%Highest
CT: 66.5%
87.8%
CT: 66.5%
Typical home builtmedian year
1986Highest
19 yrs newer than CT
1970Lowest
3 yrs newer than CT
1977
10 yrs newer than CT
1976
9 yrs newer than CT
Getting to work
Average commuteone way
33 minHighest
23% above CT
21 minLowest
19% below CT
25 min
5% below CT
25 min
5% below CT
Work from home
27.2%±4.6Highest
CT: 16%
16.1%±3.2
CT: 16%
15.5%±5.4
CT: 16%
15.3%±3.2Lowest
CT: 16%
Schools
Public school scoresrank in state, math + reading #28 of 149 in CT #117 of 149 in CT #43 of 149 in CT #55 of 149 in CT
School district Hebron School District · Regional School District 08 Capitol Region Education Council · Windsor School District Andover School District Regional School District 15
High school in town RHAM High School Windsor High School None in town None in town
Students per teacherat that high school
9.3Lowest
10.2Highest
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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.