Compare towns

Haddam vs Windsor vs Middlebury

Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.

What stands out worked out from the figures below

Haddam has the oldest population (median age 45.9).
Windsor has the most affordable homes ($305k median).
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.

MeasureHaddamWindsorMiddlebury
People
Population
8,644
29,468Highest
7,807Lowest
Median age
45.9±2.6Highest
12% above CT
43.7±1.9Lowest
6% above CT
44.4±2.3
8% above CT
Haddam and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
21.3%±3.5
CT: 20.2%
19.2%±2.1Lowest
CT: 20.2%
22%±3.8Highest
CT: 20.2%
Middlebury and Haddam are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21%±2.9
CT: 18.5%
20%±2Lowest
CT: 18.5%
22.7%±4.2Highest
CT: 18.5%
Middlebury and Haddam are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
47.6%
CT: 42.5%
43.2%Lowest
CT: 42.5%
53.3%Highest
CT: 42.5%
Enrolled in collegeshare of residents
5.2%±2.2Lowest
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
5.8%±2.8
CT: 7.1%
Windsor and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$114,426±$15k
19% above CT
$104,725±$8kLowest
9% above CT
$133,487±$26kHighest
39% above CT
Middlebury and Haddam are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$379,700±$25k
3% above CT
$305,200±$11kLowest
17% below CT
$476,400±$23kHighest
30% above CT
Rentmedian gross, monthly
$1,567±$258
5% above CT
$1,681±$62Highest
13% above CT
$398±$387Lowest
73% below CT
Windsor and Haddam are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$7,045
6% above CT
$5,351Lowest
19% below CT
$8,434Highest
27% above CT
Renters paying 30%+of income on rent
63.2%±47Highest
CT: 52.6%
44.9%±10.9
CT: 52.6%
12.7%±6.9Lowest
CT: 52.6%
Haddam and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.8%Lowest
CT: 10%
6.7%Highest
CT: 10%
5.8%
CT: 10%
Housing
Homeownersof occupied homes
86.7%
CT: 66.5%
82.4%Lowest
CT: 66.5%
87.8%Highest
CT: 66.5%
Typical home builtmedian year
1971
4 yrs newer than CT
1970Lowest
3 yrs newer than CT
1976Highest
9 yrs newer than CT
Getting to work
Average commuteone way
31 minHighest
16% above CT
21 minLowest
19% below CT
25 min
5% below CT
Work from home
11.8%±3.3Lowest
CT: 16%
16.1%±3.2Highest
CT: 16%
15.3%±3.2
CT: 16%
Windsor and Middlebury 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 #25 of 149 in CT #117 of 149 in CT #55 of 149 in CT
School district Regional School District 17 Capitol Region Education Council · Windsor School District Regional School District 15
High school in town Haddam-Killingworth High School Windsor High School None in town
Students per teacherat that high school
9.5Lowest
10.2Highest
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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.