Compare towns

Middletown vs Plainfield vs Windsor

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

What stands out worked out from the figures below

Middletown has the most renters (47.1% rent).
Plainfield has the most affordable homes ($272k median).
Windsor has the highest household income ($105k).

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.

MeasureMiddletownPlainfieldWindsor
People
Population
47,958Highest
15,141Lowest
29,468
Growth since 20102010 → 2020 census
+0.1%
CT: +0.9%
— —
Median age
38.1±1.5
7% below CT
37±4.5Lowest
10% below CT
43.7±1.9Highest
6% above CT
Kids under 18
14.3%±1.3Lowest
CT: 20.2%
19.4%±2.6Highest
CT: 20.2%
19.2%±2.1
CT: 20.2%
Plainfield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
16.5%±1.3Lowest
CT: 18.5%
16.6%±2.4
CT: 18.5%
20%±2Highest
CT: 18.5%
Windsor and Plainfield are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
40.2%
CT: 42.5%
15%Lowest
CT: 42.5%
43.2%Highest
CT: 42.5%
Enrolled in collegeshare of residents
15.5%±1.4Highest
CT: 7.1%
5.6%±1.8Lowest
CT: 7.1%
5.9%±1.3
CT: 7.1%
Cost of living
Household incomemedian
$79,438±$6k
17% below CT
$76,993±$8kLowest
20% below CT
$104,725±$8kHighest
9% above CT
Home valuemedian, owner-occupied
$295,300±$11k
20% below CT
$272,100±$16kLowest
26% below CT
$305,200±$11kHighest
17% below CT
Windsor and Middletown are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,446±$45
about the CT average
$1,204±$70Lowest
19% below CT
$1,681±$62Highest
13% above CT
Property taxmedian, yearly
$6,412Highest
3% below CT
$4,209Lowest
37% below CT
$5,351
19% below CT
Renters paying 30%+of income on rent
47.7%±5.3Highest
CT: 52.6%
39.8%±9.5Lowest
CT: 52.6%
44.9%±10.9
CT: 52.6%
Middletown and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12%Highest
CT: 10%
8.7%
CT: 10%
6.7%Lowest
CT: 10%
Housing
Homeownersof occupied homes
52.9%Lowest
CT: 66.5%
73.6%
CT: 66.5%
82.4%Highest
CT: 66.5%
Typical home builtmedian year
1972Highest
5 yrs newer than CT
1971
4 yrs newer than CT
1970Lowest
3 yrs newer than CT
Getting to work
Average commuteone way
23 min
12% below CT
27 minHighest
about the CT average
21 minLowest
19% below CT
Work from home
14.1%±1.8
CT: 16%
10%±4Lowest
CT: 16%
16.1%±3.2Highest
CT: 16%
Windsor and Middletown 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 #121 of 149 in CT #131 of 149 in CT #117 of 149 in CT
School district Connecticut Technical Education and Career System · Department of Mental Health and Addiction Services Plainfield School District Capitol Region Education Council · Windsor School District
High school in town Middletown High School Plainfield High School Windsor High School
Students per teacherat that high school
11.8Highest
10.3
10.2Lowest
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.