Compare towns

Plainfield vs Winchester vs Windsor

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

What stands out worked out from the figures below

Plainfield has the youngest population (median age 37).
Winchester has the oldest population (median age 49.1).
Windsor has the most people working from home (16.1%).

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.

MeasurePlainfieldWinchesterWindsor
People
Population
15,141
10,284Lowest
29,468Highest
Median age
37±4.5Lowest
10% below CT
49.1±6.2Highest
19% above CT
43.7±1.9
6% above CT
Winchester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.4%±2.6Highest
CT: 20.2%
15.4%±2.9Lowest
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+
16.6%±2.4Lowest
CT: 18.5%
27.4%±5.1Highest
CT: 18.5%
20%±2
CT: 18.5%
Bachelor’s degree+adults 25+
15%Lowest
CT: 42.5%
27.8%
CT: 42.5%
43.2%Highest
CT: 42.5%
Enrolled in collegeshare of residents
5.6%±1.8
CT: 7.1%
4.2%±1.7Lowest
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
Windsor and Plainfield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$76,993±$8k
20% below CT
$66,519±$12kLowest
31% below CT
$104,725±$8kHighest
9% above CT
Home valuemedian, owner-occupied
$272,100±$16k
26% below CT
$249,500±$17kLowest
32% below CT
$305,200±$11kHighest
17% below CT
Rentmedian gross, monthly
$1,204±$70
19% below CT
$1,174±$116Lowest
21% below CT
$1,681±$62Highest
13% above CT
Property taxmedian, yearly
$4,209Lowest
37% below CT
$4,780
28% below CT
$5,351Highest
19% below CT
Renters paying 30%+of income on rent
39.8%±9.5Lowest
CT: 52.6%
48.9%±15.8Highest
CT: 52.6%
44.9%±10.9
CT: 52.6%
Winchester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.7%
CT: 10%
12.8%Highest
CT: 10%
6.7%Lowest
CT: 10%
Housing
Homeownersof occupied homes
73.6%
CT: 66.5%
65.8%Lowest
CT: 66.5%
82.4%Highest
CT: 66.5%
Typical home builtmedian year
1971Highest
4 yrs newer than CT
1955Lowest
12 yrs older than CT
1970
3 yrs newer than CT
Getting to work
Average commuteone way
27 minHighest
about the CT average
26 min
about the CT average
21 minLowest
19% below CT
Work from home
10%±4
CT: 16%
6.9%±2.7Lowest
CT: 16%
16.1%±3.2Highest
CT: 16%
Windsor and Plainfield 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 #131 of 149 in CT #97 of 149 in CT #117 of 149 in CT
School district Plainfield School District Explorations District · Regional School District 07 Capitol Region Education Council · Windsor School District
High school in town Plainfield High School Northwestern Regional High School Windsor High School
Students per teacherat that high school
10.3Highest
9.7Lowest
10.2
On TownTapestry
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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.