Compare towns

Simsbury vs Windsor

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

What stands out worked out from the figures below

Simsbury has the most people working from home (27.1%).
Windsor has the most affordable homes ($305k 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.

MeasureSimsburyWindsor
People
Population
25,066Lowest
29,468Highest
Median age
42.3±2.1Lowest
about the CT average
43.7±1.9Highest
6% above CT
Windsor and Simsbury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
24.9%±2.4Highest
CT: 20.2%
19.2%±2.1Lowest
CT: 20.2%
Age 65+
18.5%±1.5Lowest
CT: 18.5%
20%±2Highest
CT: 18.5%
Windsor and Simsbury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
71.9%Highest
CT: 42.5%
43.2%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
4.6%±1Lowest
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
Windsor and Simsbury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$157,907±$11kHighest
65% above CT
$104,725±$8kLowest
9% above CT
Home valuemedian, owner-occupied
$443,500±$11kHighest
21% above CT
$305,200±$11kLowest
17% below CT
Rentmedian gross, monthly
$2,203±$118Highest
48% above CT
$1,681±$62Lowest
13% above CT
Property taxmedian, yearly
$9,115Highest
37% above CT
$5,351Lowest
19% below CT
Renters paying 30%+of income on rent
48%±8.4Highest
CT: 52.6%
44.9%±10.9Lowest
CT: 52.6%
Simsbury 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%
Housing
Homeownersof occupied homes
75.2%Lowest
CT: 66.5%
82.4%Highest
CT: 66.5%
Typical home builtmedian year
1973Highest
6 yrs newer than CT
1970Lowest
3 yrs newer than CT
Getting to work
Average commuteone way
26 minHighest
about the CT average
21 minLowest
19% below CT
Work from home
27.1%±3Highest
CT: 16%
16.1%±3.2Lowest
CT: 16%
Schools
Public school scoresrank in state, math + reading #13 of 149 in CT #117 of 149 in CT
School district Simsbury School District Capitol Region Education Council · Windsor School District
High school in town Simsbury High School Windsor High School
Students per teacherat that high school
11.9Highest
10.2Lowest
On TownTapestry
Old photos in History 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.