What stands out worked out from the figures below

Windsor has the most affordable homes ($305k median).

Simsbury has the most people working from home (27.1%).

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.

Raising kidsAffordabilityOwning a homeShort commuteWorking from homeYounger crowdSettled, older crowdGrowing town

Measure	Windsor	Simsbury
People
Population	29,468Highest	25,066Lowest
Median age	43.7±1.9Highest 6% above CT	42.3±2.1Lowest about the CT average
	Windsor and Simsbury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.2%±2.1Lowest CT: 20.2%	24.9%±2.4Highest CT: 20.2%
Age 65+	20%±2Highest CT: 18.5%	18.5%±1.5Lowest 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+	43.2%Lowest CT: 42.5%	71.9%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	4.6%±1Lowest 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	$104,725±$8kLowest 9% above CT	$157,907±$11kHighest 65% above CT
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$443,500±$11kHighest 21% above CT
Rentmedian gross, monthly	$1,681±$62Lowest 13% above CT	$2,203±$118Highest 48% above CT
Property taxmedian, yearly	$5,351Lowest 19% below CT	$9,115Highest 37% above CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	48%±8.4Highest 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	6.7%Highest CT: 10%	4.8%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Highest CT: 66.5%	75.2%Lowest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1973Highest 6 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	26 minHighest about the CT average
Work from home	16.1%±3.2Lowest CT: 16%	27.1%±3Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#117 of 149 in CT	#13 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Simsbury School District
High school in town	Windsor High School	Simsbury High School
Students per teacherat that high school	10.2Lowest	11.9Highest
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.