What stands out worked out from the figures below

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

Madison has the most expensive homes ($584k 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.

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

Measure	Windsor	Madison
People
Population	29,468Highest	17,616Lowest
Median age	43.7±1.9Lowest 6% above CT	51.9±1.9Highest 26% above CT
Kids under 18	19.2%±2.1Highest CT: 20.2%	18.1%±2.2Lowest CT: 20.2%
	Windsor and Madison are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	25.2%±2.4Highest CT: 18.5%
Bachelor’s degree+adults 25+	43.2%Lowest CT: 42.5%	72.4%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3 CT: 7.1%	5.9%±1.5 CT: 7.1%
Cost of living
Household incomemedian	$104,725±$8kLowest 9% above CT	$167,442±$16kHighest 75% above CT
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$583,900±$30kHighest 59% above CT
Rentmedian gross, monthly	$1,681±$62Lowest 13% above CT	$2,025±$741Highest 36% above CT
	Madison and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$5,351Lowest 19% below CT	$8,843Highest 33% above CT
Renters paying 30%+of income on rent	44.9%±10.9Highest CT: 52.6%	44%±12.3Lowest CT: 52.6%
	Windsor and Madison 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%	3.6%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	90.4%Highest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1976Highest 9 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	30 minHighest 12% above CT
Work from home	16.1%±3.2Lowest CT: 16%	30.2%±5.3Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#117 of 149 in CT	#7 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Madison School District
High school in town	Windsor High School	Daniel Hand High School
Students per teacherat that high school	10.2Highest	9.8Lowest
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.