What stands out worked out from the figures below

Windsor has the most homeowners (82.4%).

Middletown has the most renters (47.1% rent).

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	Middletown
People
Population	29,468Lowest	47,958Highest
Growth since 20102010 → 2020 census	—	+0.1% CT: +0.9%
Median age	43.7±1.9Highest 6% above CT	38.1±1.5Lowest 7% below CT
Kids under 18	19.2%±2.1Highest CT: 20.2%	14.3%±1.3Lowest CT: 20.2%
Age 65+	20%±2Highest CT: 18.5%	16.5%±1.3Lowest CT: 18.5%
Bachelor’s degree+adults 25+	43.2%Highest CT: 42.5%	40.2%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Lowest CT: 7.1%	15.5%±1.4Highest CT: 7.1%
Cost of living
Household incomemedian	$104,725±$8kHighest 9% above CT	$79,438±$6kLowest 17% below CT
Home valuemedian, owner-occupied	$305,200±$11kHighest 17% below CT	$295,300±$11kLowest 20% 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	$1,681±$62Highest 13% above CT	$1,446±$45Lowest about the CT average
Property taxmedian, yearly	$5,351Lowest 19% below CT	$6,412Highest 3% below CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	47.7%±5.3Highest 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	6.7%Lowest CT: 10%	12%Highest CT: 10%
Housing
Homeownersof occupied homes	82.4%Highest CT: 66.5%	52.9%Lowest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1972Highest 5 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	23 minHighest 12% below CT
Work from home	16.1%±3.2Highest CT: 16%	14.1%±1.8Lowest 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	#117 of 149 in CT	#121 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Connecticut Technical Education and Career System · Department of Mental Health and Addiction Services
High school in town	Windsor High School	Middletown High School
Students per teacherat that high school	10.2Lowest	11.8Highest
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.