What stands out worked out from the figures below

Windsor has the most homeowners (82.4%).

Derby has the most renters (38.1% 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	Derby
People
Population	29,468Highest	12,487Lowest
Growth since 20102010 → 2020 census	—	-4.5% CT: +0.9%
Median age	43.7±1.9Lowest 6% above CT	46.4±3.1Highest 13% above CT
	Derby and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.2%±2.1Highest CT: 20.2%	14.6%±2.9Lowest CT: 20.2%
	Windsor and Derby are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	21.1%±3.9Highest CT: 18.5%
	Derby and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	43.2%Highest CT: 42.5%	35.6%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3 CT: 7.1%	5.9%±2 CT: 7.1%
Cost of living
Household incomemedian	$104,725±$8kHighest 9% above CT	$79,500±$11kLowest 17% below CT
Home valuemedian, owner-occupied	$305,200±$11kHighest 17% below CT	$256,700±$21kLowest 30% below CT
Rentmedian gross, monthly	$1,681±$62Highest 13% above CT	$1,452±$95Lowest about the CT average
Property taxmedian, yearly	$5,351Lowest 19% below CT	$5,510Highest 17% below CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	53.9%±12.6Highest CT: 52.6%
	Derby 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%	10.8%Highest CT: 10%
Housing
Homeownersof occupied homes	82.4%Highest CT: 66.5%	61.9%Lowest CT: 66.5%
Typical home builtmedian year	1970Highest 3 yrs newer than CT	1967Lowest same as CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	27 minHighest about the CT average
Work from home	16.1%±3.2Highest CT: 16%	15.1%±4.8Lowest CT: 16%
	Windsor and Derby 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	#138 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Derby School District
High school in town	Windsor High School	Derby High School
Students per teacherat that high school	10.2Highest	9.7Lowest
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.