What stands out worked out from the figures below

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

Roxbury has the most expensive homes ($715k 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	Roxbury
People
Population	29,468Highest	2,185Lowest
Median age	43.7±1.9Lowest 6% above CT	54.7±1.8Highest 33% above CT
Kids under 18	19.2%±2.1Highest CT: 20.2%	14.3%±4Lowest CT: 20.2%
	Windsor and Roxbury are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	31%±5.5Highest CT: 18.5%
Bachelor’s degree+adults 25+	43.2%Lowest CT: 42.5%	65.2%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	5.8%±3.3Lowest CT: 7.1%
	Windsor and Roxbury 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	$123,864±$27kHighest 29% above CT
	Roxbury and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$714,500±$77kHighest 95% above CT
Rentmedian gross, monthly	$1,681±$62Lowest 13% above CT	$1,713±$418Highest 15% above CT
	Roxbury 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	$6,591Highest about the CT average
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	61.5%±48.3Highest CT: 52.6%
	Roxbury 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%	3.7%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	82.7%Highest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1981Highest 14 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	37 minHighest 38% above CT
Work from home	16.1%±3.2Lowest CT: 16%	17.4%±6.6Highest CT: 16%
	Roxbury and Windsor 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	—
School district	Capitol Region Education Council · Windsor School District	Regional School District 12
High school in town	Windsor High School	None in town
Students per teacherat that high school	10.2	—
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.