What stands out worked out from the figures below

Weston has the most expensive homes ($997k median).

Windsor has the most affordable homes ($305k 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	Weston	Windsor
People
Population	10,396Lowest	29,468Highest
Median age	45.7±2.7Highest 11% above CT	43.7±1.9Lowest 6% above CT
	Weston and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	26.4%±3.2Highest CT: 20.2%	19.2%±2.1Lowest CT: 20.2%
Age 65+	17.3%±2.4Lowest CT: 18.5%	20%±2Highest CT: 18.5%
	Windsor and Weston are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	83.7%Highest CT: 42.5%	43.2%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.3%±2.2Lowest CT: 7.1%	5.9%±1.3Highest CT: 7.1%
	Windsor and Weston are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$250,001Highest 161% above CT	$104,725±$8kLowest 9% above CT
Home valuemedian, owner-occupied	$996,700±$52kHighest 172% above CT	$305,200±$11kLowest 17% below CT
Rentmedian gross, monthly	$3,501Highest 135% above CT	$1,681±$62Lowest 13% above CT
Property taxmedian, yearly	$10,000+Highest at least 51% above CT	$5,351Lowest 19% below CT
Renters paying 30%+of income on rent	77.9%±36.6Highest CT: 52.6%	44.9%±10.9Lowest CT: 52.6%
	Weston and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	1.8%Lowest CT: 10%	6.7%Highest CT: 10%
Housing
Homeownersof occupied homes	96.9%Highest CT: 66.5%	82.4%Lowest CT: 66.5%
Typical home builtmedian year	1967Lowest same as CT	1970Highest 3 yrs newer than CT
Getting to work
Average commuteone way	47 minHighest 76% above CT	21 minLowest 19% below CT
Work from home	44.9%±7.5Highest CT: 16%	16.1%±3.2Lowest CT: 16%
Schools
Public school scoresrank in state, math + reading	#5 of 149 in CT	#117 of 149 in CT
School district	Weston School District	Capitol Region Education Council · Windsor School District
High school in town	Weston High School	Windsor High School
Students per teacherat that high school	10.8Highest	10.2Lowest
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.