What stands out worked out from the figures below

Windsor has the most people working from home (16.1%).

Webster has the most renters (40.2% 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	Webster
People
Population	29,468Highest	17,748Lowest
Growth since 20102010 → 2020 census	—	+6% U.S.: +7.4%
Median age	43.7±1.9Highest 12% above U.S.	39.9±2.9Lowest about the U.S. average
	Windsor and Webster are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.2%±2.1Lowest U.S.: 22%	19.6%±2.9Highest U.S.: 22%
	Webster and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Highest U.S.: 17.2%	19.6%±2.5Lowest U.S.: 17.2%
	Windsor and Webster 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 U.S.: 35.7%	25.3%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	5.9%±1.3Highest U.S.: 6.4%	5.8%±1.6Lowest U.S.: 6.4%
	Windsor and Webster are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$104,725±$8kHighest 30% above U.S.	$72,895±$6kLowest 10% below U.S.
Home valuemedian, owner-occupied	$305,200±$11kLowest 8% below U.S.	$361,500±$12kHighest 9% above U.S.
Rentmedian gross, monthly	$1,681±$62Highest 19% above U.S.	$1,228±$81Lowest 13% below U.S.
Property taxmedian, yearly	$5,351Highest 72% above U.S.	$3,999Lowest 28% above U.S.
Renters paying 30%+of income on rent	44.9%±10.9Lowest U.S.: 51.1%	45.7%±6.7Highest U.S.: 51.1%
	Webster 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 U.S.: 12.5%	12.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	82.4%Highest U.S.: 65.2%	59.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1970Highest 10 yrs older than U.S.	1962Lowest 18 yrs older than U.S.
Getting to work
Average commuteone way	21 minLowest 19% below U.S.	31 minHighest 16% above U.S.
Work from home	16.1%±3.2Highest U.S.: 15.1%	8%±2.5Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#117 of 149 in CT	#271 of 282 in MA
School district	Capitol Region Education Council · Windsor School District	Webster
High school in town	Windsor High School	Bartlett High School
Students per teacherat that high school	10.2Lowest	11.6Highest
On TownTapestry
Old photos in History	None yet	None yet

U.S. 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.