What stands out worked out from the figures below

Webster has the most renters (40.2% rent).

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

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	Webster	Windsor
People
Population	17,748Lowest	29,468Highest
Growth since 20102010 → 2020 census	+6% U.S.: +7.4%	—
Median age	39.9±2.9Lowest about the U.S. average	43.7±1.9Highest 12% above U.S.
	Windsor and Webster are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.6%±2.9Highest U.S.: 22%	19.2%±2.1Lowest 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+	19.6%±2.5Lowest U.S.: 17.2%	20%±2Highest 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+	25.3%Lowest U.S.: 35.7%	43.2%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	5.8%±1.6Lowest U.S.: 6.4%	5.9%±1.3Highest 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	$72,895±$6kLowest 10% below U.S.	$104,725±$8kHighest 30% above U.S.
Home valuemedian, owner-occupied	$361,500±$12kHighest 9% above U.S.	$305,200±$11kLowest 8% below U.S.
Rentmedian gross, monthly	$1,228±$81Lowest 13% below U.S.	$1,681±$62Highest 19% above U.S.
Property taxmedian, yearly	$3,999Lowest 28% above U.S.	$5,351Highest 72% above U.S.
Renters paying 30%+of income on rent	45.7%±6.7Highest U.S.: 51.1%	44.9%±10.9Lowest 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	12.7%Highest U.S.: 12.5%	6.7%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	59.8%Lowest U.S.: 65.2%	82.4%Highest U.S.: 65.2%
Typical home builtmedian year	1962Lowest 18 yrs older than U.S.	1970Highest 10 yrs older than U.S.
Getting to work
Average commuteone way	31 minHighest 16% above U.S.	21 minLowest 19% below U.S.
Work from home	8%±2.5Lowest U.S.: 15.1%	16.1%±3.2Highest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#271 of 282 in MA	#117 of 149 in CT
School district	Webster	Capitol Region Education Council · Windsor School District
High school in town	Bartlett High School	Windsor High School
Students per teacherat that high school	11.6Highest	10.2Lowest
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.