What stands out worked out from the figures below

Windsor has the shortest commute (21 min average).

East Hampton has the highest household income ($125k).

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	East Hampton
People
Population	29,468Highest	12,925Lowest
Median age	43.7±1.9Highest 6% above CT	43.6±3.7Lowest 6% above CT
	Windsor and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.2%±2.1Lowest CT: 20.2%	21.4%±3Highest CT: 20.2%
	East Hampton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	20.8%±2.8Highest CT: 18.5%
	East Hampton 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%	39%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	5.2%±1.8Lowest CT: 7.1%
	Windsor and East Hampton 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	$124,577±$11kHighest 30% above CT
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$349,000±$14kHighest 5% below CT
Rentmedian gross, monthly	$1,681±$62Highest 13% above CT	$1,393±$150Lowest 6% below CT
Property taxmedian, yearly	$5,351Lowest 19% below CT	$6,681Highest about the CT average
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	48.7%±16.4Highest CT: 52.6%
	East Hampton 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%	4%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	85.5%Highest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1977Highest 10 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	30 minHighest 11% above CT
Work from home	16.1%±3.2Highest CT: 16%	12.7%±2.4Lowest CT: 16%
	Windsor and East Hampton 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	#75 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	East Hampton School District
High school in town	Windsor High School	East Hampton High School
Students per teacherat that high school	10.2Lowest	11.3Highest
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.