What stands out worked out from the figures below

Windsor has the shortest commute (21 min average).

Chaplin has the most affordable homes ($255k 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	Chaplin
People
Population	29,468Highest	2,070Lowest
Median age	43.7±1.9 6% above CT	43.7±4.8 6% above CT
Kids under 18	19.2%±2.1Highest CT: 20.2%	15.7%±4.2Lowest CT: 20.2%
	Windsor and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	20.9%±4.4Highest CT: 18.5%
	Chaplin 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%	25.4%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Lowest CT: 7.1%	10.1%±6.2Highest CT: 7.1%
	Chaplin and Windsor 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 9% above CT	$97,846±$14kLowest about the CT average
	Windsor and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$305,200±$11kHighest 17% below CT	$255,200±$24kLowest 30% below CT
Rentmedian gross, monthly	$1,681±$62Highest 13% above CT	$1,473±$275Lowest about the CT average
	Windsor and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$5,351Highest 19% below CT	$4,524Lowest 32% below CT
Renters paying 30%+of income on rent	44.9%±10.9Highest CT: 52.6%	33.6%±27.7Lowest CT: 52.6%
	Windsor and Chaplin 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%	5.4%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	82.9%Highest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1979Highest 12 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	32 minHighest 22% above CT
Work from home	16.1%±3.2Lowest CT: 16%	18.1%±10Highest CT: 16%
	Chaplin 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	Chaplin School District · Regional School District 11
High school in town	Windsor High School	Parish Hill High School
Students per teacherat that high school	10.2Highest	7.5Lowest
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.