What stands out worked out from the figures below

Cheshire has the most expensive homes ($440k median).

South Windsor has the most people working from home (27.5%).

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	Cheshire	South Windsor
People
Population	29,040Highest	26,907Lowest
Median age	44.9±1.4Highest 9% above CT	41.2±1.3Lowest about the CT average
Kids under 18	21.9%±2.3Lowest CT: 20.2%	23.4%±2Highest CT: 20.2%
	South Windsor and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	21.3%±1.8Highest CT: 18.5%	17.8%±1.7Lowest CT: 18.5%
	Cheshire and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	60.7%Highest CT: 42.5%	58.9%Lowest CT: 42.5%
Enrolled in collegeshare of residents	4.5%±1.1Lowest CT: 7.1%	6.1%±1.2Highest CT: 7.1%
	South Windsor and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$146,528±$12kHighest 53% above CT	$144,961±$10kLowest 51% above CT
	Cheshire and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$440,000±$17kHighest 20% above CT	$375,100±$12kLowest about the CT average
Rentmedian gross, monthly	$1,398±$116Lowest 6% below CT	$1,864±$214Highest 25% above CT
Property taxmedian, yearly	$7,755Lowest 17% above CT	$7,888Highest 19% above CT
Renters paying 30%+of income on rent	44.9%±6.3Lowest CT: 52.6%	49.9%±10.7Highest CT: 52.6%
	South Windsor and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5%Highest CT: 10%	4.9%Lowest CT: 10%
Housing
Homeownersof occupied homes	86.6%Highest CT: 66.5%	84.9%Lowest CT: 66.5%
Typical home builtmedian year	1974Lowest 7 yrs newer than CT	1980Highest 13 yrs newer than CT
Getting to work
Average commuteone way	29 minHighest 9% above CT	23 minLowest 13% below CT
Work from home	19.1%±2.7Lowest CT: 16%	27.5%±3.2Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#18 of 149 in CT	#40 of 149 in CT
School district	Cheshire School District	Capitol Region Education Council · South Windsor School District
High school in town	Cheshire High School	South Windsor High School
Students per teacherat that high school	11.6Highest	11.4Lowest
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.