What stands out worked out from the figures below

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

Cheshire has the most expensive homes ($440k 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	South Windsor	Cheshire
People
Population	26,907Lowest	29,040Highest
Median age	41.2±1.3Lowest about the CT average	44.9±1.4Highest 9% above CT
Kids under 18	23.4%±2Highest CT: 20.2%	21.9%±2.3Lowest 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+	17.8%±1.7Lowest CT: 18.5%	21.3%±1.8Highest 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+	58.9%Lowest CT: 42.5%	60.7%Highest CT: 42.5%
Enrolled in collegeshare of residents	6.1%±1.2Highest CT: 7.1%	4.5%±1.1Lowest 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	$144,961±$10kLowest 51% above CT	$146,528±$12kHighest 53% 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	$375,100±$12kLowest about the CT average	$440,000±$17kHighest 20% above CT
Rentmedian gross, monthly	$1,864±$214Highest 25% above CT	$1,398±$116Lowest 6% below CT
Property taxmedian, yearly	$7,888Highest 19% above CT	$7,755Lowest 17% above CT
Renters paying 30%+of income on rent	49.9%±10.7Highest CT: 52.6%	44.9%±6.3Lowest 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	4.9%Lowest CT: 10%	5%Highest CT: 10%
Housing
Homeownersof occupied homes	84.9%Lowest CT: 66.5%	86.6%Highest CT: 66.5%
Typical home builtmedian year	1980Highest 13 yrs newer than CT	1974Lowest 7 yrs newer than CT
Getting to work
Average commuteone way	23 minLowest 13% below CT	29 minHighest 9% above CT
Work from home	27.5%±3.2Highest CT: 16%	19.1%±2.7Lowest CT: 16%
Schools
Public school scoresrank in state, math + reading	#40 of 149 in CT	#18 of 149 in CT
School district	Capitol Region Education Council · South Windsor School District	Cheshire School District
High school in town	South Windsor High School	Cheshire High School
Students per teacherat that high school	11.4Lowest	11.6Highest
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.