What stands out worked out from the figures below

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

Trumbull has the most expensive homes ($547k 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	Cheshire	Trumbull
People
Population	29,040Lowest	37,281Highest
Median age	44.9±1.4Highest 9% above CT	41.7±1.3Lowest about the CT average
Kids under 18	21.9%±2.3Lowest CT: 20.2%	26.9%±2.3Highest CT: 20.2%
Age 65+	21.3%±1.8Highest CT: 18.5%	18.1%±1.4Lowest CT: 18.5%
	Cheshire and Trumbull 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%	60.1%Lowest CT: 42.5%
Enrolled in collegeshare of residents	4.5%±1.1Highest CT: 7.1%	4.1%±0.9Lowest CT: 7.1%
	Cheshire and Trumbull are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$146,528±$12kLowest 53% above CT	$163,073±$11kHighest 70% above CT
	Trumbull and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$440,000±$17kLowest 20% above CT	$547,300±$21kHighest 49% above CT
Rentmedian gross, monthly	$1,398±$116Lowest 6% below CT	$2,266±$255Highest 52% above CT
Property taxmedian, yearly	$7,755Lowest 17% above CT	$10,000+Highest at least 51% above CT
Renters paying 30%+of income on rent	44.9%±6.3Lowest CT: 52.6%	60.8%±11.9Highest CT: 52.6%
	Trumbull and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5%Lowest CT: 10%	5.3%Highest CT: 10%
Housing
Homeownersof occupied homes	86.6%Lowest CT: 66.5%	89.7%Highest CT: 66.5%
Typical home builtmedian year	1974Highest 7 yrs newer than CT	1965Lowest 2 yrs older than CT
Getting to work
Average commuteone way	29 minLowest 9% above CT	33 minHighest 25% above CT
Work from home	19.1%±2.7Lowest CT: 16%	22.5%±3.2Highest CT: 16%
	Trumbull and Cheshire 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	#18 of 149 in CT	#26 of 149 in CT
School district	Cheshire School District	Trumbull School District
High school in town	Cheshire High School	Trumbull High School
Students per teacherat that high school	11.6Lowest	14.5Highest
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.