What stands out worked out from the figures below

Chester has the oldest population (median age 54).

Hebron has the most people working from home (27.2%).

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	Chester	Hebron
People
Population	3,825Lowest	9,157Highest
Median age	54±3.4Highest 31% above CT	45.1±2.7Lowest 10% above CT
Kids under 18	17.5%±4.9Lowest CT: 20.2%	20.8%±3.3Highest CT: 20.2%
	Hebron and Chester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	26.8%±4Highest CT: 18.5%	18.6%±2.4Lowest CT: 18.5%
Bachelor’s degree+adults 25+	47.9%Lowest CT: 42.5%	52.7%Highest CT: 42.5%
Enrolled in collegeshare of residents	4%±2.9Lowest CT: 7.1%	5.9%±2.1Highest CT: 7.1%
	Hebron and Chester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$109,191±$18kLowest 14% above CT	$142,500±$23kHighest 49% above CT
	Hebron and Chester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$442,200±$25kHighest 21% above CT	$385,800±$15kLowest 5% above CT
Rentmedian gross, monthly	$1,549±$247Lowest 4% above CT	$1,635±$241Highest 10% above CT
	Hebron and Chester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$6,364Lowest 4% below CT	$8,263Highest 24% above CT
Renters paying 30%+of income on rent	57.4%±22.1Lowest CT: 52.6%	61.5%±28.4Highest CT: 52.6%
	Hebron and Chester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	11.8%Highest CT: 10%	4.1%Lowest CT: 10%
Housing
Homeownersof occupied homes	73.2%Lowest CT: 66.5%	88.8%Highest CT: 66.5%
Typical home builtmedian year	1969Lowest 2 yrs newer than CT	1986Highest 19 yrs newer than CT
Getting to work
Average commuteone way	28 minLowest 7% above CT	33 minHighest 23% above CT
Work from home	18.3%±5.6Lowest CT: 16%	27.2%±4.6Highest CT: 16%
	Hebron and Chester 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	#8 of 149 in CT	#28 of 149 in CT
School district	Chester School District	Hebron School District · Regional School District 08
High school in town	None in town	RHAM High School
Students per teacherat that high school	—	9.3
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.