What stands out worked out from the figures below

East Hampton has the most affordable homes ($349k median).

Middlebury has the most expensive homes ($476k 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	East Hampton	Middlebury
People
Population	12,925Highest	7,807Lowest
Median age	43.6±3.7Lowest 6% above CT	44.4±2.3Highest 8% above CT
	Middlebury and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	21.4%±3Lowest CT: 20.2%	22%±3.8Highest CT: 20.2%
	Middlebury and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20.8%±2.8Lowest CT: 18.5%	22.7%±4.2Highest CT: 18.5%
	Middlebury and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	39%Lowest CT: 42.5%	53.3%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.2%±1.8Lowest CT: 7.1%	5.8%±2.8Highest CT: 7.1%
	Middlebury and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$124,577±$11kLowest 30% above CT	$133,487±$26kHighest 39% above CT
	Middlebury and East Hampton are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$349,000±$14kLowest 5% below CT	$476,400±$23kHighest 30% above CT
Rentmedian gross, monthly	$1,393±$150Highest 6% below CT	$398±$387Lowest 73% below CT
Property taxmedian, yearly	$6,681Lowest about the CT average	$8,434Highest 27% above CT
Renters paying 30%+of income on rent	48.7%±16.4Highest CT: 52.6%	12.7%±6.9Lowest CT: 52.6%
Below poverty line	4%Lowest CT: 10%	5.8%Highest CT: 10%
Housing
Homeownersof occupied homes	85.5%Lowest CT: 66.5%	87.8%Highest CT: 66.5%
Typical home builtmedian year	1977Highest 10 yrs newer than CT	1976Lowest 9 yrs newer than CT
Getting to work
Average commuteone way	30 minHighest 11% above CT	25 minLowest 5% below CT
Work from home	12.7%±2.4Lowest CT: 16%	15.3%±3.2Highest CT: 16%
	Middlebury and East Hampton 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	#75 of 149 in CT	#55 of 149 in CT
School district	East Hampton School District	Regional School District 15
High school in town	East Hampton High School	None in town
Students per teacherat that high school	11.3	—
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.