What stands out worked out from the figures below

Chaplin has the most affordable homes ($255k 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	Chaplin	Middlebury
People
Population	2,070Lowest	7,807Highest
Median age	43.7±4.8Lowest 6% above CT	44.4±2.3Highest 8% above CT
	Middlebury and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	15.7%±4.2Lowest CT: 20.2%	22%±3.8Highest CT: 20.2%
	Middlebury and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20.9%±4.4Lowest CT: 18.5%	22.7%±4.2Highest CT: 18.5%
	Middlebury and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	25.4%Lowest CT: 42.5%	53.3%Highest CT: 42.5%
Enrolled in collegeshare of residents	10.1%±6.2Highest CT: 7.1%	5.8%±2.8Lowest CT: 7.1%
	Chaplin and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$97,846±$14kLowest about the CT average	$133,487±$26kHighest 39% above CT
	Middlebury and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$255,200±$24kLowest 30% below CT	$476,400±$23kHighest 30% above CT
Rentmedian gross, monthly	$1,473±$275Highest about the CT average	$398±$387Lowest 73% below CT
Property taxmedian, yearly	$4,524Lowest 32% below CT	$8,434Highest 27% above CT
Renters paying 30%+of income on rent	33.6%±27.7Highest CT: 52.6%	12.7%±6.9Lowest CT: 52.6%
	Chaplin and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5.4%Lowest CT: 10%	5.8%Highest CT: 10%
Housing
Homeownersof occupied homes	82.9%Lowest CT: 66.5%	87.8%Highest CT: 66.5%
Typical home builtmedian year	1979Highest 12 yrs newer than CT	1976Lowest 9 yrs newer than CT
Getting to work
Average commuteone way	32 minHighest 22% above CT	25 minLowest 5% below CT
Work from home	18.1%±10Highest CT: 16%	15.3%±3.2Lowest CT: 16%
	Chaplin and Middlebury 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	—	#55 of 149 in CT
School district	Chaplin School District · Regional School District 11	Regional School District 15
High school in town	Parish Hill High School	None in town
Students per teacherat that high school	7.5	—
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.