What stands out worked out from the figures below

Bolton has the most people working from home (20.7%).

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	Bolton	Middlebury
People
Population	4,853Lowest	7,807Highest
Median age	43.7±3.3Lowest 6% above CT	44.4±2.3Highest 8% above CT
	Middlebury and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	20%±3.6Lowest CT: 20.2%	22%±3.8Highest CT: 20.2%
	Middlebury and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	19.7%±3.4Lowest CT: 18.5%	22.7%±4.2Highest CT: 18.5%
	Middlebury and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	51.3%Lowest CT: 42.5%	53.3%Highest CT: 42.5%
Enrolled in collegeshare of residents	7.7%±2.6Highest CT: 7.1%	5.8%±2.8Lowest CT: 7.1%
	Bolton and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$126,364±$19kLowest 32% above CT	$133,487±$26kHighest 39% above CT
	Middlebury and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$367,600±$17kLowest about the CT average	$476,400±$23kHighest 30% above CT
Rentmedian gross, monthly	$1,127±$55Highest 24% below CT	$398±$387Lowest 73% below CT
Property taxmedian, yearly	$8,091Lowest 22% above CT	$8,434Highest 27% above CT
Renters paying 30%+of income on rent	39.8%±30.8Highest CT: 52.6%	12.7%±6.9Lowest CT: 52.6%
	Bolton and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.2%Highest CT: 10%	5.8%Lowest CT: 10%
Housing
Homeownersof occupied homes	88%Highest CT: 66.5%	87.8%Lowest CT: 66.5%
Typical home builtmedian year	1969Lowest 2 yrs newer than CT	1976Highest 9 yrs newer than CT
Getting to work
Average commuteone way	25 minLowest 6% below CT	25 minHighest 5% below CT
Work from home	20.7%±4.6Highest CT: 16%	15.3%±3.2Lowest CT: 16%
	Bolton 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	#79 of 149 in CT	#55 of 149 in CT
School district	Bolton School District	Regional School District 15
High school in town	Bolton High School	None in town
Students per teacherat that high school	7.4	—
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.