What stands out worked out from the figures below

Woodbury has the most people working from home (20.5%).

Middlebury has the shortest commute (25 min average).

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	Woodbury	Middlebury
People
Population	9,833Highest	7,807Lowest
Median age	51.4±5.8Highest 25% above CT	44.4±2.3Lowest 8% above CT
	Woodbury and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	17.3%±3.4Lowest CT: 20.2%	22%±3.8Highest CT: 20.2%
	Middlebury and Woodbury are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	28.9%±4.6Highest CT: 18.5%	22.7%±4.2Lowest CT: 18.5%
	Woodbury and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	50.3%Lowest CT: 42.5%	53.3%Highest CT: 42.5%
Enrolled in collegeshare of residents	5%±2.6Lowest CT: 7.1%	5.8%±2.8Highest CT: 7.1%
	Middlebury and Woodbury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$131,480±$20kLowest 37% above CT	$133,487±$26kHighest 39% above CT
	Middlebury and Woodbury are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$469,900±$28kLowest 28% above CT	$476,400±$23kHighest 30% above CT
	Middlebury and Woodbury are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly	$1,563±$193Highest 5% above CT	$398±$387Lowest 73% below CT
Property taxmedian, yearly	$8,042Lowest 21% above CT	$8,434Highest 27% above CT
Renters paying 30%+of income on rent	41.8%±8.5Highest CT: 52.6%	12.7%±6.9Lowest CT: 52.6%
Below poverty line	7.2%Highest CT: 10%	5.8%Lowest CT: 10%
Housing
Homeownersof occupied homes	77.9%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	35 minHighest 33% above CT	25 minLowest 5% below CT
Work from home	20.5%±6.3Highest CT: 16%	15.3%±3.2Lowest CT: 16%
	Woodbury 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	#83 of 149 in CT	#55 of 149 in CT
School district	Regional School District 14	Regional School District 15
High school in town	Nonnewaug High School	None in town
Students per teacherat that high school	10.7	—
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.