What stands out worked out from the figures below

Middlebury has the most affordable homes ($476k median).

Redding has the most people working from home (32.5%).

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	Middlebury	Redding
People
Population	7,807Lowest	8,780Highest
Median age	44.4±2.3Lowest 8% above CT	52±2Highest 27% above CT
Kids under 18	22%±3.8Highest CT: 20.2%	19.1%±2.8Lowest CT: 20.2%
	Middlebury and Redding are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	22.7%±4.2Lowest CT: 18.5%	26.4%±3.3Highest CT: 18.5%
	Redding and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	53.3%Lowest CT: 42.5%	72.1%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.8%±2.8Highest CT: 7.1%	3.8%±1.8Lowest CT: 7.1%
	Middlebury and Redding are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$133,487±$26kLowest 39% above CT	$186,060±$15kHighest 94% above CT
Home valuemedian, owner-occupied	$476,400±$23kLowest 30% above CT	$706,300±$33kHighest 93% above CT
Rentmedian gross, monthly	$398±$387Lowest 73% below CT	$2,101±$304Highest 41% above CT
Property taxmedian, yearly	$8,434Lowest 27% above CT	$10,000+Highest at least 51% above CT
Renters paying 30%+of income on rent	12.7%±6.9Lowest CT: 52.6%	64.9%±19.3Highest CT: 52.6%
Below poverty line	5.8%Highest CT: 10%	4%Lowest CT: 10%
Housing
Homeownersof occupied homes	87.8%Lowest CT: 66.5%	91.6%Highest CT: 66.5%
Typical home builtmedian year	1976Highest 9 yrs newer than CT	1972Lowest 5 yrs newer than CT
Getting to work
Average commuteone way	25 minLowest 5% below CT	36 minHighest 36% above CT
Work from home	15.3%±3.2Lowest CT: 16%	32.5%±4.9Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#55 of 149 in CT	#14 of 149 in CT
School district	Regional School District 15	Redding School District · Regional School District 09
High school in town	None in town	Joel Barlow High School
Students per teacherat that high school	—	11.1
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.