What stands out worked out from the figures below

Derby has the most people working from home (15.1%).

Winsted has the most affordable homes ($219k 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	Derby	Winsted
People
Population	12,487Highest	6,977Lowest
Growth since 20102010 → 2020 census	-4.5%Highest CT: +0.9%	-6.7%Lowest CT: +0.9%
Median age	46.4±3.1Lowest 13% above CT	47.6±7.3Highest 16% above CT
	Winsted and Derby are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	14.6%±2.9Highest CT: 20.2%	14.4%±3.3Lowest CT: 20.2%
	Derby and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	21.1%±3.9Lowest CT: 18.5%	25%±4.2Highest CT: 18.5%
	Winsted and Derby are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	35.6%Highest CT: 42.5%	26.8%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±2Highest CT: 7.1%	4.9%±2.4Lowest CT: 7.1%
	Derby and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$79,500±$11kHighest 17% below CT	$64,871±$12kLowest 32% below CT
	Derby and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$256,700±$21kHighest 30% below CT	$218,900±$14kLowest 40% below CT
Rentmedian gross, monthly	$1,452±$95Highest about the CT average	$1,183±$130Lowest 20% below CT
Property taxmedian, yearly	$5,510Highest 17% below CT	$3,754Lowest 43% below CT
Renters paying 30%+of income on rent	53.9%±12.6Highest CT: 52.6%	45.5%±16.7Lowest CT: 52.6%
	Derby and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	10.8%Lowest CT: 10%	15.9%Highest CT: 10%
Housing
Homeownersof occupied homes	61.9%Highest CT: 66.5%	54.7%Lowest CT: 66.5%
Typical home builtmedian year	1967Highest same as CT	1942Lowest 25 yrs older than CT
Getting to work
Average commuteone way	27 minHighest about the CT average	25 minLowest 5% below CT
Work from home	15.1%±4.8Highest CT: 16%	7.7%±3.5Lowest CT: 16%
	Derby and Winsted 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	#138 of 149 in CT	—
School district	Derby School District	—
High school in town	Derby High School	—
Students per teacherat that high school	9.7	—
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.