What stands out worked out from the figures below

Winsted has the most renters (45.3% rent).

Winchester has the most homeowners (65.8%).

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	Winsted	Winchester
People
Population	6,977Lowest	10,284Highest
Growth since 20102010 → 2020 census	-6.7% CT: +0.9%	—
Median age	47.6±7.3Lowest 16% above CT	49.1±6.2Highest 19% above CT
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	14.4%±3.3Lowest CT: 20.2%	15.4%±2.9Highest CT: 20.2%
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	25%±4.2Lowest CT: 18.5%	27.4%±5.1Highest CT: 18.5%
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	26.8%Lowest CT: 42.5%	27.8%Highest CT: 42.5%
Enrolled in collegeshare of residents	4.9%±2.4Highest CT: 7.1%	4.2%±1.7Lowest CT: 7.1%
	Winsted and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$64,871±$12kLowest 32% below CT	$66,519±$12kHighest 31% below CT
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$218,900±$14kLowest 40% below CT	$249,500±$17kHighest 32% below CT
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly	$1,183±$130Highest 20% below CT	$1,174±$116Lowest 21% below CT
	Winsted and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$3,754Lowest 43% below CT	$4,780Highest 28% below CT
Renters paying 30%+of income on rent	45.5%±16.7Lowest CT: 52.6%	48.9%±15.8Highest CT: 52.6%
	Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	15.9%Highest CT: 10%	12.8%Lowest CT: 10%
Housing
Homeownersof occupied homes	54.7%Lowest CT: 66.5%	65.8%Highest CT: 66.5%
Typical home builtmedian year	1942Lowest 25 yrs older than CT	1955Highest 12 yrs older than CT
Getting to work
Average commuteone way	25 minLowest 5% below CT	26 minHighest about the CT average
Work from home	7.7%±3.5Highest CT: 16%	6.9%±2.7Lowest CT: 16%
	Winsted and Winchester 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	—	#97 of 149 in CT
School district	—	Explorations District · Regional School District 07
High school in town	—	Northwestern Regional 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.