What stands out worked out from the figures below

Winchester has the oldest population (median age 49.1).

Windham has the youngest population (median age 33.7).

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	Winchester	Windham
People
Population	10,284Lowest	23,961Highest
Median age	49.1±6.2Highest 19% above CT	33.7±1.9Lowest 18% below CT
Kids under 18	15.4%±2.9Lowest CT: 20.2%	20.1%±2.4Highest CT: 20.2%
	Windham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	27.4%±5.1Highest CT: 18.5%	14.3%±1.9Lowest CT: 18.5%
Bachelor’s degree+adults 25+	27.8%Highest CT: 42.5%	22.7%Lowest CT: 42.5%
Enrolled in collegeshare of residents	4.2%±1.7Lowest CT: 7.1%	15.2%±1.8Highest CT: 7.1%
Cost of living
Household incomemedian	$66,519±$12kHighest 31% below CT	$55,736±$5kLowest 42% below CT
	Winchester and Windham are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$249,500±$17kHighest 32% below CT	$209,800±$9kLowest 43% below CT
Rentmedian gross, monthly	$1,174±$116Highest 21% below CT	$1,107±$69Lowest 26% below CT
	Winchester and Windham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,780Highest 28% below CT	$4,633Lowest 30% below CT
Renters paying 30%+of income on rent	48.9%±15.8Lowest CT: 52.6%	57.1%±8.1Highest CT: 52.6%
	Windham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12.8%Lowest CT: 10%	20.7%Highest CT: 10%
Housing
Homeownersof occupied homes	65.8%Highest CT: 66.5%	47.4%Lowest CT: 66.5%
Typical home builtmedian year	1955Lowest 12 yrs older than CT	1956Highest 11 yrs older than CT
Getting to work
Average commuteone way	26 minHighest about the CT average	24 minLowest 8% below CT
Work from home	6.9%±2.7Highest CT: 16%	6.1%±1.7Lowest CT: 16%
	Winchester and Windham 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	#143 of 149 in CT
School district	Explorations District · Regional School District 07	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	Northwestern Regional High School	Windham High School
Students per teacherat that high school	9.7Lowest	9.8Highest
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.