What stands out worked out from the figures below

Middletown has the most people working from home (14.1%).

Windham has the most kids (20.1% under 18).

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	Middletown	Windham
People
Population	47,958Highest	23,961Lowest
Growth since 20102010 → 2020 census	+0.1% CT: +0.9%	—
Median age	38.1±1.5Highest 7% below CT	33.7±1.9Lowest 18% below CT
Kids under 18	14.3%±1.3Lowest CT: 20.2%	20.1%±2.4Highest CT: 20.2%
Age 65+	16.5%±1.3Highest CT: 18.5%	14.3%±1.9Lowest CT: 18.5%
	Middletown and Windham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	40.2%Highest CT: 42.5%	22.7%Lowest CT: 42.5%
Enrolled in collegeshare of residents	15.5%±1.4Highest CT: 7.1%	15.2%±1.8Lowest CT: 7.1%
	Middletown and Windham are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$79,438±$6kHighest 17% below CT	$55,736±$5kLowest 42% below CT
Home valuemedian, owner-occupied	$295,300±$11kHighest 20% below CT	$209,800±$9kLowest 43% below CT
Rentmedian gross, monthly	$1,446±$45Highest about the CT average	$1,107±$69Lowest 26% below CT
Property taxmedian, yearly	$6,412Highest 3% below CT	$4,633Lowest 30% below CT
Renters paying 30%+of income on rent	47.7%±5.3Lowest CT: 52.6%	57.1%±8.1Highest CT: 52.6%
	Windham and Middletown are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12%Lowest CT: 10%	20.7%Highest CT: 10%
Housing
Homeownersof occupied homes	52.9%Highest CT: 66.5%	47.4%Lowest CT: 66.5%
Typical home builtmedian year	1972Highest 5 yrs newer than CT	1956Lowest 11 yrs older than CT
Getting to work
Average commuteone way	23 minLowest 12% below CT	24 minHighest 8% below CT
Work from home	14.1%±1.8Highest CT: 16%	6.1%±1.7Lowest CT: 16%
Schools
Public school scoresrank in state, math + reading	#121 of 149 in CT	#143 of 149 in CT
School district	Connecticut Technical Education and Career System · Department of Mental Health and Addiction Services	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	Middletown High School	Windham High School
Students per teacherat that high school	11.8Highest	9.8Lowest
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.