What stands out worked out from the figures below

Windham has the most affordable homes ($210k median).

Milford has the most people working from home (17.7%).

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	Windham	Milford
People
Population	23,961Lowest	52,684Highest
Growth since 20102010 → 2020 census	—	-1.4% CT: +0.9%
Median age	33.7±1.9Lowest 18% below CT	46.6±1.4Highest 13% above CT
Kids under 18	20.1%±2.4Highest CT: 20.2%	17.2%±1.4Lowest CT: 20.2%
	Windham and Milford are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	14.3%±1.9Lowest CT: 18.5%	22.1%±1.5Highest CT: 18.5%
Bachelor’s degree+adults 25+	22.7%Lowest CT: 42.5%	50.5%Highest CT: 42.5%
Enrolled in collegeshare of residents	15.2%±1.8Highest CT: 7.1%	5%±0.7Lowest CT: 7.1%
Cost of living
Household incomemedian	$55,736±$5kLowest 42% below CT	$110,669±$7kHighest 16% above CT
Home valuemedian, owner-occupied	$209,800±$9kLowest 43% below CT	$416,800±$9kHighest 14% above CT
Rentmedian gross, monthly	$1,107±$69Lowest 26% below CT	$1,882±$80Highest 26% above CT
Property taxmedian, yearly	$4,633Lowest 30% below CT	$6,694Highest about the CT average
Renters paying 30%+of income on rent	57.1%±8.1Highest CT: 52.6%	51.3%±7.3Lowest CT: 52.6%
	Windham and Milford are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	20.7%Highest CT: 10%	5.1%Lowest CT: 10%
Housing
Homeownersof occupied homes	47.4%Lowest CT: 66.5%	75.8%Highest CT: 66.5%
Typical home builtmedian year	1956Lowest 11 yrs older than CT	1965Highest 2 yrs older than CT
Getting to work
Average commuteone way	24 minLowest 8% below CT	25 minHighest 4% below CT
Work from home	6.1%±1.7Lowest CT: 16%	17.7%±1.8Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#143 of 149 in CT	#98 of 149 in CT
School district	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS	Connecticut Technical Education and Career System · Milford School District
High school in town	Windham High School	Jonathan Law High School
Students per teacherat that high school	9.8Lowest	10.8Highest
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.