What stands out worked out from the figures below

Milford has the most expensive homes ($465k median).

Windham has the most affordable homes ($210k 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	Milford	Windham
People
Population	27,731Highest	23,961Lowest
Growth since 20102010 → 2020 census	+7.6% U.S.: +7.4%	—
Median age	38.5±1.5Highest about the U.S. average	33.7±1.9Lowest 13% below U.S.
Kids under 18	21%±2.5Highest U.S.: 22%	20.1%±2.4Lowest U.S.: 22%
	Milford and Windham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	18.3%±2.1Highest U.S.: 17.2%	14.3%±1.9Lowest U.S.: 17.2%
	Milford and Windham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	32.6%Highest U.S.: 35.7%	22.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	3.9%±1.1Lowest U.S.: 6.4%	15.2%±1.8Highest U.S.: 6.4%
Cost of living
Household incomemedian	$93,310±$5kHighest 16% above U.S.	$55,736±$5kLowest 31% below U.S.
Home valuemedian, owner-occupied	$464,700±$12kHighest 40% above U.S.	$209,800±$9kLowest 37% below U.S.
Rentmedian gross, monthly	$1,889±$133Highest 34% above U.S.	$1,107±$69Lowest 22% below U.S.
Property taxmedian, yearly	$5,664Highest 82% above U.S.	$4,633Lowest 49% above U.S.
Renters paying 30%+of income on rent	56.7%±8.4Lowest U.S.: 51.1%	57.1%±8.1Highest U.S.: 51.1%
	Windham and Milford are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	8.4%Lowest U.S.: 12.5%	20.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	62.2%Highest U.S.: 65.2%	47.4%Lowest U.S.: 65.2%
Typical home builtmedian year	1969Highest 11 yrs older than U.S.	1956Lowest 24 yrs older than U.S.
Getting to work
Average commuteone way	37 minHighest 41% above U.S.	24 minLowest 8% below U.S.
Work from home	13%±2.4Highest U.S.: 15.1%	6.1%±1.7Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#213 of 282 in MA	#143 of 149 in CT
School district	—	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	—	Windham High School
Students per teacherat that high school	—	9.8
On TownTapestry
Old photos in History	None yet	None yet

U.S. 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.