What stands out worked out from the figures below

Middleton has the most expensive homes ($743k 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	Middleton	Windham
People
Population	9,816Lowest	23,961Highest
Growth since 20102010 → 2020 census	+8.8% U.S.: +7.4%	—
Median age	43.1±2Highest 11% above U.S.	33.7±1.9Lowest 13% below U.S.
Kids under 18	17.2%±3Lowest U.S.: 22%	20.1%±2.4Highest U.S.: 22%
	Windham and Middleton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	18.1%±2.9Highest U.S.: 17.2%	14.3%±1.9Lowest U.S.: 17.2%
	Middleton and Windham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	41.7%Highest U.S.: 35.7%	22.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	3.9%±1.4Lowest U.S.: 6.4%	15.2%±1.8Highest U.S.: 6.4%
Cost of living
Household incomemedian	$167,402±$29kHighest 107% above U.S.	$55,736±$5kLowest 31% below U.S.
Home valuemedian, owner-occupied	$742,700±$48kHighest 123% above U.S.	$209,800±$9kLowest 37% below U.S.
Rentmedian gross, monthly	$1,407±$284Highest about the U.S. average	$1,107±$69Lowest 22% below U.S.
	Middleton and Windham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$8,785Highest 182% above U.S.	$4,633Lowest 49% above U.S.
Renters paying 30%+of income on rent	25.7%±25.3Lowest U.S.: 51.1%	57.1%±8.1Highest U.S.: 51.1%
	Windham and Middleton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	3.4%Lowest U.S.: 12.5%	20.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	92.7%Highest U.S.: 65.2%	47.4%Lowest U.S.: 65.2%
Typical home builtmedian year	1986Highest 6 yrs newer than U.S.	1956Lowest 24 yrs older than U.S.
Getting to work
Average commuteone way	30 minHighest 14% above U.S.	24 minLowest 8% below U.S.
Work from home	12.5%±3.4Highest U.S.: 15.1%	6.1%±1.7Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#71 of 282 in MA	#143 of 149 in CT
School district	Middleton	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	None 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.