What stands out worked out from the figures below

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

Dudley has the most expensive homes ($393k 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	Windham	Dudley
People
Population	23,961Highest	11,929Lowest
Growth since 20102010 → 2020 census	—	+4.7% U.S.: +7.4%
Median age	33.7±1.9Lowest 13% below U.S.	40.2±2.4Highest 3% above U.S.
Kids under 18	20.1%±2.4Lowest U.S.: 22%	20.6%±3.3Highest U.S.: 22%
	Dudley and Windham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	14.3%±1.9Lowest U.S.: 17.2%	16.9%±3Highest U.S.: 17.2%
	Dudley and Windham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	22.7%Lowest U.S.: 35.7%	24.1%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	15.2%±1.8Highest U.S.: 6.4%	13.1%±2Lowest U.S.: 6.4%
	Windham and Dudley are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$55,736±$5kLowest 31% below U.S.	$84,604±$12kHighest 5% above U.S.
Home valuemedian, owner-occupied	$209,800±$9kLowest 37% below U.S.	$392,600±$19kHighest 18% above U.S.
Rentmedian gross, monthly	$1,107±$69Lowest 22% below U.S.	$1,217±$182Highest 14% below U.S.
	Dudley and Windham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,633Highest 49% above U.S.	$3,691Lowest 18% above U.S.
Renters paying 30%+of income on rent	57.1%±8.1Highest U.S.: 51.1%	47.4%±4.1Lowest U.S.: 51.1%
	Windham and Dudley are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	20.7%Highest U.S.: 12.5%	6.4%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	47.4%Lowest U.S.: 65.2%	73.1%Highest U.S.: 65.2%
Typical home builtmedian year	1956Lowest 24 yrs older than U.S.	1967Highest 13 yrs older than U.S.
Getting to work
Average commuteone way	24 minLowest 8% below U.S.	27 minHighest 4% above U.S.
Work from home	6.1%±1.7Lowest U.S.: 15.1%	9.1%±2.5Highest U.S.: 15.1%
	Dudley 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	#143 of 149 in CT	#142 of 282 in MA
School district	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS	Dudley-Charlton Reg
High school in town	Windham High School	Shepherd Hill Regional High
Students per teacherat that high school	9.8Lowest	14.3Highest
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.