What stands out worked out from the figures below

Dudley has the most expensive homes ($393k 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	Dudley	Windham
People
Population	11,929Lowest	23,961Highest
Growth since 20102010 → 2020 census	+4.7% U.S.: +7.4%	—
Median age	40.2±2.4Highest 3% above U.S.	33.7±1.9Lowest 13% below U.S.
Kids under 18	20.6%±3.3Highest U.S.: 22%	20.1%±2.4Lowest 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+	16.9%±3Highest U.S.: 17.2%	14.3%±1.9Lowest 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+	24.1%Highest U.S.: 35.7%	22.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	13.1%±2Lowest U.S.: 6.4%	15.2%±1.8Highest 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	$84,604±$12kHighest 5% above U.S.	$55,736±$5kLowest 31% below U.S.
Home valuemedian, owner-occupied	$392,600±$19kHighest 18% above U.S.	$209,800±$9kLowest 37% below U.S.
Rentmedian gross, monthly	$1,217±$182Highest 14% below U.S.	$1,107±$69Lowest 22% 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	$3,691Lowest 18% above U.S.	$4,633Highest 49% above U.S.
Renters paying 30%+of income on rent	47.4%±4.1Lowest U.S.: 51.1%	57.1%±8.1Highest 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	6.4%Lowest U.S.: 12.5%	20.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	73.1%Highest U.S.: 65.2%	47.4%Lowest U.S.: 65.2%
Typical home builtmedian year	1967Highest 13 yrs older than U.S.	1956Lowest 24 yrs older than U.S.
Getting to work
Average commuteone way	27 minHighest 4% above U.S.	24 minLowest 8% below U.S.
Work from home	9.1%±2.5Highest U.S.: 15.1%	6.1%±1.7Lowest 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	#142 of 282 in MA	#143 of 149 in CT
School district	Dudley-Charlton Reg	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	Shepherd Hill Regional High	Windham High School
Students per teacherat that high school	14.3Highest	9.8Lowest
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.