What stands out worked out from the figures below

Webster has the most expensive homes ($362k 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	Webster	Windham
People
Population	17,748Lowest	23,961Highest
Growth since 20102010 → 2020 census	+6% U.S.: +7.4%	—
Median age	39.9±2.9Highest about the U.S. average	33.7±1.9Lowest 13% below U.S.
Kids under 18	19.6%±2.9Lowest U.S.: 22%	20.1%±2.4Highest U.S.: 22%
	Windham and Webster are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	19.6%±2.5Highest U.S.: 17.2%	14.3%±1.9Lowest U.S.: 17.2%
Bachelor’s degree+adults 25+	25.3%Highest U.S.: 35.7%	22.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	5.8%±1.6Lowest U.S.: 6.4%	15.2%±1.8Highest U.S.: 6.4%
Cost of living
Household incomemedian	$72,895±$6kHighest 10% below U.S.	$55,736±$5kLowest 31% below U.S.
Home valuemedian, owner-occupied	$361,500±$12kHighest 9% above U.S.	$209,800±$9kLowest 37% below U.S.
Rentmedian gross, monthly	$1,228±$81Highest 13% below U.S.	$1,107±$69Lowest 22% below U.S.
	Webster and Windham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$3,999Lowest 28% above U.S.	$4,633Highest 49% above U.S.
Renters paying 30%+of income on rent	45.7%±6.7Lowest U.S.: 51.1%	57.1%±8.1Highest U.S.: 51.1%
	Windham and Webster are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12.7%Lowest U.S.: 12.5%	20.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	59.8%Highest U.S.: 65.2%	47.4%Lowest U.S.: 65.2%
Typical home builtmedian year	1962Highest 18 yrs older than U.S.	1956Lowest 24 yrs older than U.S.
Getting to work
Average commuteone way	31 minHighest 16% above U.S.	24 minLowest 8% below U.S.
Work from home	8%±2.5Highest U.S.: 15.1%	6.1%±1.7Lowest U.S.: 15.1%
	Webster 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	#271 of 282 in MA	#143 of 149 in CT
School district	Webster	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS
High school in town	Bartlett High School	Windham High School
Students per teacherat that high school	11.6Highest	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.