What stands out worked out from the figures below

Webster has the most affordable homes ($362k median).

Chilmark has grown the fastest since 2010 (+40%).

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	Chilmark
People
Population	17,748Highest	1,578Lowest
Growth since 20102010 → 2020 census	+6%Lowest MA: +7.4%	+40%Highest MA: +7.4%
Median age	39.9±2.9Lowest about the MA average	53.6±8.1Highest 34% above MA
Kids under 18	19.6%±2.9Highest MA: 19.4%	16.7%±4.3Lowest MA: 19.4%
	Webster and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	19.6%±2.5Lowest MA: 17.9%	36.2%±12.4Highest MA: 17.9%
Bachelor’s degree+adults 25+	25.3%Lowest MA: 47.3%	68.1%Highest MA: 47.3%
Enrolled in collegeshare of residents	5.8%±1.6Highest MA: 7.9%	2.7%±2.6Lowest MA: 7.9%
	Webster and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$72,895±$6kLowest 30% below MA	$168,750±$28kHighest 62% above MA
Home valuemedian, owner-occupied	$361,500±$12kLowest 36% below MA	$1,895,300±$281kHighest 237% above MA
Rentmedian gross, monthly	$1,228±$81Lowest 30% below MA	$2,750±$2kHighest 56% above MA
	Chilmark and Webster are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$3,999Lowest 33% below MA	$4,485Highest 25% below MA
Renters paying 30%+of income on rent	45.7%±6.7Highest MA: 51.8%	30.8%±59.9Lowest MA: 51.8%
	Webster and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12.7%Highest MA: 10%	4.1%Lowest MA: 10%
Housing
Homeownersof occupied homes	59.8%Lowest MA: 62.5%	89.4%Highest MA: 62.5%
Typical home builtmedian year	1962Lowest 2 yrs older than MA	1984Highest 20 yrs newer than MA
Getting to work
Average commuteone way	31 minLowest 5% above MA	32 minHighest 8% above MA
Work from home	8%±2.5Lowest MA: 18.6%	25.7%±11Highest MA: 18.6%
Schools
Public school scoresrank in state, math + reading	#271 of 282 in MA	—
School district	Webster	Up-Island Regional
High school in town	Bartlett High School	None in town
Students per teacherat that high school	11.6	—
On TownTapestry
Old photos in History	None yet	None yet

MA 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.