What stands out worked out from the figures below

Chilmark has the most expensive homes ($1895k median).

Windham has the most kids (27.4% under 18).

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	Chilmark	Windham
People
Population	1,578Lowest	16,038Highest
Growth since 20102010 → 2020 census	+40%Highest U.S.: +7.4%	+16.4%Lowest U.S.: +7.4%
Median age	53.6±8.1Highest 38% above U.S.	41.1±2.9Lowest 6% above U.S.
Kids under 18	16.7%±4.3Lowest U.S.: 22%	27.4%±3.3Highest U.S.: 22%
Age 65+	36.2%±12.4Highest U.S.: 17.2%	15.5%±2.6Lowest U.S.: 17.2%
Bachelor’s degree+adults 25+	68.1%Highest U.S.: 35.7%	62.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	2.7%±2.6Lowest U.S.: 6.4%	3.8%±1.8Highest U.S.: 6.4%
	Windham and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$168,750±$28kLowest 109% above U.S.	$189,583±$19kHighest 135% above U.S.
	Windham and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$1,895,300±$281kHighest 470% above U.S.	$723,300±$50kLowest 117% above U.S.
Rentmedian gross, monthly	$2,750±$2kLowest 95% above U.S.	$3,218±$350Highest 128% above U.S.
	Windham and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,485Lowest 44% above U.S.	$10,000+Highest at least 221% above U.S.
Renters paying 30%+of income on rent	30.8%±59.9Lowest U.S.: 51.1%	52.2%±50.9Highest U.S.: 51.1%
	Windham and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	4.1%Highest U.S.: 12.5%	2%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	89.4%Lowest U.S.: 65.2%	93.9%Highest U.S.: 65.2%
Typical home builtmedian year	1984Lowest 4 yrs newer than U.S.	1996Highest 16 yrs newer than U.S.
Getting to work
Average commuteone way	32 minHighest 19% above U.S.	31 minLowest 17% above U.S.
Work from home	25.7%±11Highest U.S.: 15.1%	21.9%±4.4Lowest U.S.: 15.1%
	Chilmark 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	—	#13 of 120 in NH
School district	Up-Island Regional	Windham School District
High school in town	None in town	Windham High School
Students per teacherat that high school	—	12.8
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.