What stands out worked out from the figures below

Windsor has the most kids (21.1% under 18).

Harpswell has the most expensive homes ($610k 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	Windsor	Harpswell
People
Population	2,060Lowest	5,046Highest
Growth since 20102010 → 2020 census	+3.5%Lowest U.S.: +7.4%	+6.1%Highest U.S.: +7.4%
Median age	44.6±12.3Lowest 15% above U.S.	62±1.5Highest 59% above U.S.
Kids under 18	21.1%±8.8Highest U.S.: 22%	8.8%±2.6Lowest U.S.: 22%
Age 65+	29.2%±8Lowest U.S.: 17.2%	38.6%±4.5Highest U.S.: 17.2%
	Harpswell and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	40%Lowest U.S.: 35.7%	52.9%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	1.2%±1.4Lowest U.S.: 6.4%	1.9%±2.1Highest U.S.: 6.4%
	Harpswell and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$51,197±$4kLowest 37% below U.S.	$96,250±$15kHighest 19% above U.S.
Home valuemedian, owner-occupied	$170,300±$22kLowest 49% below U.S.	$609,700±$60kHighest 83% above U.S.
Rentmedian gross, monthly	$1,002±$107Lowest 29% below U.S.	$1,348±$53Highest 5% below U.S.
Property taxmedian, yearly	$4,878Highest 56% above U.S.	$3,141Lowest about the U.S. average
Renters paying 30%+of income on rent	31.4%±20Highest U.S.: 51.1%	24.9%±5.5Lowest U.S.: 51.1%
	Windsor and Harpswell are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.8%Highest U.S.: 12.5%	5.6%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	51.6%Lowest U.S.: 65.2%	83.3%Highest U.S.: 65.2%
Typical home builtmedian year	1938Lowest 42 yrs older than U.S.	1979Highest 1 yr older than U.S.
Getting to work
Average commuteone way	22 minLowest 16% below U.S.	30 minHighest 12% above U.S.
Work from home	6.6%±4.7Lowest U.S.: 15.1%	20.7%±6.2Highest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#61 of 70 in VT	—
School district	—	RSU 75/MSAD 75
High school in town	—	None in town
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.