What stands out worked out from the figures below

Boothbay has the most expensive homes ($342k median).

Windsor has grown the fastest since 2010 (+0.2%).

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	Boothbay	Windsor
People
Population	3,102Lowest	3,554Highest
Growth since 20102010 → 2020 census	-3.8%Lowest U.S.: +7.4%	+0.2%Highest U.S.: +7.4%
Median age	56.8±3.9Highest 46% above U.S.	44.8±6.5Lowest 15% above U.S.
Kids under 18	11.5%±3.8Lowest U.S.: 22%	19.5%±5.2Highest U.S.: 22%
	Windsor and Boothbay are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	35.4%±7.8Highest U.S.: 17.2%	29.7%±6.9Lowest U.S.: 17.2%
	Boothbay and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	51.9%Highest U.S.: 35.7%	39.7%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	6%±3.2Highest U.S.: 6.4%	0.7%±0.8Lowest U.S.: 6.4%
Cost of living
Household incomemedian	$60,320±$17kHighest 25% below U.S.	$52,484±$11kLowest 35% below U.S.
	Boothbay and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$342,100±$43kHighest about the U.S. average	$207,500±$31kLowest 38% below U.S.
Rentmedian gross, monthly	$1,147±$121Highest 19% below U.S.	$1,026±$89Lowest 27% below U.S.
	Boothbay and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$2,202Lowest 29% below U.S.	$5,209Highest 67% above U.S.
Renters paying 30%+of income on rent	30.4%±31Lowest U.S.: 51.1%	31.5%±17Highest U.S.: 51.1%
	Windsor and Boothbay are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	6.8%Lowest U.S.: 12.5%	7.8%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	78.4%Highest U.S.: 65.2%	57.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1976Highest 4 yrs older than U.S.	1945Lowest 35 yrs older than U.S.
Getting to work
Average commuteone way	13 minLowest 50% below U.S.	23 minHighest 14% below U.S.
Work from home	5.7%±2.8Lowest U.S.: 15.1%	10.3%±5Highest U.S.: 15.1%
	Windsor and Boothbay 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	—	#61 of 70 in VT
On TownTapestry
Old photos in History	None yet	12 photos →

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.