What stands out worked out from the figures below

Windsor has grown the fastest since 2010 (+3.5%).

Rupert has the most people working from home (18.6%).

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	Rupert
People
Population	2,060Highest	676Lowest
Growth since 20102010 → 2020 census	+3.5%Highest VT: +2.8%	-2.2%Lowest VT: +2.8%
Median age	44.6±12.3Lowest 3% above VT	57.8±9.7Highest 34% above VT
	Rupert and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	21.1%±8.8Highest VT: 17.9%	13.9%±3.7Lowest VT: 17.9%
	Windsor and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	29.2%±8Lowest VT: 21.4%	42.3%±8.1Highest VT: 21.4%
	Rupert 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%Highest VT: 43.8%	30.6%Lowest VT: 43.8%
Enrolled in collegeshare of residents	1.2%±1.4Lowest VT: 7%	2.1%±2.5Highest VT: 7%
	Rupert 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 VT	$88,229±$36kHighest 9% above VT
	Rupert and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$170,300±$22kLowest 46% below VT	$362,500±$63kHighest 14% above VT
Rentmedian gross, monthly	$1,002±$107 19% below VT	—
Property taxmedian, yearly	$4,878Highest 3% below VT	$4,594Lowest 9% below VT
Renters paying 30%+of income on rent	31.4%±20Highest VT: 48.4%	20%±100Lowest VT: 48.4%
	Windsor and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.8%Highest VT: 10.1%	6%Lowest VT: 10.1%
Housing
Homeownersof occupied homes	51.6%Lowest VT: 73.2%	93.7%Highest VT: 73.2%
Typical home builtmedian year	1938Lowest 38 yrs older than VT	1955Highest 21 yrs older than VT
Getting to work
Average commuteone way	22 minLowest 6% below VT	27 minHighest 14% above VT
Work from home	6.6%±4.7Lowest VT: 16.9%	18.6%±9.2Highest VT: 16.9%
	Rupert and Windsor 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	None yet

VT 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.