What stands out worked out from the figures below

Rupert has the most expensive homes ($363k median).

Bennington has the most affordable homes ($213k 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	Rupert	Bennington
People
Population	676Lowest	15,249Highest
Growth since 20102010 → 2020 census	-2.2%Highest VT: +2.8%	-2.7%Lowest VT: +2.8%
Median age	57.8±9.7Highest 34% above VT	44.7±2.3Lowest 4% above VT
Kids under 18	13.9%±3.7Lowest VT: 17.9%	17.7%±2.3Highest VT: 17.9%
	Bennington and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	42.3%±8.1Highest VT: 21.4%	25.2%±2.8Lowest VT: 21.4%
Bachelor’s degree+adults 25+	30.6%Lowest VT: 43.8%	36.9%Highest VT: 43.8%
Enrolled in collegeshare of residents	2.1%±2.5Lowest VT: 7%	5.8%±1.6Highest VT: 7%
	Bennington and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$88,229±$36kHighest 9% above VT	$59,446±$7kLowest 27% below VT
	Rupert and Bennington are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$362,500±$63kHighest 14% above VT	$213,300±$15kLowest 33% below VT
Rentmedian gross, monthly	—	$1,133±$63 8% below VT
Property taxmedian, yearly	$4,594Highest 9% below VT	$4,513Lowest 10% below VT
Renters paying 30%+of income on rent	20%±100Lowest VT: 48.4%	68.8%±14.1Highest VT: 48.4%
	Bennington and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	6%Lowest VT: 10.1%	13.2%Highest VT: 10.1%
Housing
Homeownersof occupied homes	93.7%Highest VT: 73.2%	58.4%Lowest VT: 73.2%
Typical home builtmedian year	1955Lowest 21 yrs older than VT	1961Highest 15 yrs older than VT
Getting to work
Average commuteone way	27 minHighest 14% above VT	17 minLowest 27% below VT
Work from home	18.6%±9.2Highest VT: 16.9%	15.1%±4.4Lowest VT: 16.9%
	Rupert and Bennington 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	—	#58 of 70 in VT
School district	—	Southwest Tech · Southwest Vermont Union Elementary School District #87
High school in town	—	Mt. Anthony Senior Union High School
Students per teacherat that high school	—	14.7
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.