What stands out worked out from the figures below

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

Middlebury has grown the fastest since 2010 (+10.9%).

Middlebury is a college town. 40.9% of residents are enrolled in college, which pulls its median age, poverty rate and renter figures away from what a year-round family would see.

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	Middlebury
People
Population	2,060Lowest	7,220Highest
Growth since 20102010 → 2020 census	+3.5%Lowest VT: +2.8%	+10.9%Highest VT: +2.8%
Median age	44.6±12.3Highest 3% above VT	23.7±1.3Lowest 45% below VT
Kids under 18	21.1%±8.8Highest VT: 17.9%	8.5%±1.7Lowest VT: 17.9%
Age 65+	29.2%±8Highest VT: 21.4%	19.8%±2.6Lowest VT: 21.4%
	Windsor and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	40%Lowest VT: 43.8%	61.9%Highest VT: 43.8%
Enrolled in collegeshare of residents	1.2%±1.4Lowest VT: 7%	40.9%±2.3Highest VT: 7%
Cost of living
Household incomemedian	$51,197±$4kLowest 37% below VT	$86,250±$18kHighest 6% above VT
Home valuemedian, owner-occupied	$170,300±$22kLowest 46% below VT	$417,400±$31kHighest 32% above VT
Rentmedian gross, monthly	$1,002±$107Lowest 19% below VT	$1,201±$120Highest about the VT average
	Middlebury and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,878Lowest 3% below VT	$6,795Highest 35% above VT
Renters paying 30%+of income on rent	31.4%±20Lowest VT: 48.4%	56.6%±15.8Highest VT: 48.4%
	Middlebury and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.8%Lowest VT: 10.1%	15.2%Highest VT: 10.1%
Housing
Homeownersof occupied homes	51.6%Lowest VT: 73.2%	56.8%Highest VT: 73.2%
Typical home builtmedian year	1938Lowest 38 yrs older than VT	1977Highest 1 yr newer than VT
Getting to work
Average commuteone way	22 minHighest 6% below VT	15 minLowest 38% below VT
Work from home	6.6%±4.7Lowest VT: 16.9%	19.1%±4.4Highest VT: 16.9%
Schools
Public school scoresrank in state, math + reading	#61 of 70 in VT	#17 of 70 in VT
On TownTapestry
Old photos in History	None yet	6 photos →

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.