What stands out worked out from the figures below

Winchester has the most affordable homes ($243k median).

Windsor has the most people working from home (15%).

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	Winchester	Windsor
People
Population	4,212Highest	254Lowest
Growth since 20102010 → 2020 census	-4.4% NH: +4.6%	—
Median age	42.6±4.5Highest about the NH average	40.2±18.8Lowest 7% below NH
	Winchester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	18.9%±4.7Lowest NH: 18.2%	25.2%±14.7Highest NH: 18.2%
	Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	17.9%±3.9Highest NH: 20.1%	15.7%±8Lowest NH: 20.1%
	Winchester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	20.3%Highest NH: 40.6%	12.6%Lowest NH: 40.6%
Enrolled in collegeshare of residents	2.4%±1.8Lowest NH: 6%	3.9%±4.2Highest NH: 6%
	Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$67,723±$11kLowest 32% below NH	$103,750±$40kHighest 5% above NH
	Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$242,900±$20kLowest 40% below NH	$337,500±$40kHighest 16% below NH
Rentmedian gross, monthly	$1,209±$143 19% below NH	—
Property taxmedian, yearly	$5,314Highest 20% below NH	$3,381Lowest 49% below NH
Renters paying 30%+of income on rent	45%±17.7Lowest NH: 48.2%	66.7%±100Highest NH: 48.2%
	Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	14.1%Highest NH: 7.2%	10.8%Lowest NH: 7.2%
Housing
Homeownersof occupied homes	72.7%Lowest NH: 72.8%	96.5%Highest NH: 72.8%
Typical home builtmedian year	1977Lowest 2 yrs older than NH	1983Highest 4 yrs newer than NH
Getting to work
Average commuteone way	29 minLowest 7% above NH	32 minHighest 21% above NH
Work from home	4.3%±2.4Lowest NH: 16.8%	15%±16.5Highest NH: 16.8%
	Windsor and Winchester 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	#120 of 120 in NH	—
School district	Winchester School District	—
High school in town	None in town	—
On TownTapestry
Old photos in Our Story	None yet	None yet

NH 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.