What stands out worked out from the figures below

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

Wolfeboro has the most people working from home (22.9%).

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	Wolfeboro
People
Population	4,212Lowest	6,571Highest
Growth since 20102010 → 2020 census	-4.4%Lowest NH: +4.6%	+2.3%Highest NH: +4.6%
Median age	42.6±4.5Lowest about the NH average	57±1.8Highest 32% above NH
Kids under 18	18.9%±4.7Highest NH: 18.2%	13.7%±3.3Lowest NH: 18.2%
	Winchester and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	17.9%±3.9Lowest NH: 20.1%	34.6%±5.2Highest NH: 20.1%
Bachelor’s degree+adults 25+	20.3%Lowest NH: 40.6%	45%Highest NH: 40.6%
Enrolled in collegeshare of residents	2.4%±1.8Lowest NH: 6%	2.8%±1.8Highest NH: 6%
	Wolfeboro 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	$94,375±$22kHighest 5% below NH
	Wolfeboro 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	$546,500±$60kHighest 36% above NH
Rentmedian gross, monthly	$1,209±$143Highest 19% below NH	$1,103±$76Lowest 26% below NH
	Winchester and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$5,314Highest 20% below NH	$4,531Lowest 32% below NH
Renters paying 30%+of income on rent	45%±17.7Highest NH: 48.2%	12%±11.6Lowest NH: 48.2%
Below poverty line	14.1%Highest NH: 7.2%	8.2%Lowest NH: 7.2%
Housing
Homeownersof occupied homes	72.7%Lowest NH: 72.8%	78.1%Highest NH: 72.8%
Typical home builtmedian year	1977Lowest 2 yrs older than NH	1982Highest 3 yrs newer than NH
Getting to work
Average commuteone way	29 minHighest 7% above NH	24 minLowest 11% below NH
Work from home	4.3%±2.4Lowest NH: 16.8%	22.9%±6.6Highest NH: 16.8%
Schools
Public school scoresrank in state, math + reading	#120 of 120 in NH	#46 of 120 in NH
School district	Winchester School District	Governor Wentworth Regional School District
High school in town	None in town	Kingswood Regional High School
Students per teacherat that high school	—	11.1
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.