What stands out worked out from the figures below

Wolfeboro has the oldest population (median age 57).

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	Wolfeboro	Middlebury
People
Population	6,571Lowest	7,220Highest
Growth since 20102010 → 2020 census	+2.3%Lowest U.S.: +7.4%	+10.9%Highest U.S.: +7.4%
Median age	57±1.8Highest 47% above U.S.	23.7±1.3Lowest 39% below U.S.
Kids under 18	13.7%±3.3Highest U.S.: 22%	8.5%±1.7Lowest U.S.: 22%
Age 65+	34.6%±5.2Highest U.S.: 17.2%	19.8%±2.6Lowest U.S.: 17.2%
Bachelor’s degree+adults 25+	45%Lowest U.S.: 35.7%	61.9%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	2.8%±1.8Lowest U.S.: 6.4%	40.9%±2.3Highest U.S.: 6.4%
Cost of living
Household incomemedian	$94,375±$22kHighest 17% above U.S.	$86,250±$18kLowest 7% above U.S.
	Wolfeboro and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$546,500±$60kHighest 64% above U.S.	$417,400±$31kLowest 25% above U.S.
Rentmedian gross, monthly	$1,103±$76Lowest 22% below U.S.	$1,201±$120Highest 15% below U.S.
	Middlebury and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,531Lowest 45% above U.S.	$6,795Highest 118% above U.S.
Renters paying 30%+of income on rent	12%±11.6Lowest U.S.: 51.1%	56.6%±15.8Highest U.S.: 51.1%
Below poverty line	8.2%Lowest U.S.: 12.5%	15.2%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	78.1%Highest U.S.: 65.2%	56.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1982Highest 2 yrs newer than U.S.	1977Lowest 3 yrs older than U.S.
Getting to work
Average commuteone way	24 minHighest 10% below U.S.	15 minLowest 45% below U.S.
Work from home	22.9%±6.6Highest U.S.: 15.1%	19.1%±4.4Lowest U.S.: 15.1%
	Wolfeboro and Middlebury 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	#46 of 120 in NH	#17 of 70 in VT
School district	Governor Wentworth Regional School District	—
High school in town	Kingswood Regional High School	—
Students per teacherat that high school	11.1	—
On TownTapestry
Old photos in History	None yet	6 photos →

U.S. 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.