What stands out worked out from the figures below

Wolfeboro has the oldest population (median age 57).

Middlebury has grown the fastest since 2010 (+7.7%).

Middlebury is a college town. 32.6% 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	9,175Highest
Growth since 20102010 → 2020 census	+2.3%Lowest U.S.: +7.4%	+7.7%Highest U.S.: +7.4%
Median age	57±1.8Highest 47% above U.S.	31.8±3.7Lowest 18% below U.S.
Kids under 18	13.7%±3.3Highest U.S.: 22%	11.6%±1.9Lowest U.S.: 22%
	Wolfeboro and Middlebury are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	34.6%±5.2Highest U.S.: 17.2%	20.7%±2.6Lowest U.S.: 17.2%
Bachelor’s degree+adults 25+	45%Lowest U.S.: 35.7%	55.4%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	2.8%±1.8Lowest U.S.: 6.4%	32.6%±1.1Highest U.S.: 6.4%
Cost of living
Household incomemedian	$94,375±$22kHighest 17% above U.S.	$86,169±$16kLowest 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.	$409,700±$30kLowest 23% above U.S.
Rentmedian gross, monthly	$1,103±$76Lowest 22% below U.S.	$1,156±$113Highest 18% 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.	$6,868Highest 120% above U.S.
Renters paying 30%+of income on rent	12%±11.6Lowest U.S.: 51.1%	50.9%±14.4Highest U.S.: 51.1%
Below poverty line	8.2%Lowest U.S.: 12.5%	10.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	78.1%Highest U.S.: 65.2%	65.1%Lowest U.S.: 65.2%
Typical home builtmedian year	1982Highest 2 yrs newer than U.S.	1976Lowest 4 yrs older than U.S.
Getting to work
Average commuteone way	24 minHighest 10% below U.S.	16 minLowest 41% below U.S.
Work from home	22.9%±6.6Highest U.S.: 15.1%	18.8%±4.1Lowest 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	Patricia Hannaford Career Center · Addison Central Unified Union School District #55
High school in town	Kingswood Regional High School	Middlebury Union High School
Students per teacherat that high school	11.1Lowest	12.6Highest
On TownTapestry
Old photos in History	None yet	None yet

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.