Compare towns

Ossipee vs Windsor vs Wolfeboro

Cost, people, housing, commute and schools, side by side, each benchmarked against New Hampshire.

What stands out worked out from the figures below

Ossipee has the most affordable homes ($326k median).
Windsor has the most kids (25.2% under 18).
Wolfeboro has the most expensive homes ($547k median).

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.

MeasureOssipeeWindsorWolfeboro
People
Population
4,521
254Lowest
6,571Highest
Growth since 20102010 → 2020 census
+0.6%Lowest
NH: +4.6%
—
+2.3%Highest
NH: +4.6%
Median age
50±4.6
15% above NH
40.2±18.8Lowest
7% below NH
57±1.8Highest
32% above NH
Kids under 18
19.5%±4.5
NH: 18.2%
25.2%±14.7Highest
NH: 18.2%
13.7%±3.3Lowest
NH: 18.2%
Windsor and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
26.3%±5.9
NH: 20.1%
15.7%±8Lowest
NH: 20.1%
34.6%±5.2Highest
NH: 20.1%
Wolfeboro and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
24.8%
NH: 40.6%
12.6%Lowest
NH: 40.6%
45%Highest
NH: 40.6%
Enrolled in collegeshare of residents
2.9%±1.7
NH: 6%
3.9%±4.2Highest
NH: 6%
2.8%±1.8Lowest
NH: 6%
Windsor and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$90,521±$22kLowest
9% below NH
$103,750±$40kHighest
5% above NH
$94,375±$22k
5% below NH
Windsor and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$325,500±$23kLowest
19% below NH
$337,500±$40k
16% below NH
$546,500±$60kHighest
36% above NH
Rentmedian gross, monthly
$1,601±$245Highest
7% above NH
—
$1,103±$76Lowest
26% below NH
Property taxmedian, yearly
$4,401
34% below NH
$3,381Lowest
49% below NH
$4,531Highest
32% below NH
Renters paying 30%+of income on rent
72%±16.3Highest
NH: 48.2%
66.7%±100
NH: 48.2%
12%±11.6Lowest
NH: 48.2%
Ossipee and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.1%Lowest
NH: 7.2%
10.8%Highest
NH: 7.2%
8.2%
NH: 7.2%
Housing
Homeownersof occupied homes
82%
NH: 72.8%
96.5%Highest
NH: 72.8%
78.1%Lowest
NH: 72.8%
Typical home builtmedian year
1979Lowest
same as NH
1983Highest
4 yrs newer than NH
1982
3 yrs newer than NH
Getting to work
Average commuteone way
33 minHighest
25% above NH
32 min
21% above NH
24 minLowest
11% below NH
Work from home
5.3%±3.7Lowest
NH: 16.8%
15%±16.5
NH: 16.8%
22.9%±6.6Highest
NH: 16.8%
Wolfeboro and Windsor 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 #100 of 120 in NH — #46 of 120 in NH
School district Governor Wentworth Regional 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 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.