Compare towns

Ossipee vs Windsor vs Wolfeboro

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Ossipee has the oldest housing (typical home built 1979).
Windsor has the most affordable homes ($229k 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.

MeasureOssipeeWindsorWolfeboro
People
Population
4,521
2,690Lowest
6,571Highest
Growth since 20102010 → 2020 census
+0.6%Lowest
U.S.: +7.4%
+2.2%
U.S.: +7.4%
+2.3%Highest
U.S.: +7.4%
Median age
50±4.6
29% above U.S.
43.5±8Lowest
12% above U.S.
57±1.8Highest
47% above U.S.
Kids under 18
19.5%±4.5
U.S.: 22%
23.2%±6.4Highest
U.S.: 22%
13.7%±3.3Lowest
U.S.: 22%
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
U.S.: 17.2%
14.3%±4.4Lowest
U.S.: 17.2%
34.6%±5.2Highest
U.S.: 17.2%
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%
U.S.: 35.7%
21%Lowest
U.S.: 35.7%
45%Highest
U.S.: 35.7%
Enrolled in collegeshare of residents
2.9%±1.7Highest
U.S.: 6.4%
2%±1.6Lowest
U.S.: 6.4%
2.8%±1.8
U.S.: 6.4%
Ossipee and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$90,521±$22k
12% above U.S.
$63,178±$5kLowest
22% below U.S.
$94,375±$22kHighest
17% above U.S.
Wolfeboro and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$325,500±$23k
about the U.S. average
$228,800±$22kLowest
31% below U.S.
$546,500±$60kHighest
64% above U.S.
Rentmedian gross, monthly
$1,601±$245Highest
13% above U.S.
$1,265±$400
10% below U.S.
$1,103±$76Lowest
22% below U.S.
Ossipee and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,401
41% above U.S.
$2,160Lowest
31% below U.S.
$4,531Highest
45% above U.S.
Renters paying 30%+of income on rent
72%±16.3Highest
U.S.: 51.1%
46.2%±31.6
U.S.: 51.1%
12%±11.6Lowest
U.S.: 51.1%
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%
U.S.: 12.5%
7.5%Lowest
U.S.: 12.5%
8.2%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
82%
U.S.: 65.2%
89.1%Highest
U.S.: 65.2%
78.1%Lowest
U.S.: 65.2%
Typical home builtmedian year
1979Lowest
1 yr older than U.S.
1986Highest
6 yrs newer than U.S.
1982
2 yrs newer than U.S.
Getting to work
Average commuteone way
33 min
27% above U.S.
36 minHighest
35% above U.S.
24 minLowest
10% below U.S.
Work from home
5.3%±3.7Lowest
U.S.: 15.1%
6.5%±3
U.S.: 15.1%
22.9%±6.6Highest
U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading #100 of 120 in NH #44 of 133 in ME #46 of 120 in NH
School district Governor Wentworth Regional School District RSU 12 Governor Wentworth Regional School District
High school in town None in town None in town Kingswood Regional High School
Students per teacherat that high school — —
11.1
On TownTapestry
Old photos in History None yet 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.