Compare towns

Windsor vs Ossipee vs Cheshire

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

What stands out worked out from the figures below

Windsor has the most people working from home (21.2%).
Ossipee has the most kids (19.5% under 18).
Cheshire has the most affordable homes ($268k 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.

MeasureWindsorOssipeeCheshire
People
Population
1,065Lowest
4,521Highest
3,216
Growth since 20102010 → 2020 census
-7.6%Lowest
U.S.: +7.4%
+0.6%
U.S.: +7.4%
+0.7%Highest
U.S.: +7.4%
Median age
44.8±6.4Lowest
15% above U.S.
50±4.6
29% above U.S.
53.7±4.5Highest
38% above U.S.
Cheshire and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.8%±5.1
U.S.: 22%
19.5%±4.5Highest
U.S.: 22%
15.3%±4.2Lowest
U.S.: 22%
Ossipee and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9Lowest
U.S.: 17.2%
26.3%±5.9
U.S.: 17.2%
30.5%±7.1Highest
U.S.: 17.2%
Cheshire and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%Highest
U.S.: 35.7%
24.8%Lowest
U.S.: 35.7%
26.9%
U.S.: 35.7%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
U.S.: 6.4%
2.9%±1.7
U.S.: 6.4%
5%±2.5Highest
U.S.: 6.4%
Cheshire and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$115,563±$10kHighest
43% above U.S.
$90,521±$22k
12% above U.S.
$69,803±$14kLowest
14% below U.S.
Windsor and Ossipee are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32kHighest
17% above U.S.
$325,500±$23k
about the U.S. average
$268,200±$48kLowest
19% below U.S.
Rentmedian gross, monthly —
$1,601±$245
13% above U.S.
—
Property taxmedian, yearly
$3,867
24% above U.S.
$4,401Highest
41% above U.S.
$3,005Lowest
4% below U.S.
Renters paying 30%+of income on rent
0%±100Lowest
U.S.: 51.1%
72%±16.3Highest
U.S.: 51.1%
21.2%±24
U.S.: 51.1%
Below poverty line
3.8%Lowest
U.S.: 12.5%
8.1%
U.S.: 12.5%
8.6%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
96.2%Highest
U.S.: 65.2%
82%Lowest
U.S.: 65.2%
89%
U.S.: 65.2%
Typical home builtmedian year
1970
10 yrs older than U.S.
1979Highest
1 yr older than U.S.
1964Lowest
16 yrs older than U.S.
Getting to work
Average commuteone way
37 minHighest
41% above U.S.
33 min
27% above U.S.
29 minLowest
10% above U.S.
Work from home
21.2%±5.8Highest
U.S.: 15.1%
5.3%±3.7
U.S.: 15.1%
4.4%±2.7Lowest
U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading — #100 of 120 in NH #274 of 282 in MA
School district — Governor Wentworth Regional School District Hoosac Valley Regional
High school in town — None in town Hoosac Valley High School
Students per teacherat that high school — —
10.5
On TownTapestry
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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.