Compare towns

Windsor vs Wolfeboro vs Chesterfield

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 highest household income ($116k).
Wolfeboro has grown the fastest since 2010 (+2.3%).
Chesterfield has the most kids (19.1% under 18).

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.

MeasureWindsorWolfeboroChesterfield
People
Population
1,065
6,571Highest
1,055Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
U.S.: +7.4%
+2.3%Highest
U.S.: +7.4%
-2.9%
U.S.: +7.4%
Median age
44.8±6.4
15% above U.S.
57±1.8Highest
47% above U.S.
44.3±7.6Lowest
14% above U.S.
Kids under 18
15.8%±5.1
U.S.: 22%
13.7%±3.3Lowest
U.S.: 22%
19.1%±5.1Highest
U.S.: 22%
Chesterfield 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%
34.6%±5.2Highest
U.S.: 17.2%
24.3%±4.2
U.S.: 17.2%
Bachelor’s degree+adults 25+
41.5%
U.S.: 35.7%
45%Highest
U.S.: 35.7%
34.3%Lowest
U.S.: 35.7%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
U.S.: 6.4%
2.8%±1.8Highest
U.S.: 6.4%
2.7%±1.9Lowest
U.S.: 6.4%
Wolfeboro and Windsor 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.
$94,375±$22kLowest
17% above U.S.
$103,967±$11k
29% above U.S.
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32kLowest
17% above U.S.
$546,500±$60kHighest
64% above U.S.
$390,800±$48k
17% above U.S.
Rentmedian gross, monthly —
$1,103±$76Highest
22% below U.S.
$1,078±$409Lowest
24% below U.S.
Wolfeboro and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,867Lowest
24% above U.S.
$4,531
45% above U.S.
$5,969Highest
91% above U.S.
Renters paying 30%+of income on rent
0%±100Lowest
U.S.: 51.1%
12%±11.6Highest
U.S.: 51.1%
10.3%±84.4
U.S.: 51.1%
Wolfeboro and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%Lowest
U.S.: 12.5%
8.2%Highest
U.S.: 12.5%
6.4%
U.S.: 12.5%
Housing
Homeownersof occupied homes
96.2%Highest
U.S.: 65.2%
78.1%Lowest
U.S.: 65.2%
92.2%
U.S.: 65.2%
Typical home builtmedian year
1970Lowest
10 yrs older than U.S.
1982Highest
2 yrs newer than U.S.
1976
4 yrs older than U.S.
Getting to work
Average commuteone way
37 minHighest
41% above U.S.
24 minLowest
10% below U.S.
31 min
18% above U.S.
Work from home
21.2%±5.8
U.S.: 15.1%
22.9%±6.6Highest
U.S.: 15.1%
13.4%±6.7Lowest
U.S.: 15.1%
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 — #46 of 120 in NH —
School district — Governor Wentworth Regional School District Chesterfield-Goshen
High school in town — Kingswood Regional High School None in town
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.