Compare towns

Chester vs Wolfeboro vs Derry

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

What stands out worked out from the figures below

Chester has grown the fastest since 2010 (+9.7%).
Wolfeboro has the most people working from home (22.9%).
Derry has the most affordable homes ($432k 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.

MeasureChesterWolfeboroDerry
People
Population
5,300Lowest
6,571
34,116Highest
Growth since 20102010 → 2020 census
+9.7%Highest
NH: +4.6%
+2.3%Lowest
NH: +4.6%
+3.6%
NH: +4.6%
Median age
47.2±3.8
9% above NH
57±1.8Highest
32% above NH
40.3±1.6Lowest
7% below NH
Kids under 18
19.6%±3.7
NH: 18.2%
13.7%±3.3Lowest
NH: 18.2%
20.7%±2.1Highest
NH: 18.2%
Derry and Chester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
17.4%±4
NH: 20.1%
34.6%±5.2Highest
NH: 20.1%
15.2%±1.6Lowest
NH: 20.1%
Bachelor’s degree+adults 25+
41.1%
NH: 40.6%
45%Highest
NH: 40.6%
37.4%Lowest
NH: 40.6%
Enrolled in collegeshare of residents
4.4%±2.1
NH: 6%
2.8%±1.8Lowest
NH: 6%
6.1%±1.5Highest
NH: 6%
Derry and Chester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$142,212±$19kHighest
44% above NH
$94,375±$22kLowest
5% below NH
$108,944±$7k
10% above NH
Home valuemedian, owner-occupied
$552,300±$42kHighest
37% above NH
$546,500±$60k
36% above NH
$432,000±$17kLowest
7% above NH
Chester and Wolfeboro are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,103±$76Lowest
26% below NH
$1,547±$138Highest
4% above NH
Property taxmedian, yearly
$8,464Highest
27% above NH
$4,531Lowest
32% below NH
$8,103
22% above NH
Renters paying 30%+of income on rent
19%±72.7
NH: 48.2%
12%±11.6Lowest
NH: 48.2%
51.6%±9Highest
NH: 48.2%
Derry and Chester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4%Lowest
NH: 7.2%
8.2%Highest
NH: 7.2%
4%Lowest
NH: 7.2%
Housing
Homeownersof occupied homes
97.7%Highest
NH: 72.8%
78.1%
NH: 72.8%
70.2%Lowest
NH: 72.8%
Typical home builtmedian year
1991Highest
12 yrs newer than NH
1982Lowest
3 yrs newer than NH
1983
4 yrs newer than NH
Getting to work
Average commuteone way
35 minHighest
31% above NH
24 minLowest
11% below NH
31 min
16% above NH
Work from home
16.4%±5.1
NH: 16.8%
22.9%±6.6Highest
NH: 16.8%
16%±2.8Lowest
NH: 16.8%
Wolfeboro and Chester 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 #90 of 120 in NH #46 of 120 in NH #60 of 120 in NH
School district Chester School District Governor Wentworth Regional School District Derry Cooperative School District · Pinkerton Academy School District
High school in town None in town Kingswood Regional High School Pinkerton Academy
Students per teacherat that high school —
11.1Lowest
13.9Highest
On TownTapestry
Old photos in History 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.