Compare towns

Windsor vs Chester vs Windsor

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

What stands out worked out from the figures below

Chester has grown the fastest since 2010 (+9.7%).
Windsor has the most affordable homes ($170k 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.

MeasureWindsorChesterWindsor
People
Population
3,554
5,300Highest
2,060Lowest
Growth since 20102010 → 2020 census
+0.2%Lowest
U.S.: +7.4%
+9.7%Highest
U.S.: +7.4%
+3.5%
U.S.: +7.4%
Median age
44.8±6.5
15% above U.S.
47.2±3.8Highest
21% above U.S.
44.6±12.3Lowest
15% above U.S.
Chester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.5%±5.2Lowest
U.S.: 22%
19.6%±3.7
U.S.: 22%
21.1%±8.8Highest
U.S.: 22%
Windsor and Chester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
29.7%±6.9Highest
U.S.: 17.2%
17.4%±4Lowest
U.S.: 17.2%
29.2%±8
U.S.: 17.2%
Windsor and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
39.7%Lowest
U.S.: 35.7%
41.1%Highest
U.S.: 35.7%
40%
U.S.: 35.7%
Enrolled in collegeshare of residents
0.7%±0.8Lowest
U.S.: 6.4%
4.4%±2.1Highest
U.S.: 6.4%
1.2%±1.4
U.S.: 6.4%
Chester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$52,484±$11k
35% below U.S.
$142,212±$19kHighest
76% above U.S.
$51,197±$4kLowest
37% below U.S.
Home valuemedian, owner-occupied
$207,500±$31k
38% below U.S.
$552,300±$42kHighest
66% above U.S.
$170,300±$22kLowest
49% below U.S.
Rentmedian gross, monthly
$1,026±$89Highest
27% below U.S.
—
$1,002±$107Lowest
29% below U.S.
Windsor and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,209
67% above U.S.
$8,464Highest
171% above U.S.
$4,878Lowest
56% above U.S.
Renters paying 30%+of income on rent
31.5%±17Highest
U.S.: 51.1%
19%±72.7Lowest
U.S.: 51.1%
31.4%±20
U.S.: 51.1%
Windsor and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7.8%Highest
U.S.: 12.5%
4%Lowest
U.S.: 12.5%
7.8%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
57.8%
U.S.: 65.2%
97.7%Highest
U.S.: 65.2%
51.6%Lowest
U.S.: 65.2%
Typical home builtmedian year
1945
35 yrs older than U.S.
1991Highest
11 yrs newer than U.S.
1938Lowest
42 yrs older than U.S.
Getting to work
Average commuteone way
23 min
14% below U.S.
35 minHighest
33% above U.S.
22 minLowest
16% below U.S.
Work from home
10.3%±5
U.S.: 15.1%
16.4%±5.1Highest
U.S.: 15.1%
6.6%±4.7Lowest
U.S.: 15.1%
Chester 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 #61 of 70 in VT #90 of 120 in NH #61 of 70 in VT
School district — Chester School District —
High school in town — None in town —
On TownTapestry
Old photos in Our Story 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.