Compare towns

Chester vs Windham vs Windsor

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

What stands out worked out from the figures below

Chester has the oldest population (median age 49.7).
Windham has the highest household income ($95k).
Windsor has the most renters (42.2% rent).

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.

MeasureChesterWindhamWindsor
People
Population
2,992
594Lowest
3,554Highest
Growth since 20102010 → 2020 census
-4.7%Lowest
VT: +2.8%
—
+0.2%Highest
VT: +2.8%
Median age
49.7±4.7Highest
15% above VT
44.2±7.4Lowest
about the VT average
44.8±6.5
4% above VT
Chester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.1%±4.7Lowest
VT: 17.9%
17.5%±7.9
VT: 17.9%
19.5%±5.2Highest
VT: 17.9%
Windsor and Windham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
29.8%±7.9Highest
VT: 21.4%
23.2%±8.1Lowest
VT: 21.4%
29.7%±6.9
VT: 21.4%
Chester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
33.1%Lowest
VT: 43.8%
48.1%Highest
VT: 43.8%
39.7%
VT: 43.8%
Enrolled in collegeshare of residents
5.1%±4Highest
VT: 7%
0.8%±1.1
VT: 7%
0.7%±0.8Lowest
VT: 7%
Chester and Windham are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$62,125±$8k
23% below VT
$94,500±$12kHighest
16% above VT
$52,484±$11kLowest
35% below VT
Home valuemedian, owner-occupied
$232,900±$44k
26% below VT
$353,900±$20kHighest
12% above VT
$207,500±$31kLowest
34% below VT
Rentmedian gross, monthly
$960±$44Lowest
22% below VT
—
$1,026±$89Highest
17% below VT
Windsor and Chester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,262Lowest
15% below VT
$5,951Highest
18% above VT
$5,209
3% above VT
Renters paying 30%+of income on rent
11.5%±12.3Lowest
VT: 48.4%
41.2%±94Highest
VT: 48.4%
31.5%±17
VT: 48.4%
Windham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7%Lowest
VT: 10.1%
9.9%Highest
VT: 10.1%
7.8%
VT: 10.1%
Housing
Homeownersof occupied homes
86.7%Highest
VT: 73.2%
82.9%
VT: 73.2%
57.8%Lowest
VT: 73.2%
Typical home builtmedian year
1972
4 yrs older than VT
1982Highest
6 yrs newer than VT
1945Lowest
31 yrs older than VT
Getting to work
Average commuteone way
28 minHighest
18% above VT
27 min
14% above VT
23 minLowest
3% below VT
Work from home
14%±6.9
VT: 16.9%
20.5%±5.6Highest
VT: 16.9%
10.3%±5Lowest
VT: 16.9%
Windham 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 #49 of 70 in VT — #61 of 70 in VT
School district Green Mountain Unified School District #77 — —
High school in town Green Mountain Union High School — —
Students per teacherat that high school
8.7
— —
On TownTapestry
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VT 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.