Compare towns

Chester vs Old Bennington vs Windham

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 most affordable homes ($233k median).
Old Bennington has the most people working from home (46.7%).
Windham has the most renters (17.1% 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.

MeasureChesterOld BenningtonWindham
People
Population
2,992Highest
182Lowest
594
Growth since 20102010 → 2020 census
-4.7%
VT: +2.8%
— —
Median age
49.7±4.7Highest
15% above VT
45±21.3
4% above VT
44.2±7.4Lowest
about the VT average
Chester and Old Bennington 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%
22.5%±12Highest
VT: 17.9%
17.5%±7.9
VT: 17.9%
Old Bennington and Windham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
29.8%±7.9
VT: 21.4%
30.8%±8Highest
VT: 21.4%
23.2%±8.1Lowest
VT: 21.4%
Old Bennington and Chester 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%
84.9%Highest
VT: 43.8%
48.1%
VT: 43.8%
Enrolled in collegeshare of residents
5.1%±4Highest
VT: 7%
0%±7.8Lowest
VT: 7%
0.8%±1.1
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±$8kLowest
23% below VT
$168,750±$53kHighest
108% above VT
$94,500±$12k
16% above VT
Home valuemedian, owner-occupied
$232,900±$44kLowest
26% below VT
$445,500±$105kHighest
41% above VT
$353,900±$20k
12% above VT
Old Bennington and Windham are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$960±$44Lowest
22% below VT
$1,063±$1kHighest
14% below VT
—
Old Bennington 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
$8,690Highest
72% above VT
$5,951
18% above VT
Renters paying 30%+of income on rent
11.5%±12.3Lowest
VT: 48.4%
40%±100
VT: 48.4%
41.2%±94Highest
VT: 48.4%
Windham and Old Bennington are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7%
VT: 10.1%
0%Lowest
VT: 10.1%
9.9%Highest
VT: 10.1%
Housing
Homeownersof occupied homes
86.7%
VT: 73.2%
93.8%Highest
VT: 73.2%
82.9%Lowest
VT: 73.2%
Typical home builtmedian year
1972
4 yrs older than VT
1938Lowest
38 yrs older than VT
1982Highest
6 yrs newer than VT
Getting to work
Average commuteone way
28 min
18% above VT
28 minHighest
20% above VT
27 minLowest
14% above VT
Work from home
14%±6.9Lowest
VT: 16.9%
46.7%±3.9Highest
VT: 16.9%
20.5%±5.6
VT: 16.9%
Schools
Public school scoresrank in state, math + reading #49 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
Old photos in History None yet None yet None yet

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.