Compare towns

Chester vs Ripton vs Rupert 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).
Ripton has the highest household income ($113k).
Rupert has the oldest population (median age 57.8).
Windham has the most kids (17.5% 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.

MeasureChesterRiptonRupertWindham
People
Population
2,992Highest
508Lowest
676
594
Growth since 20102010 → 2020 census
-4.7%Lowest
VT: +2.8%
+25.7%Highest
VT: +2.8%
-2.2%
VT: +2.8%
—
Median age
49.7±4.7
15% above VT
47.7±14.2
11% above VT
57.8±9.7Highest
34% above VT
44.2±7.4Lowest
about the VT average
Rupert and Chester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.1%±4.7
VT: 17.9%
11.8%±6.3Lowest
VT: 17.9%
13.9%±3.7
VT: 17.9%
17.5%±7.9Highest
VT: 17.9%
Windham and Chester 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%
30.5%±7.1
VT: 21.4%
42.3%±8.1Highest
VT: 21.4%
23.2%±8.1Lowest
VT: 21.4%
Rupert and Ripton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
33.1%
VT: 43.8%
48%
VT: 43.8%
30.6%Lowest
VT: 43.8%
48.1%Highest
VT: 43.8%
Enrolled in collegeshare of residents
5.1%±4
VT: 7%
20.1%±6.3Highest
VT: 7%
2.1%±2.5
VT: 7%
0.8%±1.1Lowest
VT: 7%
Cost of living
Household incomemedian
$62,125±$8kLowest
23% below VT
$112,917±$15kHighest
39% above VT
$88,229±$36k
9% above VT
$94,500±$12k
16% above VT
Ripton and Windham are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$232,900±$44kLowest
26% below VT
$394,400±$61kHighest
25% above VT
$362,500±$63k
14% above VT
$353,900±$20k
12% above VT
Ripton and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$960±$44
22% below VT
— — —
Property taxmedian, yearly
$4,262Lowest
15% below VT
$4,915
about the VT average
$4,594
9% below VT
$5,951Highest
18% above VT
Renters paying 30%+of income on rent
11.5%±12.3Lowest
VT: 48.4%
52.9%±100Highest
VT: 48.4%
20%±100
VT: 48.4%
41.2%±94
VT: 48.4%
Ripton and Windham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7%
VT: 10.1%
8.6%
VT: 10.1%
6%Lowest
VT: 10.1%
9.9%Highest
VT: 10.1%
Housing
Homeownersof occupied homes
86.7%
VT: 73.2%
90.9%
VT: 73.2%
93.7%Highest
VT: 73.2%
82.9%Lowest
VT: 73.2%
Typical home builtmedian year
1972
4 yrs older than VT
1973
3 yrs older than VT
1955Lowest
21 yrs older than VT
1982Highest
6 yrs newer than VT
Getting to work
Average commuteone way
28 minHighest
18% above VT
24 minLowest
about the VT average
27 min
14% above VT
27 min
14% above VT
Work from home
14%±6.9Lowest
VT: 16.9%
17.2%±8.7
VT: 16.9%
18.6%±9.2
VT: 16.9%
20.5%±5.6Highest
VT: 16.9%
Windham and Rupert 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 — — —
School district Green Mountain Unified School District #77 Addison Central Unified Union School District #55 — —
High school in town Green Mountain Union High School None in town — —
Students per teacherat that high school
8.7
— — —
On TownTapestry
Old photos in History None yet 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.