Compare towns

Rupert vs Jay vs Winhall vs Stockbridge

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

What stands out worked out from the figures below

Rupert has the oldest population (median age 57.8).
Jay has the most affordable homes ($234k median).
Winhall has grown the fastest since 2010 (+53.7%).
Stockbridge has the most people working from home (28.6%).

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.

MeasureRupertJayWinhallStockbridge
People
Population
676
471Lowest
752
791Highest
Growth since 20102010 → 2020 census
-2.2%
VT: +2.8%
+5.8%
VT: +2.8%
+53.7%Highest
VT: +2.8%
-2.4%Lowest
VT: +2.8%
Median age
57.8±9.7Highest
34% above VT
52.1±10.5
21% above VT
48.9±6.1Lowest
13% above VT
55.3±5.3
28% above VT
Rupert and Stockbridge are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
13.9%±3.7
VT: 17.9%
14.2%±7.3
VT: 17.9%
17%±6.8Highest
VT: 17.9%
9.9%±3.9Lowest
VT: 17.9%
Winhall and Jay are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
42.3%±8.1Highest
VT: 21.4%
15.5%±6.3Lowest
VT: 21.4%
20.6%±5.3
VT: 21.4%
27.9%±3.2
VT: 21.4%
Bachelor’s degree+adults 25+
30.6%Lowest
VT: 43.8%
45.1%
VT: 43.8%
67.4%Highest
VT: 43.8%
35%
VT: 43.8%
Enrolled in collegeshare of residents
2.1%±2.5
VT: 7%
1.9%±2.5
VT: 7%
3.1%±4Highest
VT: 7%
1.1%±1.2Lowest
VT: 7%
Winhall and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$88,229±$36k
9% above VT
$74,792±$25kLowest
8% below VT
$95,500±$23kHighest
18% above VT
$77,109±$12k
5% below VT
Winhall and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$362,500±$63k
14% above VT
$234,200±$45kLowest
26% below VT
$471,800±$55kHighest
49% above VT
$283,500±$26k
10% below VT
Winhall and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly — —
$1,094±$732Lowest
11% below VT
$1,140±$126Highest
8% below VT
Stockbridge and Winhall are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,594
9% below VT
$3,588Lowest
29% below VT
$6,567Highest
30% above VT
$4,488
11% below VT
Renters paying 30%+of income on rent
20%±100Lowest
VT: 48.4%
40%±100
VT: 48.4%
37.5%±38.9
VT: 48.4%
53.3%±22Highest
VT: 48.4%
Stockbridge and Jay are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6%
VT: 10.1%
8.7%Highest
VT: 10.1%
5.3%
VT: 10.1%
3.9%Lowest
VT: 10.1%
Housing
Homeownersof occupied homes
93.7%
VT: 73.2%
97%Highest
VT: 73.2%
80.5%Lowest
VT: 73.2%
85%
VT: 73.2%
Typical home builtmedian year
1955Lowest
21 yrs older than VT
2001Highest
25 yrs newer than VT
1982
6 yrs newer than VT
1977
1 yr newer than VT
Getting to work
Average commuteone way
27 min
14% above VT
40 minHighest
69% above VT
27 minLowest
13% above VT
27 min
17% above VT
Work from home
18.6%±9.2
VT: 16.9%
27.3%±13.7
VT: 16.9%
18.4%±9Lowest
VT: 16.9%
28.6%±12.2Highest
VT: 16.9%
Stockbridge and Jay are within the Census margin of error here, so we can’t say which is really higher.
Schools
School district — Jay/Westfield Joint Elementary School District — Rochester Stockbridge Unified School District #81
High school in town — None in town — None in town
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.