Compare towns

Rupert vs Windham vs Middlebury

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).
Windham has the most kids (17.5% under 18).
Middlebury has the shortest commute (16 min average).
Middlebury is a college town. 32.6% of residents are enrolled in college, which pulls its median age, poverty rate and renter figures away from what a year-round family would see.

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.

MeasureRupertWindhamMiddlebury
People
Population
676
594Lowest
9,175Highest
Growth since 20102010 → 2020 census
-2.2%Lowest
VT: +2.8%
—
+7.7%Highest
VT: +2.8%
Median age
57.8±9.7Highest
34% above VT
44.2±7.4
about the VT average
31.8±3.7Lowest
26% below VT
Rupert and Windham 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%
17.5%±7.9Highest
VT: 17.9%
11.6%±1.9Lowest
VT: 17.9%
Windham and Rupert 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%
23.2%±8.1
VT: 21.4%
20.7%±2.6Lowest
VT: 21.4%
Bachelor’s degree+adults 25+
30.6%Lowest
VT: 43.8%
48.1%
VT: 43.8%
55.4%Highest
VT: 43.8%
Enrolled in collegeshare of residents
2.1%±2.5
VT: 7%
0.8%±1.1Lowest
VT: 7%
32.6%±1.1Highest
VT: 7%
Cost of living
Household incomemedian
$88,229±$36k
9% above VT
$94,500±$12kHighest
16% above VT
$86,169±$16kLowest
6% above VT
Windham 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
$353,900±$20kLowest
12% above VT
$409,700±$30kHighest
29% above VT
Middlebury and Rupert are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly — —
$1,156±$113
6% below VT
Property taxmedian, yearly
$4,594Lowest
9% below VT
$5,951
18% above VT
$6,868Highest
36% above VT
Renters paying 30%+of income on rent
20%±100Lowest
VT: 48.4%
41.2%±94
VT: 48.4%
50.9%±14.4Highest
VT: 48.4%
Middlebury and Windham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6%Lowest
VT: 10.1%
9.9%
VT: 10.1%
10.7%Highest
VT: 10.1%
Housing
Homeownersof occupied homes
93.7%Highest
VT: 73.2%
82.9%
VT: 73.2%
65.1%Lowest
VT: 73.2%
Typical home builtmedian year
1955Lowest
21 yrs older than VT
1982Highest
6 yrs newer than VT
1976
same as VT
Getting to work
Average commuteone way
27 minHighest
14% above VT
27 minHighest
14% above VT
16 minLowest
33% below VT
Work from home
18.6%±9.2Lowest
VT: 16.9%
20.5%±5.6Highest
VT: 16.9%
18.8%±4.1
VT: 16.9%
Windham and Middlebury 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 — — #17 of 70 in VT
School district — — Patricia Hannaford Career Center · Addison Central Unified Union School District #55
High school in town — — Middlebury Union High School
Students per teacherat that high school — —
12.6
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.