Compare towns

Chester vs Milton 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).
Milton has the highest household income ($119k).
Windham has the most people working from home (20.5%).

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.

MeasureChesterMiltonWindham
People
Population
2,992
10,769Highest
594Lowest
Growth since 20102010 → 2020 census
-4.7%Lowest
VT: +2.8%
+3.6%Highest
VT: +2.8%
—
Median age
49.7±4.7Highest
15% above VT
41.6±2.5Lowest
3% below VT
44.2±7.4
about the VT average
Chester and Windham 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%
17.6%±3.4Highest
VT: 17.9%
17.5%±7.9
VT: 17.9%
Milton 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%
16%±2.6Lowest
VT: 21.4%
23.2%±8.1
VT: 21.4%
Chester and Windham 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%
33.1%Lowest
VT: 43.8%
48.1%Highest
VT: 43.8%
Enrolled in collegeshare of residents
5.1%±4Highest
VT: 7%
3.5%±1.3
VT: 7%
0.8%±1.1Lowest
VT: 7%
Chester and Milton 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
$118,977±$10kHighest
47% above VT
$94,500±$12k
16% above VT
Home valuemedian, owner-occupied
$232,900±$44kLowest
26% below VT
$372,500±$20kHighest
18% above VT
$353,900±$20k
12% above VT
Milton 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
$1,536±$257Highest
24% above VT
—
Property taxmedian, yearly
$4,262Lowest
15% below VT
$5,610
11% above VT
$5,951Highest
18% above VT
Renters paying 30%+of income on rent
11.5%±12.3Lowest
VT: 48.4%
53.1%±20.6Highest
VT: 48.4%
41.2%±94
VT: 48.4%
Milton 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%
3.6%Lowest
VT: 10.1%
9.9%Highest
VT: 10.1%
Housing
Homeownersof occupied homes
86.7%
VT: 73.2%
86.9%Highest
VT: 73.2%
82.9%Lowest
VT: 73.2%
Typical home builtmedian year
1972Lowest
4 yrs older than VT
1985Highest
9 yrs newer than VT
1982
6 yrs newer than VT
Getting to work
Average commuteone way
28 min
18% above VT
28 minHighest
18% above VT
27 minLowest
14% above VT
Work from home
14%±6.9Lowest
VT: 16.9%
14.6%±2.9
VT: 16.9%
20.5%±5.6Highest
VT: 16.9%
Windham and Milton 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 #56 of 70 in VT —
School district Green Mountain Unified School District #77 Milton School District —
High school in town Green Mountain Union High School Milton Senior High School —
Students per teacherat that high school
8.7Lowest
9.3Highest
—
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.