Compare towns

Chester vs Freeport vs Windham

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Chester has the most affordable homes ($233k median).
Freeport has the most expensive homes ($508k median).
Windham has the youngest population (median age 44.2).

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.

MeasureChesterFreeportWindham
People
Population
2,992
8,802Highest
594Lowest
Growth since 20102010 → 2020 census
-4.7%Lowest
U.S.: +7.4%
+10.9%Highest
U.S.: +7.4%
—
Median age
49.7±4.7Highest
28% above U.S.
48.8±4.3
25% above U.S.
44.2±7.4Lowest
14% above U.S.
Chester and Freeport are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.1%±4.7Lowest
U.S.: 22%
19.4%±3.5Highest
U.S.: 22%
17.5%±7.9
U.S.: 22%
Freeport 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
U.S.: 17.2%
26.7%±4.9
U.S.: 17.2%
23.2%±8.1Lowest
U.S.: 17.2%
Chester and Freeport 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
U.S.: 35.7%
59.6%Highest
U.S.: 35.7%
48.1%
U.S.: 35.7%
Enrolled in collegeshare of residents
5.1%±4Highest
U.S.: 6.4%
5%±2.3
U.S.: 6.4%
0.8%±1.1Lowest
U.S.: 6.4%
Chester and Freeport 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 U.S.
$107,326±$19kHighest
33% above U.S.
$94,500±$12k
17% above U.S.
Freeport 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
30% below U.S.
$508,400±$76kHighest
53% above U.S.
$353,900±$20k
6% above U.S.
Rentmedian gross, monthly
$960±$44Lowest
32% below U.S.
$1,439±$123Highest
about the U.S. average
—
Property taxmedian, yearly
$4,262Lowest
37% above U.S.
$5,042
62% above U.S.
$5,951Highest
91% above U.S.
Renters paying 30%+of income on rent
11.5%±12.3Lowest
U.S.: 51.1%
62%±18.9Highest
U.S.: 51.1%
41.2%±94
U.S.: 51.1%
Freeport and Windham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7%Lowest
U.S.: 12.5%
8.5%
U.S.: 12.5%
9.9%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
86.7%Highest
U.S.: 65.2%
77.6%Lowest
U.S.: 65.2%
82.9%
U.S.: 65.2%
Typical home builtmedian year
1972Lowest
8 yrs older than U.S.
1984Highest
4 yrs newer than U.S.
1982
2 yrs newer than U.S.
Getting to work
Average commuteone way
28 minHighest
5% above U.S.
24 minLowest
11% below U.S.
27 min
about the U.S. average
Work from home
14%±6.9Lowest
U.S.: 15.1%
21.2%±5.8Highest
U.S.: 15.1%
20.5%±5.6
U.S.: 15.1%
Freeport and Windham 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 #4 of 133 in ME —
School district Green Mountain Unified School District #77 RSU 05 —
High school in town Green Mountain Union High School Freeport High School —
Students per teacherat that high school
8.7Lowest
12.2Highest
—
On TownTapestry
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U.S. 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.