Compare towns

Windsor vs Pomfret vs Cheshire

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

What stands out worked out from the figures below

Windsor has the most people working from home (21.2%).
Pomfret has the most kids (23.1% under 18).
Cheshire has the most affordable homes ($268k median).

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.

MeasureWindsorPomfretCheshire
People
Population
1,065Lowest
4,317Highest
3,216
Growth since 20102010 → 2020 census
-7.6%Lowest
U.S.: +7.4%
—
+0.7%Highest
U.S.: +7.4%
Median age
44.8±6.4Lowest
15% above U.S.
45.9±3.7
18% above U.S.
53.7±4.5Highest
38% above U.S.
Cheshire and Pomfret are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.8%±5.1
U.S.: 22%
23.1%±4.9Highest
U.S.: 22%
15.3%±4.2Lowest
U.S.: 22%
Pomfret and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9
U.S.: 17.2%
17.8%±4.5Lowest
U.S.: 17.2%
30.5%±7.1Highest
U.S.: 17.2%
Cheshire and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%
U.S.: 35.7%
50.8%Highest
U.S.: 35.7%
26.9%Lowest
U.S.: 35.7%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
U.S.: 6.4%
5.6%±1.9Highest
U.S.: 6.4%
5%±2.5
U.S.: 6.4%
Pomfret and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$115,563±$10kHighest
43% above U.S.
$108,476±$8k
34% above U.S.
$69,803±$14kLowest
14% below U.S.
Windsor and Pomfret are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32k
17% above U.S.
$409,100±$28kHighest
23% above U.S.
$268,200±$48kLowest
19% below U.S.
Pomfret and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,210±$300
14% below U.S.
—
Property taxmedian, yearly
$3,867
24% above U.S.
$5,903Highest
89% above U.S.
$3,005Lowest
4% below U.S.
Renters paying 30%+of income on rent
0%±100Lowest
U.S.: 51.1%
61.9%±15.3Highest
U.S.: 51.1%
21.2%±24
U.S.: 51.1%
Below poverty line
3.8%Lowest
U.S.: 12.5%
6%
U.S.: 12.5%
8.6%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
96.2%Highest
U.S.: 65.2%
80.5%Lowest
U.S.: 65.2%
89%
U.S.: 65.2%
Typical home builtmedian year
1970
10 yrs older than U.S.
1978Highest
2 yrs older than U.S.
1964Lowest
16 yrs older than U.S.
Getting to work
Average commuteone way
37 minHighest
41% above U.S.
24 minLowest
11% below U.S.
29 min
10% above U.S.
Work from home
21.2%±5.8Highest
U.S.: 15.1%
13.2%±5.2
U.S.: 15.1%
4.4%±2.7Lowest
U.S.: 15.1%
Windsor and Pomfret 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 — #39 of 149 in CT #274 of 282 in MA
School district — Pomfret School District Hoosac Valley Regional
High school in town — None in town Hoosac Valley High School
Students per teacherat that high school — —
10.5
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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.