Compare towns

Cheshire vs Everett vs Windsor

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

What stands out worked out from the figures below

Cheshire has the most affordable homes ($268k median).
Everett has grown the fastest since 2010 (+17.8%).
Windsor has the most people working from home (21.2%).

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.

MeasureCheshireEverettWindsor
People
Population
3,216
50,045Highest
1,065Lowest
Growth since 20102010 → 2020 census
+0.7%
MA: +7.4%
+17.8%Highest
MA: +7.4%
-7.6%Lowest
MA: +7.4%
Median age
53.7±4.5Highest
34% above MA
35.2±1.5Lowest
12% below MA
44.8±6.4
12% above MA
Cheshire and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.3%±4.2Lowest
MA: 19.4%
21.8%±2.1Highest
MA: 19.4%
15.8%±5.1
MA: 19.4%
Everett and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
30.5%±7.1Highest
MA: 17.9%
11.3%±1.1Lowest
MA: 17.9%
18.6%±4.9
MA: 17.9%
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+
26.9%
MA: 47.3%
24.9%Lowest
MA: 47.3%
41.5%Highest
MA: 47.3%
Enrolled in collegeshare of residents
5%±2.5
MA: 7.9%
6.3%±0.9Highest
MA: 7.9%
2.7%±1.7Lowest
MA: 7.9%
Everett and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$69,803±$14kLowest
33% below MA
$85,218±$7k
18% below MA
$115,563±$10kHighest
11% above MA
Home valuemedian, owner-occupied
$268,200±$48kLowest
52% below MA
$610,000±$23kHighest
9% above MA
$389,700±$32k
31% below MA
Rentmedian gross, monthly —
$2,076±$69
18% above MA
—
Property taxmedian, yearly
$3,005Lowest
50% below MA
$4,880Highest
19% below MA
$3,867
35% below MA
Renters paying 30%+of income on rent
21.2%±24
MA: 51.8%
56.4%±5.8Highest
MA: 51.8%
0%±100Lowest
MA: 51.8%
Below poverty line
8.6%
MA: 10%
14.7%Highest
MA: 10%
3.8%Lowest
MA: 10%
Housing
Homeownersof occupied homes
89%
MA: 62.5%
37.2%Lowest
MA: 62.5%
96.2%Highest
MA: 62.5%
Typical home builtmedian year
1964
same as MA
1938Lowest
26 yrs older than MA
1970Highest
6 yrs newer than MA
Getting to work
Average commuteone way
29 minLowest
about the MA average
35 min
20% above MA
37 minHighest
27% above MA
Work from home
4.4%±2.7Lowest
MA: 18.6%
10.5%±2
MA: 18.6%
21.2%±5.8Highest
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #274 of 282 in MA #264 of 282 in MA —
School district Hoosac Valley Regional Everett —
High school in town Hoosac Valley High School Everett High —
Students per teacherat that high school
10.5Lowest
12.1Highest
—
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MA 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.