Compare towns

Windsor vs Ware vs Chesterfield

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

What stands out worked out from the figures below

Windsor has the most people working from home (21.2%).
Ware has grown the fastest since 2010 (+2%).
Chesterfield has the most expensive homes ($391k 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.

MeasureWindsorWareChesterfield
People
Population
1,065
10,048Highest
1,055Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+2%Highest
MA: +7.4%
-2.9%
MA: +7.4%
Median age
44.8±6.4Highest
12% above MA
43.1±4.7Lowest
8% above MA
44.3±7.6
11% above MA
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.8%±5.1Lowest
MA: 19.4%
19.1%±3.5Highest
MA: 19.4%
19.1%±5.1Highest
MA: 19.4%
Age 65+
18.6%±4.9Lowest
MA: 17.9%
20.6%±3.4
MA: 17.9%
24.3%±4.2Highest
MA: 17.9%
Chesterfield and Ware are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%Highest
MA: 47.3%
24%Lowest
MA: 47.3%
34.3%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
4.4%±2.2Highest
MA: 7.9%
2.7%±1.9Lowest
MA: 7.9%
Ware and Windsor 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
11% above MA
$67,475±$15kLowest
35% below MA
$103,967±$11k
about the MA average
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32k
31% below MA
$289,700±$28kLowest
48% below MA
$390,800±$48kHighest
30% below MA
Chesterfield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,043±$109Lowest
41% below MA
$1,078±$409Highest
39% below MA
Chesterfield and Ware are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,867Lowest
35% below MA
$4,237
29% below MA
$5,969Highest
about the MA average
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
64.3%±16.2Highest
MA: 51.8%
10.3%±84.4
MA: 51.8%
Ware and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%Lowest
MA: 10%
11.8%Highest
MA: 10%
6.4%
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
72.3%Lowest
MA: 62.5%
92.2%
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1960Lowest
4 yrs older than MA
1976Highest
12 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
28 minLowest
about the MA average
31 min
7% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
12.3%±3.8Lowest
MA: 18.6%
13.4%±6.7
MA: 18.6%
Windsor and Chesterfield 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 — #267 of 282 in MA —
School district — Ware Chesterfield-Goshen
High school in town — Ware Junior/Senior High School None in town
Students per teacherat that high school —
11.1
—
On TownTapestry
Old photos in History None yet None yet None yet

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.