Compare towns

Dudley vs Windsor vs Webster

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

What stands out worked out from the figures below

Dudley has the most expensive homes ($393k median).
Windsor has the most people working from home (21.2%).
Webster has grown the fastest since 2010 (+6.9%).

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.

MeasureDudleyWindsorWebster
People
Population
11,929
1,065Lowest
12,228Highest
Growth since 20102010 → 2020 census
+4.7%
MA: +7.4%
-7.6%Lowest
MA: +7.4%
+6.9%Highest
MA: +7.4%
Median age
40.2±2.4
about the MA average
44.8±6.4Highest
12% above MA
37.2±2.1Lowest
7% below MA
Windsor and Dudley are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
20.6%±3.3
MA: 19.4%
15.8%±5.1Lowest
MA: 19.4%
21.8%±3.6Highest
MA: 19.4%
Webster and Dudley are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
16.9%±3
MA: 17.9%
18.6%±4.9Highest
MA: 17.9%
15.7%±2.5Lowest
MA: 17.9%
Windsor and Dudley are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
24.1%
MA: 47.3%
41.5%Highest
MA: 47.3%
18.8%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
13.1%±2Highest
MA: 7.9%
2.7%±1.7Lowest
MA: 7.9%
6%±1.8
MA: 7.9%
Cost of living
Household incomemedian
$84,604±$12k
19% below MA
$115,563±$10kHighest
11% above MA
$63,837±$8kLowest
39% below MA
Home valuemedian, owner-occupied
$392,600±$19kHighest
30% below MA
$389,700±$32k
31% below MA
$333,100±$14kLowest
41% below MA
Dudley and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,217±$182Highest
31% below MA
—
$1,198±$85Lowest
32% below MA
Dudley and Webster are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,691
38% below MA
$3,867Highest
35% below MA
$3,234Lowest
46% below MA
Renters paying 30%+of income on rent
47.4%±4.1Highest
MA: 51.8%
0%±100Lowest
MA: 51.8%
46.1%±7.4
MA: 51.8%
Dudley and Webster are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6.4%
MA: 10%
3.8%Lowest
MA: 10%
16%Highest
MA: 10%
Housing
Homeownersof occupied homes
73.1%
MA: 62.5%
96.2%Highest
MA: 62.5%
45.5%Lowest
MA: 62.5%
Typical home builtmedian year
1967
3 yrs newer than MA
1970Highest
6 yrs newer than MA
1954Lowest
10 yrs older than MA
Getting to work
Average commuteone way
27 minLowest
6% below MA
37 minHighest
27% above MA
28 min
5% below MA
Work from home
9.1%±2.5
MA: 18.6%
21.2%±5.8Highest
MA: 18.6%
7.1%±2.9Lowest
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #142 of 282 in MA — #271 of 282 in MA
School district Dudley-Charlton Reg — —
High school in town Shepherd Hill Regional High — —
Students per teacherat that high school
14.3
— —
On TownTapestry
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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.