Compare towns

Dover vs Sherborn vs Windsor

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

What stands out worked out from the figures below

Dover has the most expensive homes ($1340k median).
Sherborn has the most people working from home (49.1%).
Windsor has the most affordable homes ($390k 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.

MeasureDoverSherbornWindsor
People
Population
5,930Highest
4,427
1,065Lowest
Growth since 20102010 → 2020 census
+6%
MA: +7.4%
+6.8%Highest
MA: +7.4%
-7.6%Lowest
MA: +7.4%
Median age
44.9±2.3Highest
12% above MA
42.8±2.3Lowest
7% above MA
44.8±6.4
12% above MA
Dover and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
26%±5.2
MA: 19.4%
29.2%±4.8Highest
MA: 19.4%
15.8%±5.1Lowest
MA: 19.4%
Sherborn and Dover are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
16.7%±2.9
MA: 17.9%
16.3%±3.3Lowest
MA: 17.9%
18.6%±4.9Highest
MA: 17.9%
Windsor and Dover are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
84.8%Highest
MA: 47.3%
82.3%
MA: 47.3%
41.5%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
7.2%±2.7Highest
MA: 7.9%
3.1%±1.6
MA: 7.9%
2.7%±1.7Lowest
MA: 7.9%
Dover and Sherborn are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$250,001Highest
140% above MA
$250,001Highest
140% above MA
$115,563±$10kLowest
11% above MA
Home valuemedian, owner-occupied
$1,340,300±$117kHighest
138% above MA
$1,026,800±$72k
83% above MA
$389,700±$32kLowest
31% below MA
Rentmedian gross, monthly
$2,917±$2kHighest
66% above MA
$2,338±$316Lowest
33% above MA
—
Dover and Sherborn are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$10,000+Highest
at least 67% above MA
$10,000+Highest
at least 67% above MA
$3,867Lowest
35% below MA
Renters paying 30%+of income on rent
20%±100
MA: 51.8%
48%±26.3Highest
MA: 51.8%
0%±100Lowest
MA: 51.8%
Sherborn and Dover are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
2.7%Lowest
MA: 10%
3.1%
MA: 10%
3.8%Highest
MA: 10%
Housing
Homeownersof occupied homes
97.9%Highest
MA: 62.5%
89.2%Lowest
MA: 62.5%
96.2%
MA: 62.5%
Typical home builtmedian year
1970Highest
6 yrs newer than MA
1968Lowest
4 yrs newer than MA
1970Highest
6 yrs newer than MA
Getting to work
Average commuteone way
35 minLowest
19% above MA
35 min
21% above MA
37 minHighest
27% above MA
Work from home
34.2%±6.4
MA: 18.6%
49.1%±7.7Highest
MA: 18.6%
21.2%±5.8Lowest
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #1 of 282 in MA #53 of 282 in MA —
School district Dover · Dover-Sherborn Sherborn —
High school in town Dover-Sherborn Regional High None in town —
Students per teacherat that high school
9.8
— —
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.