Compare towns

Dover vs Windsor vs Wellesley

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 kids (26% under 18).
Windsor has the most affordable homes ($390k median).
Wellesley has the shortest commute (27 min average).

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.

MeasureDoverWindsorWellesley
People
Population
5,930
1,065Lowest
30,347Highest
Growth since 20102010 → 2020 census
+6%Highest
MA: +7.4%
-7.6%Lowest
MA: +7.4%
+5.6%
MA: +7.4%
Median age
44.9±2.3Highest
12% above MA
44.8±6.4
12% above MA
37.1±2.2Lowest
7% below 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%±5.2Highest
MA: 19.4%
15.8%±5.1Lowest
MA: 19.4%
24.1%±2
MA: 19.4%
Dover and Wellesley 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%
18.6%±4.9Highest
MA: 17.9%
15.5%±1.3Lowest
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%
MA: 47.3%
41.5%Lowest
MA: 47.3%
89%Highest
MA: 47.3%
Enrolled in collegeshare of residents
7.2%±2.7
MA: 7.9%
2.7%±1.7Lowest
MA: 7.9%
18.3%±0.7Highest
MA: 7.9%
Cost of living
Household incomemedian
$250,001Highest
140% above MA
$115,563±$10kLowest
11% above MA
$250,001Highest
140% above MA
Home valuemedian, owner-occupied
$1,340,300±$117k
138% above MA
$389,700±$32kLowest
31% below MA
$1,582,700±$49kHighest
182% above MA
Rentmedian gross, monthly
$2,917±$2kHighest
66% above MA
—
$2,886±$360Lowest
64% above MA
Dover and Wellesley 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
$3,867Lowest
35% below MA
$10,000+Highest
at least 67% above MA
Renters paying 30%+of income on rent
20%±100
MA: 51.8%
0%±100Lowest
MA: 51.8%
44.1%±8.2Highest
MA: 51.8%
Wellesley 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%
3.8%
MA: 10%
4%Highest
MA: 10%
Housing
Homeownersof occupied homes
97.9%Highest
MA: 62.5%
96.2%
MA: 62.5%
84.4%Lowest
MA: 62.5%
Typical home builtmedian year
1970Highest
6 yrs newer than MA
1970Highest
6 yrs newer than MA
1955Lowest
9 yrs older than MA
Getting to work
Average commuteone way
35 min
19% above MA
37 minHighest
27% above MA
27 minLowest
7% below MA
Work from home
34.2%±6.4Highest
MA: 18.6%
21.2%±5.8Lowest
MA: 18.6%
32%±2.9
MA: 18.6%
Dover and Wellesley 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 #1 of 282 in MA — #6 of 282 in MA
School district Dover · Dover-Sherborn — —
High school in town Dover-Sherborn Regional High — —
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.