Compare towns

Wellesley vs Windsor vs Dover

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Wellesley has the most expensive homes ($1583k median).
Windsor has the most affordable homes ($305k median).
Dover has the most homeowners (97.9%).

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.

MeasureWellesleyWindsorDover
People
Population
30,347Highest
29,468
5,930Lowest
Growth since 20102010 → 2020 census
+5.6%Lowest
U.S.: +7.4%
—
+6%Highest
U.S.: +7.4%
Median age
37.1±2.2Lowest
5% below U.S.
43.7±1.9
12% above U.S.
44.9±2.3Highest
15% above U.S.
Dover and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
24.1%±2
U.S.: 22%
19.2%±2.1Lowest
U.S.: 22%
26%±5.2Highest
U.S.: 22%
Dover and Wellesley are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
15.5%±1.3Lowest
U.S.: 17.2%
20%±2Highest
U.S.: 17.2%
16.7%±2.9
U.S.: 17.2%
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+
89%Highest
U.S.: 35.7%
43.2%Lowest
U.S.: 35.7%
84.8%
U.S.: 35.7%
Enrolled in collegeshare of residents
18.3%±0.7Highest
U.S.: 6.4%
5.9%±1.3Lowest
U.S.: 6.4%
7.2%±2.7
U.S.: 6.4%
Cost of living
Household incomemedian
$250,001Highest
210% above U.S.
$104,725±$8kLowest
30% above U.S.
$250,001Highest
210% above U.S.
Home valuemedian, owner-occupied
$1,582,700±$49kHighest
376% above U.S.
$305,200±$11kLowest
8% below U.S.
$1,340,300±$117k
303% above U.S.
Rentmedian gross, monthly
$2,886±$360
104% above U.S.
$1,681±$62Lowest
19% above U.S.
$2,917±$2kHighest
106% above U.S.
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 221% above U.S.
$5,351Lowest
72% above U.S.
$10,000+Highest
at least 221% above U.S.
Renters paying 30%+of income on rent
44.1%±8.2
U.S.: 51.1%
44.9%±10.9Highest
U.S.: 51.1%
20%±100Lowest
U.S.: 51.1%
Windsor and Wellesley are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4%
U.S.: 12.5%
6.7%Highest
U.S.: 12.5%
2.7%Lowest
U.S.: 12.5%
Housing
Homeownersof occupied homes
84.4%
U.S.: 65.2%
82.4%Lowest
U.S.: 65.2%
97.9%Highest
U.S.: 65.2%
Typical home builtmedian year
1955Lowest
25 yrs older than U.S.
1970Highest
10 yrs older than U.S.
1970Highest
10 yrs older than U.S.
Getting to work
Average commuteone way
27 min
3% above U.S.
21 minLowest
19% below U.S.
35 minHighest
31% above U.S.
Work from home
32%±2.9
U.S.: 15.1%
16.1%±3.2Lowest
U.S.: 15.1%
34.2%±6.4Highest
U.S.: 15.1%
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 #6 of 282 in MA #117 of 149 in CT #1 of 282 in MA
School district — Capitol Region Education Council · Windsor School District Dover · Dover-Sherborn
High school in town — Windsor High School Dover-Sherborn Regional High
Students per teacherat that high school —
10.2Highest
9.8Lowest
On TownTapestry
Old photos in History None yet None yet None yet

U.S. 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.