Compare towns

Winchester vs Dover vs Sudbury

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

What stands out worked out from the figures below

Winchester has the shortest commute (31 min average).
Dover has the most expensive homes ($1340k median).
Sudbury has the most affordable homes ($989k 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.

MeasureWinchesterDoverSudbury
People
Population
23,406Highest
5,930Lowest
19,306
Growth since 20102010 → 2020 census
+7.5%Highest
MA: +7.4%
+6%Lowest
MA: +7.4%
+7.2%
MA: +7.4%
Median age
42.5±1.9
6% above MA
44.9±2.3Highest
12% above MA
42.3±2.1Lowest
6% above MA
Dover and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
27.6%±2.3
MA: 19.4%
26%±5.2Lowest
MA: 19.4%
28.5%±3.2Highest
MA: 19.4%
Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18%±2Highest
MA: 17.9%
16.7%±2.9
MA: 17.9%
15.5%±1.8Lowest
MA: 17.9%
Winchester and Dover are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
79.5%Lowest
MA: 47.3%
84.8%Highest
MA: 47.3%
83.3%
MA: 47.3%
Enrolled in collegeshare of residents
4.9%±1.3
MA: 7.9%
7.2%±2.7Highest
MA: 7.9%
4.7%±1.6Lowest
MA: 7.9%
Dover and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$230,198±$21kLowest
121% above MA
$250,001Highest
140% above MA
$236,250±$17k
127% above MA
Home valuemedian, owner-occupied
$1,215,200±$39k
116% above MA
$1,340,300±$117kHighest
138% above MA
$988,900±$42kLowest
76% above MA
Dover and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$2,279±$481
29% above MA
$2,917±$2kHighest
66% above MA
$1,445±$895Lowest
18% below MA
Dover and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$10,000+
at least 67% above MA
$10,000+
at least 67% above MA
$10,000+
at least 67% above MA
Renters paying 30%+of income on rent
39.3%±13.3
MA: 51.8%
20%±100Lowest
MA: 51.8%
44.8%±12.1Highest
MA: 51.8%
Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%Highest
MA: 10%
2.7%Lowest
MA: 10%
3%
MA: 10%
Housing
Homeownersof occupied homes
81.7%Lowest
MA: 62.5%
97.9%Highest
MA: 62.5%
89.9%
MA: 62.5%
Typical home builtmedian year
1954Lowest
10 yrs older than MA
1970
6 yrs newer than MA
1977Highest
13 yrs newer than MA
Getting to work
Average commuteone way
31 minLowest
8% above MA
35 minHighest
19% above MA
35 minHighest
19% above MA
Work from home
33.8%±3
MA: 18.6%
34.2%±6.4Highest
MA: 18.6%
33%±3.6Lowest
MA: 18.6%
Dover and Winchester 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 #11 of 282 in MA #1 of 282 in MA #15 of 282 in MA
School district Winchester Dover · Dover-Sherborn Lincoln-Sudbury · Sudbury
High school in town Winchester High School Dover-Sherborn Regional High Lincoln-Sudbury Regional High
Students per teacherat that high school
14.8Highest
9.8Lowest
11.3
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.