Compare towns

Dedham vs Winchester vs Wakefield

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

What stands out worked out from the figures below

Dedham has the most affordable homes ($662k median).
Winchester has the highest household income ($230k).
Wakefield has grown the fastest since 2010 (+8.7%).

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.

MeasureDedhamWinchesterWakefield
People
Population
25,237
23,406Lowest
27,793Highest
Growth since 20102010 → 2020 census
+2.6%Lowest
MA: +7.4%
+7.5%
MA: +7.4%
+8.7%Highest
MA: +7.4%
Median age
44.6±1.6Highest
12% above MA
42.5±1.9
6% above MA
42.4±1.7Lowest
6% above MA
Dedham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
18.6%±1.9Lowest
MA: 19.4%
27.6%±2.3Highest
MA: 19.4%
20%±2.2
MA: 19.4%
Age 65+
21.9%±2Highest
MA: 17.9%
18%±2Lowest
MA: 17.9%
19%±1.9
MA: 17.9%
Dedham and Wakefield are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
55%Lowest
MA: 47.3%
79.5%Highest
MA: 47.3%
59.7%
MA: 47.3%
Enrolled in collegeshare of residents
5.6%±1Highest
MA: 7.9%
4.9%±1.3
MA: 7.9%
4.4%±0.9Lowest
MA: 7.9%
Dedham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$128,955±$10kLowest
24% above MA
$230,198±$21kHighest
121% above MA
$134,306±$14k
29% above MA
Home valuemedian, owner-occupied
$661,800±$16kLowest
18% above MA
$1,215,200±$39kHighest
116% above MA
$723,500±$24k
29% above MA
Rentmedian gross, monthly
$2,042±$182
16% above MA
$2,279±$481Highest
29% above MA
$1,958±$102Lowest
11% above MA
Winchester and Dedham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$7,918
32% above MA
$10,000+Highest
at least 67% above MA
$7,779Lowest
30% above MA
Renters paying 30%+of income on rent
56.4%±10Highest
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
43.7%±7.9
MA: 51.8%
Dedham and Wakefield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
5.6%Highest
MA: 10%
4.7%Lowest
MA: 10%
4.9%
MA: 10%
Housing
Homeownersof occupied homes
73.4%
MA: 62.5%
81.7%Highest
MA: 62.5%
70.7%Lowest
MA: 62.5%
Typical home builtmedian year
1956Highest
8 yrs older than MA
1954Lowest
10 yrs older than MA
1956Highest
8 yrs older than MA
Getting to work
Average commuteone way
29 minLowest
about the MA average
31 min
8% above MA
33 minHighest
14% above MA
Work from home
20%±2.7Lowest
MA: 18.6%
33.8%±3Highest
MA: 18.6%
24.6%±3.1
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #119 of 282 in MA #11 of 282 in MA #179 of 282 in MA
School district Dedham Winchester Northeast Metropolitan Regional Vocational Technical · Wakefield
High school in town Dedham High Winchester High School Northeast Metro Regional Vocational
Students per teacherat that high school
10.4Lowest
14.8Highest
10.7
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.