Compare towns

Walpole vs Winchester vs Milton

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

What stands out worked out from the figures below

Walpole has grown the fastest since 2010 (+9.6%).
Winchester has the most expensive homes ($1215k median).
Milton has the most homeowners (85.2%).

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.

MeasureWalpoleWinchesterMilton
People
Population
26,388
23,406Lowest
28,587Highest
Growth since 20102010 → 2020 census
+9.6%Highest
MA: +7.4%
+7.5%
MA: +7.4%
+6%Lowest
MA: +7.4%
Median age
40.9±1.2Lowest
about the MA average
42.5±1.9Highest
6% above MA
41.1±1.8
about the MA average
Winchester and Milton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
25.1%±2.4Lowest
MA: 19.4%
27.6%±2.3Highest
MA: 19.4%
25.3%±2.2
MA: 19.4%
Winchester and Milton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
16.9%±1.7
MA: 17.9%
18%±2Highest
MA: 17.9%
16.1%±1.8Lowest
MA: 17.9%
Winchester and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
67.4%Lowest
MA: 47.3%
79.5%Highest
MA: 47.3%
71.9%
MA: 47.3%
Enrolled in collegeshare of residents
5.1%±1.1
MA: 7.9%
4.9%±1.3Lowest
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
Cost of living
Household incomemedian
$171,500±$16kLowest
65% above MA
$230,198±$21kHighest
121% above MA
$188,529±$15k
81% above MA
Home valuemedian, owner-occupied
$687,100±$20kLowest
22% above MA
$1,215,200±$39kHighest
116% above MA
$933,200±$31k
66% above MA
Rentmedian gross, monthly
$2,205±$222
25% above MA
$2,279±$481Highest
29% above MA
$1,474±$281Lowest
16% below MA
Winchester and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$8,523Lowest
42% above MA
$10,000+Highest
at least 67% above MA
$9,677
61% above MA
Renters paying 30%+of income on rent
37.8%±9.1Lowest
MA: 51.8%
39.3%±13.3
MA: 51.8%
45.7%±20.9Highest
MA: 51.8%
Milton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.6%Lowest
MA: 10%
4.7%Highest
MA: 10%
4.7%Highest
MA: 10%
Housing
Homeownersof occupied homes
83.5%
MA: 62.5%
81.7%Lowest
MA: 62.5%
85.2%Highest
MA: 62.5%
Typical home builtmedian year
1977Highest
13 yrs newer than MA
1954
10 yrs older than MA
1945Lowest
19 yrs older than MA
Getting to work
Average commuteone way
34 minHighest
15% above MA
31 min
8% above MA
31 minLowest
8% above MA
Work from home
28.2%±4.3Lowest
MA: 18.6%
33.8%±3Highest
MA: 18.6%
29.7%±2.9
MA: 18.6%
Winchester and Milton 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 #107 of 282 in MA #11 of 282 in MA #55 of 282 in MA
School district Norfolk County Agricultural · Walpole Winchester Milton
High school in town Walpole High Winchester High School Milton High
Students per teacherat that high school
11.3Lowest
14.8Highest
12.4
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.