Compare towns

Randolph Town 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

Randolph Town has the most affordable homes ($496k median).
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.

MeasureRandolph TownWinchesterMilton
People
Population
34,878Highest
23,406Lowest
28,587
Growth since 20102010 → 2020 census —
+7.5%Highest
MA: +7.4%
+6%Lowest
MA: +7.4%
Median age
41.3±1.8
3% above MA
42.5±1.9Highest
6% above MA
41.1±1.8Lowest
about the MA average
Winchester and Randolph Town are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
17.3%±2Lowest
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+
18.4%±1.9Highest
MA: 17.9%
18%±2
MA: 17.9%
16.1%±1.8Lowest
MA: 17.9%
Randolph Town and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
35.5%Lowest
MA: 47.3%
79.5%Highest
MA: 47.3%
71.9%
MA: 47.3%
Enrolled in collegeshare of residents
9%±1.8
MA: 7.9%
4.9%±1.3Lowest
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
Milton and Randolph Town are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$109,573±$6kLowest
5% above MA
$230,198±$21kHighest
121% above MA
$188,529±$15k
81% above MA
Home valuemedian, owner-occupied
$496,400±$21kLowest
12% below MA
$1,215,200±$39kHighest
116% above MA
$933,200±$31k
66% above MA
Rentmedian gross, monthly
$2,103±$98
19% above MA
$2,279±$481Highest
29% above MA
$1,474±$281Lowest
16% below MA
Winchester and Randolph Town are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,644Lowest
6% below MA
$10,000+Highest
at least 67% above MA
$9,677
61% above MA
Renters paying 30%+of income on rent
62.1%±10.4Highest
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
45.7%±20.9
MA: 51.8%
Randolph Town and Milton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.4%Highest
MA: 10%
4.7%Lowest
MA: 10%
4.7%Lowest
MA: 10%
Housing
Homeownersof occupied homes
71.3%Lowest
MA: 62.5%
81.7%
MA: 62.5%
85.2%Highest
MA: 62.5%
Typical home builtmedian year
1966Highest
2 yrs newer than MA
1954
10 yrs older than MA
1945Lowest
19 yrs older than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
31 min
8% above MA
31 minLowest
8% above MA
Work from home
15.1%±3.5Lowest
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 #260 of 282 in MA #11 of 282 in MA #55 of 282 in MA
School district Randolph Winchester Milton
High school in town Randolph High Winchester High School Milton High
Students per teacherat that high school
14.2
14.8Highest
12.4Lowest
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.