Compare towns

Winchester vs Woburn vs Milton

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 most expensive homes ($1215k median).
Woburn has the most renters (44.3% rent).
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.

MeasureWinchesterWoburnMilton
People
Population
23,406Lowest
41,939Highest
28,587
Growth since 20102010 → 2020 census
+7.5%Highest
MA: +7.4%
+7.2%
MA: +7.4%
+6%Lowest
MA: +7.4%
Median age
42.5±1.9Highest
6% above MA
39.3±1.6Lowest
about the MA average
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
27.6%±2.3Highest
MA: 19.4%
17.9%±1.7Lowest
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%±2Highest
MA: 17.9%
15.7%±1.5Lowest
MA: 17.9%
16.1%±1.8
MA: 17.9%
Winchester and Milton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
79.5%Highest
MA: 47.3%
46.5%Lowest
MA: 47.3%
71.9%
MA: 47.3%
Enrolled in collegeshare of residents
4.9%±1.3Lowest
MA: 7.9%
5.1%±1.1
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
Cost of living
Household incomemedian
$230,198±$21kHighest
121% above MA
$111,185±$9kLowest
7% above MA
$188,529±$15k
81% above MA
Home valuemedian, owner-occupied
$1,215,200±$39kHighest
116% above MA
$673,500±$17kLowest
20% above MA
$933,200±$31k
66% above MA
Rentmedian gross, monthly
$2,279±$481Highest
29% above MA
$2,221±$77
26% above MA
$1,474±$281Lowest
16% below MA
Winchester and Woburn 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 67% above MA
$5,354Lowest
11% below MA
$9,677
61% above MA
Renters paying 30%+of income on rent
39.3%±13.3Lowest
MA: 51.8%
55.5%±7.5Highest
MA: 51.8%
45.7%±20.9
MA: 51.8%
Woburn and Milton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%Lowest
MA: 10%
7.9%Highest
MA: 10%
4.7%Lowest
MA: 10%
Housing
Homeownersof occupied homes
81.7%
MA: 62.5%
55.7%Lowest
MA: 62.5%
85.2%Highest
MA: 62.5%
Typical home builtmedian year
1954
10 yrs older than MA
1968Highest
4 yrs newer than MA
1945Lowest
19 yrs older than MA
Getting to work
Average commuteone way
31 minHighest
8% above MA
25 minLowest
13% below MA
31 min
8% above MA
Work from home
33.8%±3Highest
MA: 18.6%
16%±2.6Lowest
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 #11 of 282 in MA #169 of 282 in MA #55 of 282 in MA
School district Winchester Woburn Milton
High school in town Winchester High School Woburn High Milton High
Students per teacherat that high school
14.8Highest
11.2Lowest
12.4
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.