Compare towns

Winchester vs Worcester vs Milton

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Winchester has the most expensive homes ($1215k median).
Worcester has the most affordable homes ($271k median).
Milton has the youngest population (median age 41.1).

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.

MeasureWinchesterWorcesterMilton
People
Population
23,406
831Lowest
28,587Highest
Growth since 20102010 → 2020 census
+7.5%Highest
U.S.: +7.4%
-3.4%Lowest
U.S.: +7.4%
+6%
U.S.: +7.4%
Median age
42.5±1.9
9% above U.S.
47±2.7Highest
21% above U.S.
41.1±1.8Lowest
6% above U.S.
Worcester and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
27.6%±2.3Highest
U.S.: 22%
12.8%±3.9Lowest
U.S.: 22%
25.3%±2.2
U.S.: 22%
Winchester and Milton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18%±2
U.S.: 17.2%
19.5%±2.5Highest
U.S.: 17.2%
16.1%±1.8Lowest
U.S.: 17.2%
Worcester and Winchester 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
U.S.: 35.7%
53%Lowest
U.S.: 35.7%
71.9%
U.S.: 35.7%
Enrolled in collegeshare of residents
4.9%±1.3Lowest
U.S.: 6.4%
6.9%±4.7
U.S.: 6.4%
9.7%±1.1Highest
U.S.: 6.4%
Milton and Worcester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$230,198±$21kHighest
185% above U.S.
$73,833±$18kLowest
9% below U.S.
$188,529±$15k
134% above U.S.
Home valuemedian, owner-occupied
$1,215,200±$39kHighest
265% above U.S.
$271,100±$27kLowest
19% below U.S.
$933,200±$31k
180% above U.S.
Rentmedian gross, monthly
$2,279±$481Highest
61% above U.S.
$1,023±$136Lowest
28% below U.S.
$1,474±$281
4% above U.S.
Property taxmedian, yearly
$10,000+Highest
at least 221% above U.S.
$4,421Lowest
42% above U.S.
$9,677
210% above U.S.
Renters paying 30%+of income on rent
39.3%±13.3
U.S.: 51.1%
25.5%±37Lowest
U.S.: 51.1%
45.7%±20.9Highest
U.S.: 51.1%
Milton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%Lowest
U.S.: 12.5%
5.9%Highest
U.S.: 12.5%
4.7%Lowest
U.S.: 12.5%
Housing
Homeownersof occupied homes
81.7%Lowest
U.S.: 65.2%
85.9%Highest
U.S.: 65.2%
85.2%
U.S.: 65.2%
Typical home builtmedian year
1954
26 yrs older than U.S.
1976Highest
4 yrs older than U.S.
1945Lowest
35 yrs older than U.S.
Getting to work
Average commuteone way
31 minHighest
19% above U.S.
29 minLowest
9% above U.S.
31 min
19% above U.S.
Work from home
33.8%±3Highest
U.S.: 15.1%
23.6%±4.8Lowest
U.S.: 15.1%
29.7%±2.9
U.S.: 15.1%
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 — #55 of 282 in MA
School district Winchester Washington Central Unified Union School District #92 Milton
High school in town Winchester High School None in town Milton High
Students per teacherat that high school
14.8Highest
—
12.4Lowest
On TownTapestry
Old photos in History None yet None yet None yet

U.S. 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.