Compare towns

Maynard vs Milton vs Winchester

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

What stands out worked out from the figures below

Maynard has the most affordable homes ($527k median).
Milton has the most homeowners (85.2%).
Winchester has the most expensive homes ($1215k median).

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.

MeasureMaynardMiltonWinchester
People
Population
10,712Lowest
28,587Highest
23,406
Growth since 20102010 → 2020 census
+6.3%
MA: +7.4%
+6%Lowest
MA: +7.4%
+7.5%Highest
MA: +7.4%
Median age
45.3±4.3Highest
13% above MA
41.1±1.8Lowest
about the MA average
42.5±1.9
6% above MA
Maynard and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
16.9%±4.3Lowest
MA: 19.4%
25.3%±2.2
MA: 19.4%
27.6%±2.3Highest
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+
18.2%±3.3Highest
MA: 17.9%
16.1%±1.8Lowest
MA: 17.9%
18%±2
MA: 17.9%
Maynard and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
64.2%Lowest
MA: 47.3%
71.9%
MA: 47.3%
79.5%Highest
MA: 47.3%
Enrolled in collegeshare of residents
3.5%±1.5Lowest
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
4.9%±1.3
MA: 7.9%
Cost of living
Household incomemedian
$124,067±$16kLowest
19% above MA
$188,529±$15k
81% above MA
$230,198±$21kHighest
121% above MA
Home valuemedian, owner-occupied
$527,400±$31kLowest
6% below MA
$933,200±$31k
66% above MA
$1,215,200±$39kHighest
116% above MA
Rentmedian gross, monthly
$1,800±$148
about the MA average
$1,474±$281Lowest
16% below MA
$2,279±$481Highest
29% above MA
Winchester and Maynard are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$8,266Lowest
38% above MA
$9,677
61% above MA
$10,000+Highest
at least 67% above MA
Renters paying 30%+of income on rent
44.9%±9.6
MA: 51.8%
45.7%±20.9Highest
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
Milton and Maynard are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.3%Highest
MA: 10%
4.7%Lowest
MA: 10%
4.7%Lowest
MA: 10%
Housing
Homeownersof occupied homes
75%Lowest
MA: 62.5%
85.2%Highest
MA: 62.5%
81.7%
MA: 62.5%
Typical home builtmedian year
1963Highest
1 yr older than MA
1945Lowest
19 yrs older than MA
1954
10 yrs older than MA
Getting to work
Average commuteone way
32 minHighest
9% above MA
31 minLowest
8% above MA
31 min
8% above MA
Work from home
22.9%±7.7Lowest
MA: 18.6%
29.7%±2.9
MA: 18.6%
33.8%±3Highest
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 #166 of 282 in MA #55 of 282 in MA #11 of 282 in MA
School district Maynard Milton Winchester
High school in town Maynard High Milton High Winchester High School
Students per teacherat that high school
9.7Lowest
12.4
14.8Highest
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.