Compare towns

Winchester vs Chilmark vs Woburn

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 kids (27.6% under 18).
Chilmark has grown the fastest since 2010 (+40%).
Woburn has the most affordable homes ($674k 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.

MeasureWinchesterChilmarkWoburn
People
Population
23,406
1,578Lowest
41,939Highest
Growth since 20102010 → 2020 census
+7.5%
MA: +7.4%
+40%Highest
MA: +7.4%
+7.2%Lowest
MA: +7.4%
Median age
42.5±1.9
6% above MA
53.6±8.1Highest
34% above MA
39.3±1.6Lowest
about the MA average
Kids under 18
27.6%±2.3Highest
MA: 19.4%
16.7%±4.3Lowest
MA: 19.4%
17.9%±1.7
MA: 19.4%
Age 65+
18%±2
MA: 17.9%
36.2%±12.4Highest
MA: 17.9%
15.7%±1.5Lowest
MA: 17.9%
Bachelor’s degree+adults 25+
79.5%Highest
MA: 47.3%
68.1%
MA: 47.3%
46.5%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
4.9%±1.3
MA: 7.9%
2.7%±2.6Lowest
MA: 7.9%
5.1%±1.1Highest
MA: 7.9%
Woburn and Winchester 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
121% above MA
$168,750±$28k
62% above MA
$111,185±$9kLowest
7% above MA
Home valuemedian, owner-occupied
$1,215,200±$39k
116% above MA
$1,895,300±$281kHighest
237% above MA
$673,500±$17kLowest
20% above MA
Rentmedian gross, monthly
$2,279±$481
29% above MA
$2,750±$2kHighest
56% above MA
$2,221±$77Lowest
26% above MA
Chilmark and Winchester 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
$4,485Lowest
25% below MA
$5,354
11% below MA
Renters paying 30%+of income on rent
39.3%±13.3
MA: 51.8%
30.8%±59.9Lowest
MA: 51.8%
55.5%±7.5Highest
MA: 51.8%
Woburn and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%
MA: 10%
4.1%Lowest
MA: 10%
7.9%Highest
MA: 10%
Housing
Homeownersof occupied homes
81.7%
MA: 62.5%
89.4%Highest
MA: 62.5%
55.7%Lowest
MA: 62.5%
Typical home builtmedian year
1954Lowest
10 yrs older than MA
1984Highest
20 yrs newer than MA
1968
4 yrs newer than MA
Getting to work
Average commuteone way
31 min
8% above MA
32 minHighest
8% above MA
25 minLowest
13% below MA
Work from home
33.8%±3Highest
MA: 18.6%
25.7%±11
MA: 18.6%
16%±2.6Lowest
MA: 18.6%
Winchester and Chilmark 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
School district Winchester Up-Island Regional Woburn
High school in town Winchester High School None in town Woburn High
Students per teacherat that high school
14.8Highest
—
11.2Lowest
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.