Compare towns

Winchester vs Upton 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 expensive homes ($1215k median).
Upton has the most affordable homes ($577k median).
Woburn has the most renters (44.3% rent).

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.

MeasureWinchesterUptonWoburn
People
Population
23,406
8,189Lowest
41,939Highest
Growth since 20102010 → 2020 census
+7.5%Highest
MA: +7.4%
+6.1%Lowest
MA: +7.4%
+7.2%
MA: +7.4%
Median age
42.5±1.9
6% above MA
46.4±4.8Highest
16% above MA
39.3±1.6Lowest
about the MA average
Upton 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
MA: 19.4%
23.2%±4.5
MA: 19.4%
17.9%±1.7Lowest
MA: 19.4%
Winchester and Upton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18%±2
MA: 17.9%
20.7%±4.9Highest
MA: 17.9%
15.7%±1.5Lowest
MA: 17.9%
Upton 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
MA: 47.3%
53.5%
MA: 47.3%
46.5%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
4.9%±1.3
MA: 7.9%
2.4%±1.3Lowest
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
$155,508±$33k
50% above MA
$111,185±$9kLowest
7% above MA
Home valuemedian, owner-occupied
$1,215,200±$39kHighest
116% above MA
$576,700±$41kLowest
about the MA average
$673,500±$17k
20% above MA
Rentmedian gross, monthly
$2,279±$481Highest
29% above MA
$948±$599Lowest
46% below MA
$2,221±$77
26% above 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
$8,376
40% above MA
$5,354Lowest
11% below MA
Renters paying 30%+of income on rent
39.3%±13.3Lowest
MA: 51.8%
52.8%±31
MA: 51.8%
55.5%±7.5Highest
MA: 51.8%
Woburn and Upton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%
MA: 10%
3.2%Lowest
MA: 10%
7.9%Highest
MA: 10%
Housing
Homeownersof occupied homes
81.7%
MA: 62.5%
86.7%Highest
MA: 62.5%
55.7%Lowest
MA: 62.5%
Typical home builtmedian year
1954Lowest
10 yrs older than MA
1981Highest
17 yrs newer than MA
1968
4 yrs newer than MA
Getting to work
Average commuteone way
31 min
8% above MA
35 minHighest
22% above MA
25 minLowest
13% below MA
Work from home
33.8%±3Highest
MA: 18.6%
22.8%±5.3
MA: 18.6%
16%±2.6Lowest
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #11 of 282 in MA #46 of 282 in MA #169 of 282 in MA
School district Winchester Blackstone Valley Regional Vocational Technical · Mendon-Upton Woburn
High school in town Winchester High School Blackstone Valley Woburn High
Students per teacherat that high school
14.8Highest
11.2Lowest
11.2Lowest
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.