Compare towns

Sudbury vs Upton vs Winchester

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

What stands out worked out from the figures below

Sudbury has the most homeowners (89.9%).
Upton has the most affordable homes ($577k median).
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.

MeasureSudburyUptonWinchester
People
Population
19,306
8,189Lowest
23,406Highest
Growth since 20102010 → 2020 census
+7.2%
MA: +7.4%
+6.1%Lowest
MA: +7.4%
+7.5%Highest
MA: +7.4%
Median age
42.3±2.1Lowest
6% above MA
46.4±4.8Highest
16% above MA
42.5±1.9
6% above MA
Upton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
28.5%±3.2Highest
MA: 19.4%
23.2%±4.5Lowest
MA: 19.4%
27.6%±2.3
MA: 19.4%
Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
15.5%±1.8Lowest
MA: 17.9%
20.7%±4.9Highest
MA: 17.9%
18%±2
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+
83.3%Highest
MA: 47.3%
53.5%Lowest
MA: 47.3%
79.5%
MA: 47.3%
Enrolled in collegeshare of residents
4.7%±1.6
MA: 7.9%
2.4%±1.3Lowest
MA: 7.9%
4.9%±1.3Highest
MA: 7.9%
Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$236,250±$17kHighest
127% above MA
$155,508±$33kLowest
50% above MA
$230,198±$21k
121% above MA
Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$988,900±$42k
76% above MA
$576,700±$41kLowest
about the MA average
$1,215,200±$39kHighest
116% above MA
Rentmedian gross, monthly
$1,445±$895
18% below MA
$948±$599Lowest
46% below MA
$2,279±$481Highest
29% above MA
Winchester and Sudbury 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
$8,376Lowest
40% above MA
$10,000+Highest
at least 67% above MA
Renters paying 30%+of income on rent
44.8%±12.1
MA: 51.8%
52.8%±31Highest
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
Upton and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3%Lowest
MA: 10%
3.2%
MA: 10%
4.7%Highest
MA: 10%
Housing
Homeownersof occupied homes
89.9%Highest
MA: 62.5%
86.7%
MA: 62.5%
81.7%Lowest
MA: 62.5%
Typical home builtmedian year
1977
13 yrs newer than MA
1981Highest
17 yrs newer than MA
1954Lowest
10 yrs older than MA
Getting to work
Average commuteone way
35 min
19% above MA
35 minHighest
22% above MA
31 minLowest
8% above MA
Work from home
33%±3.6
MA: 18.6%
22.8%±5.3Lowest
MA: 18.6%
33.8%±3Highest
MA: 18.6%
Winchester and Sudbury 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 #15 of 282 in MA #46 of 282 in MA #11 of 282 in MA
School district Lincoln-Sudbury · Sudbury Blackstone Valley Regional Vocational Technical · Mendon-Upton Winchester
High school in town Lincoln-Sudbury Regional High Blackstone Valley Winchester High School
Students per teacherat that high school
11.3
11.2Lowest
14.8Highest
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.