Compare towns

Webster vs Winchester vs Whitman

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

What stands out worked out from the figures below

Webster has the most affordable homes ($362k median).
Winchester has the most people working from home (33.8%).

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.

MeasureWebsterWinchesterWhitman
People
Population
17,748
23,406Highest
15,295Lowest
Growth since 20102010 → 2020 census
+6%
MA: +7.4%
+7.5%Highest
MA: +7.4%
+4.4%Lowest
MA: +7.4%
Median age
39.9±2.9Lowest
about the MA average
42.5±1.9Highest
6% above MA
40.4±1.8
about the MA average
Winchester and Whitman are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.6%±2.9Lowest
MA: 19.4%
27.6%±2.3Highest
MA: 19.4%
21.1%±3.5
MA: 19.4%
Age 65+
19.6%±2.5Highest
MA: 17.9%
18%±2
MA: 17.9%
15.5%±2.1Lowest
MA: 17.9%
Webster and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
25.3%Lowest
MA: 47.3%
79.5%Highest
MA: 47.3%
31.3%
MA: 47.3%
Enrolled in collegeshare of residents
5.8%±1.6Highest
MA: 7.9%
4.9%±1.3Lowest
MA: 7.9%
5.1%±1.2
MA: 7.9%
Webster and Whitman are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$72,895±$6kLowest
30% below MA
$230,198±$21kHighest
121% above MA
$108,933±$14k
5% above MA
Home valuemedian, owner-occupied
$361,500±$12kLowest
36% below MA
$1,215,200±$39kHighest
116% above MA
$472,700±$12k
16% below MA
Rentmedian gross, monthly
$1,228±$81Lowest
30% below MA
$2,279±$481Highest
29% above MA
$1,771±$151
about the MA average
Winchester and Whitman are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,999Lowest
33% below MA
$10,000+Highest
at least 67% above MA
$5,824
about the MA average
Renters paying 30%+of income on rent
45.7%±6.7
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
61.9%±13.4Highest
MA: 51.8%
Whitman and Webster are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.7%Highest
MA: 10%
4.7%Lowest
MA: 10%
7.9%
MA: 10%
Housing
Homeownersof occupied homes
59.8%Lowest
MA: 62.5%
81.7%Highest
MA: 62.5%
71.4%
MA: 62.5%
Typical home builtmedian year
1962Highest
2 yrs older than MA
1954Lowest
10 yrs older than MA
1957
7 yrs older than MA
Getting to work
Average commuteone way
31 minLowest
5% above MA
31 min
8% above MA
36 minHighest
24% above MA
Work from home
8%±2.5Lowest
MA: 18.6%
33.8%±3Highest
MA: 18.6%
10.8%±2.4
MA: 18.6%
Schools
Public school scoresrank in state, math + reading #271 of 282 in MA #11 of 282 in MA #191 of 282 in MA
School district Webster Winchester Whitman-Hanson
High school in town Bartlett High School Winchester High School None in town
Students per teacherat that high school
11.6Lowest
14.8Highest
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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.