Compare towns

Wellesley vs Ipswich vs Winchester

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

What stands out worked out from the figures below

Wellesley has the most expensive homes ($1583k median).
Ipswich has the most affordable homes ($745k median).
Winchester has grown the fastest since 2010 (+7.5%).

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.

MeasureWellesleyIpswichWinchester
People
Population
30,347Highest
13,930Lowest
23,406
Growth since 20102010 → 2020 census
+5.6%
MA: +7.4%
+4.6%Lowest
MA: +7.4%
+7.5%Highest
MA: +7.4%
Median age
37.1±2.2Lowest
7% below MA
47.2±3.5Highest
18% above MA
42.5±1.9
6% above MA
Ipswich and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
24.1%±2
MA: 19.4%
18.9%±2.7Lowest
MA: 19.4%
27.6%±2.3Highest
MA: 19.4%
Winchester and Wellesley are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
15.5%±1.3Lowest
MA: 17.9%
21.9%±2.4Highest
MA: 17.9%
18%±2
MA: 17.9%
Ipswich and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
89%Highest
MA: 47.3%
60.2%Lowest
MA: 47.3%
79.5%
MA: 47.3%
Enrolled in collegeshare of residents
18.3%±0.7Highest
MA: 7.9%
4.1%±1.3Lowest
MA: 7.9%
4.9%±1.3
MA: 7.9%
Cost of living
Household incomemedian
$250,001Highest
140% above MA
$138,750±$16kLowest
33% above MA
$230,198±$21k
121% above MA
Home valuemedian, owner-occupied
$1,582,700±$49kHighest
182% above MA
$745,400±$40kLowest
33% above MA
$1,215,200±$39k
116% above MA
Rentmedian gross, monthly
$2,886±$360Highest
64% above MA
$1,598±$90Lowest
9% below MA
$2,279±$481
29% above MA
Wellesley 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
$7,960Lowest
33% above MA
$10,000+Highest
at least 67% above MA
Renters paying 30%+of income on rent
44.1%±8.2
MA: 51.8%
51.5%±12.2Highest
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
Ipswich and Wellesley are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4%Lowest
MA: 10%
5.7%Highest
MA: 10%
4.7%
MA: 10%
Housing
Homeownersof occupied homes
84.4%Highest
MA: 62.5%
74.4%Lowest
MA: 62.5%
81.7%
MA: 62.5%
Typical home builtmedian year
1955
9 yrs older than MA
1964Highest
same as MA
1954Lowest
10 yrs older than MA
Getting to work
Average commuteone way
27 minLowest
7% below MA
29 min
about the MA average
31 minHighest
8% above MA
Work from home
32%±2.9
MA: 18.6%
18.9%±3.8Lowest
MA: 18.6%
33.8%±3Highest
MA: 18.6%
Winchester and Wellesley 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 #6 of 282 in MA #101 of 282 in MA #11 of 282 in MA
School district — Ipswich Winchester
High school in town — Ipswich High Winchester High School
Students per teacherat that high school —
9.0Lowest
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.