Compare towns

Andover vs Upton vs Milton vs Winchester

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

What stands out worked out from the figures below

Andover has grown the fastest since 2010 (+10.1%).
Upton has the most affordable homes ($577k median).
Milton has the youngest population (median age 41.1).
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.

MeasureAndoverUptonMiltonWinchester
People
Population
36,652Highest
8,189Lowest
28,587
23,406
Growth since 20102010 → 2020 census
+10.1%Highest
MA: +7.4%
+6.1%
MA: +7.4%
+6%Lowest
MA: +7.4%
+7.5%
MA: +7.4%
Median age
42.9±1
7% above MA
46.4±4.8Highest
16% above MA
41.1±1.8Lowest
about the MA average
42.5±1.9
6% above MA
Upton and Andover are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
23.6%±1.8
MA: 19.4%
23.2%±4.5Lowest
MA: 19.4%
25.3%±2.2
MA: 19.4%
27.6%±2.3Highest
MA: 19.4%
Winchester and Milton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
16%±1.3Lowest
MA: 17.9%
20.7%±4.9Highest
MA: 17.9%
16.1%±1.8
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+
75.6%
MA: 47.3%
53.5%Lowest
MA: 47.3%
71.9%
MA: 47.3%
79.5%Highest
MA: 47.3%
Enrolled in collegeshare of residents
8.1%±0.8
MA: 7.9%
2.4%±1.3Lowest
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
4.9%±1.3
MA: 7.9%
Milton and Andover are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$172,606±$16k
66% above MA
$155,508±$33kLowest
50% above MA
$188,529±$15k
81% above MA
$230,198±$21kHighest
121% above MA
Home valuemedian, owner-occupied
$855,600±$22k
52% above MA
$576,700±$41kLowest
about the MA average
$933,200±$31k
66% above MA
$1,215,200±$39kHighest
116% above MA
Rentmedian gross, monthly
$2,201±$129
25% above MA
$948±$599Lowest
46% below MA
$1,474±$281
16% below MA
$2,279±$481Highest
29% above MA
Winchester and Andover 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
$9,677
61% above MA
$10,000+Highest
at least 67% above MA
Renters paying 30%+of income on rent
39.7%±7.7
MA: 51.8%
52.8%±31Highest
MA: 51.8%
45.7%±20.9
MA: 51.8%
39.3%±13.3Lowest
MA: 51.8%
Upton and Milton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
2.9%Lowest
MA: 10%
3.2%
MA: 10%
4.7%Highest
MA: 10%
4.7%Highest
MA: 10%
Housing
Homeownersof occupied homes
79.9%Lowest
MA: 62.5%
86.7%Highest
MA: 62.5%
85.2%
MA: 62.5%
81.7%
MA: 62.5%
Typical home builtmedian year
1973
9 yrs newer than MA
1981Highest
17 yrs newer than MA
1945Lowest
19 yrs older than MA
1954
10 yrs older than MA
Getting to work
Average commuteone way
29 minLowest
about the MA average
35 minHighest
22% above MA
31 min
8% above MA
31 min
8% above MA
Work from home
30.4%±2.1
MA: 18.6%
22.8%±5.3Lowest
MA: 18.6%
29.7%±2.9
MA: 18.6%
33.8%±3Highest
MA: 18.6%
Winchester and Andover 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 #68 of 282 in MA #46 of 282 in MA #55 of 282 in MA #11 of 282 in MA
School district Andover · Greater Lawrence Regional Vocational Technical Blackstone Valley Regional Vocational Technical · Mendon-Upton Milton Winchester
High school in town Gr Lawrence Regional Vocational Technical Blackstone Valley Milton High Winchester High School
Students per teacherat that high school
12.8
11.2Lowest
12.4
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.