Compare towns

Winchester vs Upton vs Needham vs Milton

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 highest household income ($230k).
Upton has the most affordable homes ($577k median).
Needham has grown the fastest since 2010 (+11.1%).
Milton has the youngest population (median age 41.1).

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.

MeasureWinchesterUptonNeedhamMilton
People
Population
23,406
8,189Lowest
32,459Highest
28,587
Growth since 20102010 → 2020 census
+7.5%
MA: +7.4%
+6.1%
MA: +7.4%
+11.1%Highest
MA: +7.4%
+6%Lowest
MA: +7.4%
Median age
42.5±1.9
6% above MA
46.4±4.8Highest
16% above MA
43.1±1.6
8% above MA
41.1±1.8Lowest
about the MA average
Upton and Needham 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%±4.5Lowest
MA: 19.4%
27.5%±2.2
MA: 19.4%
25.3%±2.2
MA: 19.4%
Winchester and Needham 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%
17.7%±1.7
MA: 17.9%
16.1%±1.8Lowest
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%
MA: 47.3%
53.5%Lowest
MA: 47.3%
81.9%Highest
MA: 47.3%
71.9%
MA: 47.3%
Enrolled in collegeshare of residents
4.9%±1.3
MA: 7.9%
2.4%±1.3Lowest
MA: 7.9%
5.4%±1.1
MA: 7.9%
9.7%±1.1Highest
MA: 7.9%
Cost of living
Household incomemedian
$230,198±$21kHighest
121% above MA
$155,508±$33kLowest
50% above MA
$214,308±$13k
106% above MA
$188,529±$15k
81% above MA
Winchester and Needham are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$1,215,200±$39kHighest
116% above MA
$576,700±$41kLowest
about the MA average
$1,188,500±$43k
111% above MA
$933,200±$31k
66% above MA
Winchester and Needham are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$2,279±$481
29% above MA
$948±$599Lowest
46% below MA
$2,409±$183Highest
37% above MA
$1,474±$281
16% below MA
Needham 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
$8,376Lowest
40% above MA
$10,000+Highest
at least 67% above MA
$9,677
61% above MA
Renters paying 30%+of income on rent
39.3%±13.3Lowest
MA: 51.8%
52.8%±31
MA: 51.8%
55.9%±8.5Highest
MA: 51.8%
45.7%±20.9
MA: 51.8%
Needham and Upton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.7%Highest
MA: 10%
3.2%Lowest
MA: 10%
3.7%
MA: 10%
4.7%Highest
MA: 10%
Housing
Homeownersof occupied homes
81.7%Lowest
MA: 62.5%
86.7%Highest
MA: 62.5%
83.1%
MA: 62.5%
85.2%
MA: 62.5%
Typical home builtmedian year
1954
10 yrs older than MA
1981Highest
17 yrs newer than MA
1965
1 yr newer than MA
1945Lowest
19 yrs older than MA
Getting to work
Average commuteone way
31 min
8% above MA
35 minHighest
22% above MA
28 minLowest
5% below MA
31 min
8% above MA
Work from home
33.8%±3Highest
MA: 18.6%
22.8%±5.3Lowest
MA: 18.6%
32.4%±2.4
MA: 18.6%
29.7%±2.9
MA: 18.6%
Winchester and Needham 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 #11 of 282 in MA #46 of 282 in MA #19 of 282 in MA #55 of 282 in MA
School district Winchester Blackstone Valley Regional Vocational Technical · Mendon-Upton Needham Milton
High school in town Winchester High School Blackstone Valley Needham High Milton High
Students per teacherat that high school
14.8Highest
11.2Lowest
11.9
12.4
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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.