Compare towns

Pinehurst vs Chilmark vs Middleton vs Southampton

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

What stands out worked out from the figures below

Pinehurst has the most homeowners (97.4%).
Chilmark has grown the fastest since 2010 (+40%).
Southampton has the most affordable homes ($452k 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.

MeasurePinehurstChilmarkMiddletonSouthampton
People
Population
6,845
1,578Lowest
9,816Highest
6,230
Growth since 20102010 → 2020 census
+3%Lowest
MA: +7.4%
+40%Highest
MA: +7.4%
+8.8%
MA: +7.4%
+7.5%
MA: +7.4%
Median age
42.6±2Lowest
7% above MA
53.6±8.1Highest
34% above MA
43.1±2
8% above MA
43.4±3.5
9% above MA
Chilmark and Southampton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.8%±4.1Highest
MA: 19.4%
16.7%±4.3Lowest
MA: 19.4%
17.2%±3
MA: 19.4%
19.1%±4
MA: 19.4%
Pinehurst and Southampton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21.1%±3.2
MA: 17.9%
36.2%±12.4Highest
MA: 17.9%
18.1%±2.9Lowest
MA: 17.9%
21.9%±4.8
MA: 17.9%
Chilmark and Southampton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
34.2%Lowest
MA: 47.3%
68.1%Highest
MA: 47.3%
41.7%
MA: 47.3%
41.1%
MA: 47.3%
Enrolled in collegeshare of residents
5.5%±1.8Highest
MA: 7.9%
2.7%±2.6Lowest
MA: 7.9%
3.9%±1.4
MA: 7.9%
4.7%±2.2
MA: 7.9%
Pinehurst and Southampton are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$146,250±$27k
41% above MA
$168,750±$28kHighest
62% above MA
$167,402±$29k
61% above MA
$123,125±$23kLowest
18% above MA
Chilmark and Middleton are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$623,800±$22k
11% above MA
$1,895,300±$281kHighest
237% above MA
$742,700±$48k
32% above MA
$452,300±$25kLowest
20% below MA
Rentmedian gross, monthly
$1,946±$1k
10% above MA
$2,750±$2kHighest
56% above MA
$1,407±$284Lowest
20% below MA
—
Chilmark and Pinehurst are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$6,316
5% above MA
$4,485Lowest
25% below MA
$8,785Highest
47% above MA
$5,470
9% below MA
Renters paying 30%+of income on rent
32%±58.1Highest
MA: 51.8%
30.8%±59.9
MA: 51.8%
25.7%±25.3Lowest
MA: 51.8%
26.2%±18.4
MA: 51.8%
Pinehurst and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
2.9%
MA: 10%
4.1%Highest
MA: 10%
3.4%
MA: 10%
2.6%Lowest
MA: 10%
Housing
Homeownersof occupied homes
97.4%Highest
MA: 62.5%
89.4%Lowest
MA: 62.5%
92.7%
MA: 62.5%
90.7%
MA: 62.5%
Typical home builtmedian year
1972Lowest
8 yrs newer than MA
1984
20 yrs newer than MA
1986Highest
22 yrs newer than MA
1983
19 yrs newer than MA
Getting to work
Average commuteone way
27 min
7% below MA
32 minHighest
8% above MA
30 min
3% above MA
22 minLowest
23% below MA
Work from home
13.1%±3.2
MA: 18.6%
25.7%±11Highest
MA: 18.6%
12.5%±3.4
MA: 18.6%
8.2%±3.6Lowest
MA: 18.6%
Chilmark and Pinehurst 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 — — #71 of 282 in MA #205 of 282 in MA
School district — Up-Island Regional Middleton Southampton
High school in town — None in town None in town None in town
On TownTapestry
Old photos in History None yet 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.