Compare towns

Windsor vs Chilmark vs Dalton

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

What stands out worked out from the figures below

Windsor has the youngest population (median age 44.8).
Chilmark has grown the fastest since 2010 (+40%).
Dalton has the shortest commute (22 min average).

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.

MeasureWindsorChilmarkDalton
People
Population
1,065Lowest
1,578
6,256Highest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+40%Highest
MA: +7.4%
-6.3%
MA: +7.4%
Median age
44.8±6.4Lowest
12% above MA
53.6±8.1Highest
34% above MA
49.7±5.8
24% above MA
Chilmark and Dalton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.8%±5.1Lowest
MA: 19.4%
16.7%±4.3
MA: 19.4%
20.6%±4.7Highest
MA: 19.4%
Dalton and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9Lowest
MA: 17.9%
36.2%±12.4Highest
MA: 17.9%
27.9%±5.7
MA: 17.9%
Chilmark and Dalton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%Lowest
MA: 47.3%
68.1%Highest
MA: 47.3%
44.3%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Highest
MA: 7.9%
2.7%±2.6Highest
MA: 7.9%
2.3%±1.6Lowest
MA: 7.9%
Cost of living
Household incomemedian
$115,563±$10k
11% above MA
$168,750±$28kHighest
62% above MA
$79,438±$8kLowest
24% below MA
Home valuemedian, owner-occupied
$389,700±$32k
31% below MA
$1,895,300±$281kHighest
237% above MA
$295,700±$26kLowest
47% below MA
Rentmedian gross, monthly —
$2,750±$2kHighest
56% above MA
$872±$70Lowest
51% below MA
Chilmark and Dalton are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,867Lowest
35% below MA
$4,485Highest
25% below MA
$4,276
29% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
30.8%±59.9
MA: 51.8%
41.2%±19Highest
MA: 51.8%
Dalton and Chilmark are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%Lowest
MA: 10%
4.1%
MA: 10%
7.4%Highest
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
89.4%
MA: 62.5%
70.7%Lowest
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1984Highest
20 yrs newer than MA
1957Lowest
7 yrs older than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
32 min
8% above MA
22 minLowest
24% below MA
Work from home
21.2%±5.8
MA: 18.6%
25.7%±11Highest
MA: 18.6%
12.5%±7.1Lowest
MA: 18.6%
Chilmark and Windsor 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 — — #192 of 282 in MA
School district — Up-Island Regional Central Berkshire
High school in town — None in town Wahconah Regional High
Students per teacherat that high school — —
10.9
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.