Compare towns
Windsor vs Chilmark vs Oakham
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%).
Oakham has the most kids (18.2% under 18).
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.
| Measure | Windsor | Chilmark | Oakham |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,065Lowest |
1,578 |
1,639Highest |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
+40%Highest MA: +7.4% |
-2.7% MA: +7.4% |
| Median age | 44.8±6.4Lowest 12% above MA |
53.6±8.1Highest 34% above MA |
49±2.3 23% above MA |
| Chilmark and Oakham 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% |
18.2%±3.1Highest MA: 19.4% |
| Oakham 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% |
21.4%±2.3 MA: 17.9% |
| Bachelor’s degree+adults 25+ | 41.5% MA: 47.3% |
68.1%Highest MA: 47.3% |
40.3%Lowest MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
2.7%±2.6Lowest MA: 7.9% |
3.8%±2.1Highest MA: 7.9% |
| Oakham and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $115,563±$10k 11% above MA |
$168,750±$28kHighest 62% above MA |
$102,000±$20kLowest about the MA average |
| Home valuemedian, owner-occupied | $389,700±$32kLowest 31% below MA |
$1,895,300±$281kHighest 237% above MA |
$420,100±$20k 25% below MA |
| Rentmedian gross, monthly | — | $2,750±$2kHighest 56% above MA |
$1,174±$81Lowest 33% below MA |
| Chilmark and Oakham 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 |
$4,103 32% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
30.8%±59.9Highest MA: 51.8% |
27.8%±69.1 MA: 51.8% |
| Chilmark and Oakham 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% |
4.4%Highest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 96.2%Highest MA: 62.5% |
89.4%Lowest MA: 62.5% |
91.6% MA: 62.5% |
| Typical home builtmedian year | 1970Lowest 6 yrs newer than MA |
1984Highest 20 yrs newer than MA |
1979 15 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 37 min 27% above MA |
32 minLowest 8% above MA |
39 minHighest 32% above MA |
| Work from home | 21.2%±5.8 MA: 18.6% |
25.7%±11Highest MA: 18.6% |
9.6%±3.8Lowest MA: 18.6% |
| Chilmark and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Schools | |||
| School district | — | Up-Island Regional | Quabbin |
| High school in town | — | None in town | None in town |
| 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.