Compare towns
Oakham vs Pittsfield vs Windsor
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Oakham has the oldest population (median age 49).
Pittsfield has the shortest commute (19 min average).
Windsor has the most people working from home (21.2%).
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 | Oakham | Pittsfield | Windsor |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,639 |
43,457Highest |
1,065Lowest |
| Growth since 20102010 → 2020 census | -2.7% MA: +7.4% |
-1.8%Highest MA: +7.4% |
-7.6%Lowest MA: +7.4% |
| Median age | 49±2.3Highest 23% above MA |
42.4±2Lowest 6% above MA |
44.8±6.4 12% above MA |
| Oakham and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 18.2%±3.1Highest MA: 19.4% |
17.6%±1.4 MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
| Oakham and Pittsfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 21.4%±2.3Highest MA: 17.9% |
19.4%±1.5 MA: 17.9% |
18.6%±4.9Lowest MA: 17.9% |
| Oakham and Pittsfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 40.3% MA: 47.3% |
34.2%Lowest MA: 47.3% |
41.5%Highest MA: 47.3% |
| Enrolled in collegeshare of residents | 3.8%±2.1 MA: 7.9% |
6.2%±1.1Highest MA: 7.9% |
2.7%±1.7Lowest MA: 7.9% |
| Pittsfield and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $102,000±$20k about the MA average |
$70,582±$5kLowest 32% below MA |
$115,563±$10kHighest 11% above MA |
| Windsor and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $420,100±$20kHighest 25% below MA |
$256,900±$8kLowest 54% below MA |
$389,700±$32k 31% below MA |
| Oakham and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | $1,174±$81Highest 33% below MA |
$1,134±$61Lowest 36% below MA |
— |
| Oakham and Pittsfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,103 32% below MA |
$4,148Highest 31% below MA |
$3,867Lowest 35% below MA |
| Renters paying 30%+of income on rent | 27.8%±69.1 MA: 51.8% |
52.8%±5.7Highest MA: 51.8% |
0%±100Lowest MA: 51.8% |
| Pittsfield and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 4.4% MA: 10% |
14.9%Highest MA: 10% |
3.8%Lowest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 91.6% MA: 62.5% |
62.8%Lowest MA: 62.5% |
96.2%Highest MA: 62.5% |
| Typical home builtmedian year | 1979Highest 15 yrs newer than MA |
1950Lowest 14 yrs older than MA |
1970 6 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 39 minHighest 32% above MA |
19 minLowest 36% below MA |
37 min 27% above MA |
| Work from home | 9.6%±3.8Lowest MA: 18.6% |
10.2%±2.2 MA: 18.6% |
21.2%±5.8Highest MA: 18.6% |
| Schools | |||
| Public school scoresrank in state, math + reading | — | #251 of 282 in MA | — |
| School district | Quabbin | Pittsfield | — |
| High school in town | None in town | Taconic High | — |
| Students per teacherat that high school | — | 9.3 |
— |
| 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.