Compare towns
Windsor vs Montgomery 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 most people working from home (21.2%).
Montgomery has the most kids (22% under 18).
Oakham has the most expensive homes ($420k 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.
| Measure | Windsor | Montgomery | Oakham |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,065 |
796Lowest |
1,639Highest |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
-2.3%Highest MA: +7.4% |
-2.7% MA: +7.4% |
| Median age | 44.8±6.4Lowest 12% above MA |
49.7±5.8Highest 24% above MA |
49±2.3 23% above MA |
| Montgomery 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% |
22%±5.8Highest MA: 19.4% |
18.2%±3.1 MA: 19.4% |
| Montgomery and Oakham 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% |
24.9%±7Highest MA: 17.9% |
21.4%±2.3 MA: 17.9% |
| Montgomery and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 41.5%Highest MA: 47.3% |
38.1%Lowest MA: 47.3% |
40.3% MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
4.3%±1.6Highest MA: 7.9% |
3.8%±2.1 MA: 7.9% |
| Montgomery and Oakham 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 |
$123,000±$19kHighest 18% above MA |
$102,000±$20kLowest about the MA average |
| Montgomery and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $389,700±$32k 31% below MA |
$357,500±$29kLowest 36% below MA |
$420,100±$20kHighest 25% 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±$81 33% below MA |
| Property taxmedian, yearly | $3,867Lowest 35% below MA |
$4,283Highest 29% below MA |
$4,103 32% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
50%±100Highest MA: 51.8% |
27.8%±69.1 MA: 51.8% |
| Montgomery and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 3.8% MA: 10% |
1.5%Lowest MA: 10% |
4.4%Highest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 96.2% MA: 62.5% |
96.3%Highest MA: 62.5% |
91.6%Lowest MA: 62.5% |
| Typical home builtmedian year | 1970Lowest 6 yrs newer than MA |
1978 14 yrs newer than MA |
1979Highest 15 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 37 min 27% above MA |
36 minLowest 23% above MA |
39 minHighest 32% above MA |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
9.4%±6Lowest MA: 18.6% |
9.6%±3.8 MA: 18.6% |
| Schools | |||
| School district | — | — | Quabbin |
| High school 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.


