Compare towns
Windsor vs Webster vs Oakham vs Montgomery
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%).
Webster has grown the fastest since 2010 (+6.9%).
Oakham has the most expensive homes ($420k median).
Montgomery has the highest household income ($123k).
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 | Webster | Oakham | Montgomery |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 1,065 |
12,228Highest |
1,639 |
796Lowest |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
+6.9%Highest MA: +7.4% |
-2.7% MA: +7.4% |
-2.3% MA: +7.4% |
| Median age | 44.8±6.4 12% above MA |
37.2±2.1Lowest 7% below MA |
49±2.3 23% above MA |
49.7±5.8Highest 24% 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% |
21.8%±3.6 MA: 19.4% |
18.2%±3.1 MA: 19.4% |
22%±5.8Highest MA: 19.4% |
| Montgomery and Webster are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 18.6%±4.9 MA: 17.9% |
15.7%±2.5Lowest MA: 17.9% |
21.4%±2.3 MA: 17.9% |
24.9%±7Highest 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% |
18.8%Lowest MA: 47.3% |
40.3% MA: 47.3% |
38.1% MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
6%±1.8Highest MA: 7.9% |
3.8%±2.1 MA: 7.9% |
4.3%±1.6 MA: 7.9% |
| Webster and Montgomery 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 |
$63,837±$8kLowest 39% below MA |
$102,000±$20k about the MA average |
$123,000±$19kHighest 18% above MA |
| 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 |
$333,100±$14kLowest 41% below MA |
$420,100±$20kHighest 25% below MA |
$357,500±$29k 36% 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 | — | $1,198±$85Highest 32% below MA |
$1,174±$81Lowest 33% below MA |
— |
| Webster and Oakham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Property taxmedian, yearly | $3,867 35% below MA |
$3,234Lowest 46% below MA |
$4,103 32% below MA |
$4,283Highest 29% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
46.1%±7.4 MA: 51.8% |
27.8%±69.1 MA: 51.8% |
50%±100Highest MA: 51.8% |
| Montgomery and Webster are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 3.8% MA: 10% |
16%Highest MA: 10% |
4.4% MA: 10% |
1.5%Lowest MA: 10% |
| Housing | ||||
| Homeownersof occupied homes | 96.2% MA: 62.5% |
45.5%Lowest MA: 62.5% |
91.6% MA: 62.5% |
96.3%Highest MA: 62.5% |
| Typical home builtmedian year | 1970 6 yrs newer than MA |
1954Lowest 10 yrs older than MA |
1979Highest 15 yrs newer than MA |
1978 14 yrs newer than MA |
| Getting to work | ||||
| Average commuteone way | 37 min 27% above MA |
28 minLowest 5% below MA |
39 minHighest 32% above MA |
36 min 23% above MA |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
7.1%±2.9Lowest MA: 18.6% |
9.6%±3.8 MA: 18.6% |
9.4%±6 MA: 18.6% |
| Schools | ||||
| Public school scoresrank in state, math + reading | — | #271 of 282 in MA | — | — |
| School district | — | — | Quabbin | — |
| High school 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.