Compare towns
Oakham vs Webster vs Windsor vs Westhampton
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 most expensive homes ($420k median).
Webster has grown the fastest since 2010 (+6.9%).
Windsor has the most people working from home (21.2%).
Westhampton has the oldest population (median age 49.3).
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 | Webster | Windsor | Westhampton |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 1,639 |
12,228Highest |
1,065Lowest |
1,552 |
| Growth since 20102010 → 2020 census | -2.7% MA: +7.4% |
+6.9%Highest MA: +7.4% |
-7.6%Lowest MA: +7.4% |
+0.9% MA: +7.4% |
| Median age | 49±2.3 23% above MA |
37.2±2.1Lowest 7% below MA |
44.8±6.4 12% above MA |
49.3±4.9Highest 23% above MA |
| Westhampton and Oakham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 18.2%±3.1 MA: 19.4% |
21.8%±3.6Highest MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
18%±4.1 MA: 19.4% |
| Webster and Oakham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 21.4%±2.3 MA: 17.9% |
15.7%±2.5Lowest MA: 17.9% |
18.6%±4.9 MA: 17.9% |
25.4%±2.8Highest MA: 17.9% |
| Westhampton and Oakham 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% |
18.8%Lowest MA: 47.3% |
41.5% MA: 47.3% |
47%Highest MA: 47.3% |
| Enrolled in collegeshare of residents | 3.8%±2.1 MA: 7.9% |
6%±1.8Highest MA: 7.9% |
2.7%±1.7Lowest MA: 7.9% |
3.7%±2.4 MA: 7.9% |
| Webster 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 |
$63,837±$8kLowest 39% below MA |
$115,563±$10kHighest 11% above MA |
$100,000±$7k 4% below 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 |
$333,100±$14kLowest 41% below MA |
$389,700±$32k 31% below MA |
$413,200±$24k 26% below MA |
| Oakham and Westhampton are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Rentmedian gross, monthly | $1,174±$81Lowest 33% below MA |
$1,198±$85 32% below MA |
— | $1,304±$229Highest 26% below MA |
| Westhampton and Webster 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 |
$3,234Lowest 46% below MA |
$3,867 35% below MA |
$6,476Highest 8% above MA |
| Renters paying 30%+of income on rent | 27.8%±69.1 MA: 51.8% |
46.1%±7.4Highest MA: 51.8% |
0%±100Lowest MA: 51.8% |
33.3%±53.5 MA: 51.8% |
| Webster and Westhampton are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 4.4% MA: 10% |
16%Highest MA: 10% |
3.8%Lowest MA: 10% |
6.5% MA: 10% |
| Housing | ||||
| Homeownersof occupied homes | 91.6% MA: 62.5% |
45.5%Lowest MA: 62.5% |
96.2%Highest MA: 62.5% |
91.4% MA: 62.5% |
| Typical home builtmedian year | 1979Highest 15 yrs newer than MA |
1954Lowest 10 yrs older than MA |
1970 6 yrs newer than MA |
1969 5 yrs newer than MA |
| Getting to work | ||||
| Average commuteone way | 39 minHighest 32% above MA |
28 minLowest 5% below MA |
37 min 27% above MA |
29 min about the MA average |
| Work from home | 9.6%±3.8 MA: 18.6% |
7.1%±2.9Lowest MA: 18.6% |
21.2%±5.8Highest MA: 18.6% |
14.1%±4 MA: 18.6% |
| Windsor and Westhampton 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 | — | #271 of 282 in MA | — | — |
| School district | Quabbin | — | — | Hampshire · Westhampton |
| High school in town | None in town | — | — | Hampshire Regional High |
| Students per teacherat that high school | — | — | — | 10.0 |
| 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.



