Compare towns
Conway vs Oakham vs Windsor
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Conway has the most people working from home (29.1%).
Oakham has grown the fastest since 2010 (-2.7%).
Windsor has the highest household income ($116k).
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 | Conway | Oakham | Windsor |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,755Highest |
1,639 |
1,065Lowest |
| Growth since 20102010 → 2020 census | -7.2% MA: +7.4% |
-2.7%Highest MA: +7.4% |
-7.6%Lowest MA: +7.4% |
| Median age | 55.6±3Highest 39% above MA |
49±2.3 23% above MA |
44.8±6.4Lowest 12% above MA |
| Kids under 18 | 16.5%±3.3 MA: 19.4% |
18.2%±3.1Highest MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
| Oakham and Conway are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 31.9%±4.1Highest MA: 17.9% |
21.4%±2.3 MA: 17.9% |
18.6%±4.9Lowest MA: 17.9% |
| Bachelor’s degree+adults 25+ | 60.5%Highest MA: 47.3% |
40.3%Lowest MA: 47.3% |
41.5% MA: 47.3% |
| Enrolled in collegeshare of residents | 2.6%±1.2Lowest MA: 7.9% |
3.8%±2.1Highest MA: 7.9% |
2.7%±1.7 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 | $97,250±$11kLowest 6% below MA |
$102,000±$20k about the MA average |
$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 | $395,900±$25k 30% below MA |
$420,100±$20kHighest 25% below MA |
$389,700±$32kLowest 31% below MA |
| Oakham and Conway are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | $1,800±$990Highest about the MA average |
$1,174±$81Lowest 33% below MA |
— |
| Conway and Oakham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $5,797Highest 3% below MA |
$4,103 32% below MA |
$3,867Lowest 35% below MA |
| Renters paying 30%+of income on rent | 23.9%±33.6 MA: 51.8% |
27.8%±69.1Highest MA: 51.8% |
0%±100Lowest MA: 51.8% |
| Oakham and Conway are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 4.4%Highest MA: 10% |
4.4%Highest MA: 10% |
3.8%Lowest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 93.4% MA: 62.5% |
91.6%Lowest MA: 62.5% |
96.2%Highest MA: 62.5% |
| Typical home builtmedian year | 1976 12 yrs newer than MA |
1979Highest 15 yrs newer than MA |
1970Lowest 6 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 24 minLowest 18% below MA |
39 minHighest 32% above MA |
37 min 27% above MA |
| Work from home | 29.1%±8.5Highest MA: 18.6% |
9.6%±3.8Lowest MA: 18.6% |
21.2%±5.8 MA: 18.6% |
| Conway and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Schools | |||
| School district | Conway | 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.

