Compare towns
Windsor vs Ware vs Cheshire
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%).
Ware has grown the fastest since 2010 (+2%).
Cheshire has the oldest population (median age 53.7).
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 | Ware | Cheshire |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,065Lowest |
10,048Highest |
3,216 |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
+2%Highest MA: +7.4% |
+0.7% MA: +7.4% |
| Median age | 44.8±6.4 12% above MA |
43.1±4.7Lowest 8% above MA |
53.7±4.5Highest 34% above MA |
| Cheshire and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 15.8%±5.1 MA: 19.4% |
19.1%±3.5Highest MA: 19.4% |
15.3%±4.2Lowest MA: 19.4% |
| Ware and Windsor 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% |
20.6%±3.4 MA: 17.9% |
30.5%±7.1Highest MA: 17.9% |
| Cheshire and Ware 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% |
24%Lowest MA: 47.3% |
26.9% MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
4.4%±2.2 MA: 7.9% |
5%±2.5Highest MA: 7.9% |
| Cheshire and Ware are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $115,563±$10kHighest 11% above MA |
$67,475±$15kLowest 35% below MA |
$69,803±$14k 33% below MA |
| Home valuemedian, owner-occupied | $389,700±$32kHighest 31% below MA |
$289,700±$28k 48% below MA |
$268,200±$48kLowest 52% below MA |
| Rentmedian gross, monthly | — | $1,043±$109 41% below MA |
— |
| Property taxmedian, yearly | $3,867 35% below MA |
$4,237Highest 29% below MA |
$3,005Lowest 50% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
64.3%±16.2Highest MA: 51.8% |
21.2%±24 MA: 51.8% |
| Below poverty line | 3.8%Lowest MA: 10% |
11.8%Highest MA: 10% |
8.6% MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 96.2%Highest MA: 62.5% |
72.3%Lowest MA: 62.5% |
89% MA: 62.5% |
| Typical home builtmedian year | 1970Highest 6 yrs newer than MA |
1960Lowest 4 yrs older than MA |
1964 same as MA |
| Getting to work | |||
| Average commuteone way | 37 minHighest 27% above MA |
28 minLowest about the MA average |
29 min about the MA average |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
12.3%±3.8 MA: 18.6% |
4.4%±2.7Lowest MA: 18.6% |
| Windsor and Ware 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 | — | #267 of 282 in MA | #274 of 282 in MA |
| School district | — | Ware | Hoosac Valley Regional |
| High school in town | — | Ware Junior/Senior High School | Hoosac Valley High School |
| Students per teacherat that high school | — | 11.1Highest |
10.5Lowest |
| 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.


