Compare towns
Windsor vs Sturbridge 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 homeowners (96.2%).
Sturbridge has grown the fastest since 2010 (+6.5%).
Cheshire has the most affordable homes ($268k 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 | Sturbridge | Cheshire |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,065Lowest |
9,960Highest |
3,216 |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
+6.5%Highest MA: +7.4% |
+0.7% MA: +7.4% |
| Median age | 44.8±6.4Lowest 12% above MA |
47.2±2.6 18% above MA |
53.7±4.5Highest 34% above MA |
| Cheshire and Sturbridge 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% |
20.7%±3Highest MA: 19.4% |
15.3%±4.2Lowest MA: 19.4% |
| Sturbridge 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% |
19.8%±3 MA: 17.9% |
30.5%±7.1Highest MA: 17.9% |
| Bachelor’s degree+adults 25+ | 41.5% MA: 47.3% |
49.3%Highest MA: 47.3% |
26.9%Lowest MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
4.6%±1.5 MA: 7.9% |
5%±2.5Highest MA: 7.9% |
| Cheshire and Sturbridge 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 |
$136,759±$15kHighest 32% above MA |
$69,803±$14kLowest 33% below MA |
| Sturbridge 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 |
$425,800±$18kHighest 24% below MA |
$268,200±$48kLowest 52% below MA |
| Sturbridge and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | — | $1,193±$398 32% below MA |
— |
| Property taxmedian, yearly | $3,867 35% below MA |
$6,520Highest 9% above MA |
$3,005Lowest 50% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
42%±17.7Highest MA: 51.8% |
21.2%±24 MA: 51.8% |
| Sturbridge and Cheshire are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 3.8% MA: 10% |
3.7%Lowest MA: 10% |
8.6%Highest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 96.2%Highest MA: 62.5% |
86.3%Lowest MA: 62.5% |
89% MA: 62.5% |
| Typical home builtmedian year | 1970 6 yrs newer than MA |
1982Highest 18 yrs newer than MA |
1964Lowest same as MA |
| Getting to work | |||
| Average commuteone way | 37 min 27% above MA |
38 minHighest 30% above MA |
29 minLowest about the MA average |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
19.8%±4.8 MA: 18.6% |
4.4%±2.7Lowest MA: 18.6% |
| Windsor and Sturbridge 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 | — | #89 of 282 in MA | #274 of 282 in MA |
| School district | — | Sturbridge · Tantasqua | Hoosac Valley Regional |
| High school in town | — | Tantasqua Regional Sr High | Hoosac Valley High School |
| Students per teacherat that high school | — | 7.7Lowest |
10.5Highest |
| 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.