Compare towns
Chesterfield vs Orange vs Windsor
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Chesterfield has grown the fastest since 2010 (-2.9%).
Orange has the most affordable homes ($246k median).
Windsor has the most people working from home (21.2%).
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 | Chesterfield | Orange | Windsor |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,055Lowest |
7,573Highest |
1,065 |
| Growth since 20102010 → 2020 census | -2.9%Highest MA: +7.4% |
-3.4% MA: +7.4% |
-7.6%Lowest MA: +7.4% |
| Median age | 44.3±7.6 11% above MA |
41.8±2.2Lowest 4% above MA |
44.8±6.4Highest 12% above MA |
| Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19.1%±5.1 MA: 19.4% |
22.2%±3.8Highest MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
| Orange and Chesterfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 24.3%±4.2Highest MA: 17.9% |
20.3%±3.1 MA: 17.9% |
18.6%±4.9Lowest MA: 17.9% |
| Chesterfield and Orange are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 34.3% MA: 47.3% |
15.7%Lowest MA: 47.3% |
41.5%Highest MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.9Highest MA: 7.9% |
2%±0.9Lowest MA: 7.9% |
2.7%±1.7Highest MA: 7.9% |
| Cost of living | |||
| Household incomemedian | $103,967±$11k about the MA average |
$55,824±$10kLowest 46% below MA |
$115,563±$10kHighest 11% above MA |
| Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $390,800±$48kHighest 30% below MA |
$245,900±$18kLowest 56% below MA |
$389,700±$32k 31% below MA |
| Chesterfield and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Rentmedian gross, monthly | $1,078±$409Highest 39% below MA |
$775±$233Lowest 56% below MA |
— |
| Chesterfield and Orange are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $5,969Highest about the MA average |
$4,136 31% below MA |
$3,867Lowest 35% below MA |
| Renters paying 30%+of income on rent | 10.3%±84.4 MA: 51.8% |
41%±11.9Highest MA: 51.8% |
0%±100Lowest MA: 51.8% |
| Orange and Chesterfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 6.4% MA: 10% |
22.4%Highest MA: 10% |
3.8%Lowest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 92.2% MA: 62.5% |
70%Lowest MA: 62.5% |
96.2%Highest MA: 62.5% |
| Typical home builtmedian year | 1976Highest 12 yrs newer than MA |
1966Lowest 2 yrs newer than MA |
1970 6 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 31 minLowest 7% above MA |
33 min 13% above MA |
37 minHighest 27% above MA |
| Work from home | 13.4%±6.7 MA: 18.6% |
6.6%±2.8Lowest MA: 18.6% |
21.2%±5.8Highest MA: 18.6% |
| Windsor and Chesterfield 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 | — | #275 of 282 in MA | — |
| School district | Chesterfield-Goshen | Orange · Ralph C Mahar | — |
| High school in town | None in town | Ralph C Mahar Regional | — |
| Students per teacherat that high school | — | 9.0 |
— |
| On TownTapestry | |||
| Old photos in Our Story | 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.