Compare towns
Windsor vs Dedham vs Chesterfield
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%).
Dedham has grown the fastest since 2010 (+2.6%).
Chesterfield has the most kids (19.1% under 18).
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 | Dedham | Chesterfield |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 1,065 |
25,237Highest |
1,055Lowest |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
+2.6%Highest MA: +7.4% |
-2.9% MA: +7.4% |
| Median age | 44.8±6.4Highest 12% above MA |
44.6±1.6 12% above MA |
44.3±7.6Lowest 11% above MA |
| Windsor and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 15.8%±5.1Lowest MA: 19.4% |
18.6%±1.9 MA: 19.4% |
19.1%±5.1Highest MA: 19.4% |
| Chesterfield and Dedham 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% |
21.9%±2 MA: 17.9% |
24.3%±4.2Highest MA: 17.9% |
| Chesterfield and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 41.5% MA: 47.3% |
55%Highest MA: 47.3% |
34.3%Lowest MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
5.6%±1Highest MA: 7.9% |
2.7%±1.9Lowest MA: 7.9% |
| Cost of living | |||
| Household incomemedian | $115,563±$10k 11% above MA |
$128,955±$10kHighest 24% above MA |
$103,967±$11kLowest about the MA average |
| Dedham 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±$32kLowest 31% below MA |
$661,800±$16kHighest 18% above MA |
$390,800±$48k 30% below MA |
| Rentmedian gross, monthly | — | $2,042±$182Highest 16% above MA |
$1,078±$409Lowest 39% below MA |
| Property taxmedian, yearly | $3,867Lowest 35% below MA |
$7,918Highest 32% above MA |
$5,969 about the MA average |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
56.4%±10Highest MA: 51.8% |
10.3%±84.4 MA: 51.8% |
| Dedham and Chesterfield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 3.8%Lowest MA: 10% |
5.6% MA: 10% |
6.4%Highest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 96.2%Highest MA: 62.5% |
73.4%Lowest MA: 62.5% |
92.2% MA: 62.5% |
| Typical home builtmedian year | 1970 6 yrs newer than MA |
1956Lowest 8 yrs older than MA |
1976Highest 12 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 37 minHighest 27% above MA |
29 minLowest about the MA average |
31 min 7% above MA |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
20%±2.7 MA: 18.6% |
13.4%±6.7Lowest MA: 18.6% |
| Windsor and Dedham 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 | — | #119 of 282 in MA | — |
| School district | — | Dedham | Chesterfield-Goshen |
| High school in town | — | Dedham High | None in town |
| Students per teacherat that high school | — | 10.4 |
— |
| 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.