Compare towns
Dedham vs Montgomery vs Windsor
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Dedham has grown the fastest since 2010 (+2.6%).
Montgomery has the most kids (22% under 18).
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 | Dedham | Montgomery | Windsor |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 25,237Highest |
796Lowest |
1,065 |
| Growth since 20102010 → 2020 census | +2.6%Highest MA: +7.4% |
-2.3% MA: +7.4% |
-7.6%Lowest MA: +7.4% |
| Median age | 44.6±1.6Lowest 12% above MA |
49.7±5.8Highest 24% above MA |
44.8±6.4 12% above MA |
| Montgomery and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 18.6%±1.9 MA: 19.4% |
22%±5.8Highest MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
| Montgomery and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 21.9%±2 MA: 17.9% |
24.9%±7Highest MA: 17.9% |
18.6%±4.9Lowest MA: 17.9% |
| Montgomery and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 55%Highest MA: 47.3% |
38.1%Lowest MA: 47.3% |
41.5% MA: 47.3% |
| Enrolled in collegeshare of residents | 5.6%±1Highest MA: 7.9% |
4.3%±1.6 MA: 7.9% |
2.7%±1.7Lowest MA: 7.9% |
| Dedham and Montgomery are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $128,955±$10kHighest 24% above MA |
$123,000±$19k 18% above MA |
$115,563±$10kLowest 11% above MA |
| Dedham and Montgomery are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $661,800±$16kHighest 18% above MA |
$357,500±$29kLowest 36% below MA |
$389,700±$32k 31% below MA |
| Rentmedian gross, monthly | $2,042±$182 16% above MA |
— | — |
| Property taxmedian, yearly | $7,918Highest 32% above MA |
$4,283 29% below MA |
$3,867Lowest 35% below MA |
| Renters paying 30%+of income on rent | 56.4%±10Highest MA: 51.8% |
50%±100 MA: 51.8% |
0%±100Lowest MA: 51.8% |
| Dedham and Montgomery are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 5.6%Highest MA: 10% |
1.5%Lowest MA: 10% |
3.8% MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 73.4%Lowest MA: 62.5% |
96.3%Highest MA: 62.5% |
96.2% MA: 62.5% |
| Typical home builtmedian year | 1956Lowest 8 yrs older than MA |
1978Highest 14 yrs newer than MA |
1970 6 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 29 minLowest about the MA average |
36 min 23% above MA |
37 minHighest 27% above MA |
| Work from home | 20%±2.7 MA: 18.6% |
9.4%±6Lowest MA: 18.6% |
21.2%±5.8Highest 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 | — | — |
| High school in town | Dedham High | — | — |
| 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.