Compare towns
Windsor vs Lee vs Dedham 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%).
Lee has the shortest commute (18 min average).
Dedham has grown the fastest since 2010 (+2.6%).
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 | Lee | Dedham | Cheshire |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 1,065Lowest |
5,719 |
25,237Highest |
3,216 |
| Growth since 20102010 → 2020 census | -7.6%Lowest MA: +7.4% |
-2.6% MA: +7.4% |
+2.6%Highest MA: +7.4% |
+0.7% MA: +7.4% |
| Median age | 44.8±6.4 12% above MA |
55.2±5.8Highest 38% above MA |
44.6±1.6Lowest 12% above MA |
53.7±4.5 34% above MA |
| Lee and Cheshire 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% |
12.6%±5Lowest MA: 19.4% |
18.6%±1.9Highest MA: 19.4% |
15.3%±4.2 MA: 19.4% |
| Dedham 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% |
33.4%±6.1Highest MA: 17.9% |
21.9%±2 MA: 17.9% |
30.5%±7.1 MA: 17.9% |
| Lee and Cheshire 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% |
44.1% MA: 47.3% |
55%Highest MA: 47.3% |
26.9%Lowest MA: 47.3% |
| Enrolled in collegeshare of residents | 2.7%±1.7Lowest MA: 7.9% |
5%±2.1 MA: 7.9% |
5.6%±1Highest MA: 7.9% |
5%±2.5 MA: 7.9% |
| Dedham and Lee 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 |
$83,750±$13k 19% below MA |
$128,955±$10kHighest 24% above MA |
$69,803±$14kLowest 33% below MA |
| 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±$32k 31% below MA |
$352,700±$19k 37% below MA |
$661,800±$16kHighest 18% above MA |
$268,200±$48kLowest 52% below MA |
| Rentmedian gross, monthly | — | $1,375±$212Lowest 22% below MA |
$2,042±$182Highest 16% above MA |
— |
| Property taxmedian, yearly | $3,867 35% below MA |
$3,980 34% below MA |
$7,918Highest 32% above MA |
$3,005Lowest 50% below MA |
| Renters paying 30%+of income on rent | 0%±100Lowest MA: 51.8% |
57.3%±21.2Highest MA: 51.8% |
56.4%±10 MA: 51.8% |
21.2%±24 MA: 51.8% |
| Lee and Dedham 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% |
7.2% MA: 10% |
5.6% MA: 10% |
8.6%Highest MA: 10% |
| Housing | ||||
| Homeownersof occupied homes | 96.2%Highest MA: 62.5% |
71.1%Lowest MA: 62.5% |
73.4% MA: 62.5% |
89% MA: 62.5% |
| Typical home builtmedian year | 1970Highest 6 yrs newer than MA |
1959 5 yrs older than MA |
1956Lowest 8 yrs older than MA |
1964 same as MA |
| Getting to work | ||||
| Average commuteone way | 37 minHighest 27% above MA |
18 minLowest 38% below MA |
29 min about the MA average |
29 min about the MA average |
| Work from home | 21.2%±5.8Highest MA: 18.6% |
16.4%±7.8 MA: 18.6% |
20%±2.7 MA: 18.6% |
4.4%±2.7Lowest 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 | — | #209 of 282 in MA | #119 of 282 in MA | #274 of 282 in MA |
| School district | — | Lee | Dedham | Hoosac Valley Regional |
| High school in town | — | Lee Middle/High School | Dedham High | Hoosac Valley High School |
| Students per teacherat that high school | — | 9.2Lowest |
10.4 |
10.5Highest |
| On TownTapestry | ||||
| Old photos in History | None yet | 20 photos → | 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.