| | Windsor, MA | Pittsfield, MA | United States |
| Population | 984 | 43,890 | 329,725,481 |
| Female Population | 48.6% | 51.6% | 50.5% |
| Male Population | 51.4% | 48.5% | 49.5% |
| Median Age | 43.8 | 44.6 | 38.4 |
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| Population - 2010 | 898 | 44,716 | 309,327,143 |
| Population - 2000 | 875 | 45,793 | 285,036,114 |
| Population - 1990 | 770 | 48,622 | 251,960,433 |
| Pop. 2000 to Now | -1.7% | -8.7% | 15.6% |
| Pop. 1990 to Now | 11.7% | -14.0% | 30.8% |
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| Population Density | 28.1 | 1,084.6 | 93.4 |
| Land Area | 35.0 | 40.5 | 3,531,905.4 |
| Water Area | 0.2 | 2.0 | 264,836.8 |
| space | | | |
| Est. Total Population By Age | | | |
| | Windsor, MA | Pittsfield, MA | United States |
| Age 0 to 4 | 7.3% | 4.6% | 5.9% |
| Age 5 to 9 | 5.1% | 4.7% | 6.1% |
| Age 10 to 14 | 2.8% | 5.3% | 6.6% |
| Age 15 to 17 | 2.5% | 3.0% | 3.9% |
| Age 18 to 20 | 0.8% | 3.4% | 4.0% |
| Age 21 to 24 | 7.6% | 4.4% | 5.2% |
| Age 25 to 34 | 10.3% | 13.3% | 13.8% |
| Age 35 to 44 | 17.4% | 11.9% | 12.9% |
| Age 45 to 54 | 12.7% | 12.8% | 12.6% |
| Age 55 to 59 | 10.4% | 8.4% | 6.7% |
| Age 60 to 64 | 7.6% | 8.4% | 6.3% |
| Age 65 to 74 | 12.8% | 11.2% | 9.6% |
| Age 75 to 84 | 2.0% | 5.9% | 4.5% |
| Age 85 and over | 0.6% | 2.8% | 1.9% |
| space1 | | | |
| Race | | | |
| | Windsor, MA | Pittsfield, MA | United States |
| White | 83.7% | 80.7% | 59.4% |
| Black | 0.0% | 4.8% | 12.2% |
| Asian | 0.0% | 1.3% | 5.6% |
| Native American | 0.0% | 0.0% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.0% | 0.2% |
| Other | 0.0% | 0.2% | 0.4% |
| Two or More Races | 15.2% | 5.0% | 3.2% |
| Hispanic | 1.0% | 7.9% | 18.4% |
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| Marriage & Family | | | |
| | Windsor, MA | Pittsfield, MA | United States |
| Married Population | 58.0% | 43.9% | 49.8% |
| Currently Married | 57.2% | 42.1% | 48.0% |
| Married but Separated | 0.8% | 1.8% | 1.8% |
| Single Population | 42.0% | 56.1% | 50.2% |
| Never Married | 29.5% | 37.2% | 33.8% |
| Divorced | 9.2% | 12.8% | 10.8% |
| Widowed | 3.2% | 6.1% | 5.6% |
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| Household Size | 2.51 | 2.22 | 2.60 |
| Households | 392 | 19,290 | 124,010,992 |
| Family Households | 277 | 10,813 | 80,755,759 |
| Married couple, w/children | 28.5% | 20.4% | 30.5% |
| Married couple, no children | 54.9% | 48.4% | 42.9% |
| Non Family Households | 115 | 8,477 | 43,255,233 |
| Single householder, w/children | 4.0% | 20.7% | 15.8% |
| Single householder, no children | 12.6% | 10.5% | 10.8% |