| | Milwaukee, WI | Winchester, VA | United States |
| Population | 578,198 | 28,194 | 329,725,481 |
| Female Population | 51.5% | 51.1% | 50.5% |
| Male Population | 48.5% | 48.9% | 49.5% |
| Median Age | 31.6 | 36.6 | 38.4 |
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| Population - 2010 | 594,883 | 26,150 | 309,327,143 |
| Population - 2000 | 596,974 | 23,585 | 285,036,114 |
| Population - 1990 | 628,088 | 21,947 | 251,960,433 |
| Pop. 2000 to Now | -1.3% | 17.5% | 15.6% |
| Pop. 1990 to Now | -6.2% | 26.2% | 30.8% |
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| Population Density | 6,011.3 | 3,066.9 | 93.4 |
| Land Area | 96.2 | 9.2 | 3,531,905.4 |
| Water Area | 0.6 | 0.0 | 264,836.8 |
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| Est. Total Population By Age | | | |
| | Milwaukee, WI | Winchester, VA | United States |
| Age 0 to 4 | 7.5% | 6.1% | 5.9% |
| Age 5 to 9 | 7.2% | 6.4% | 6.1% |
| Age 10 to 14 | 7.6% | 6.2% | 6.6% |
| Age 15 to 17 | 4.0% | 4.1% | 3.9% |
| Age 18 to 20 | 5.3% | 5.7% | 4.0% |
| Age 21 to 24 | 6.4% | 4.7% | 5.2% |
| Age 25 to 34 | 17.0% | 13.8% | 13.8% |
| Age 35 to 44 | 12.8% | 12.3% | 12.9% |
| Age 45 to 54 | 10.9% | 12.3% | 12.6% |
| Age 55 to 59 | 5.4% | 6.4% | 6.7% |
| Age 60 to 64 | 5.1% | 5.6% | 6.3% |
| Age 65 to 74 | 6.7% | 9.4% | 9.6% |
| Age 75 to 84 | 2.7% | 5.1% | 4.5% |
| Age 85 and over | 1.4% | 1.7% | 1.9% |
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| Race | | | |
| | Milwaukee, WI | Winchester, VA | United States |
| White | 33.0% | 64.5% | 59.4% |
| Black | 38.9% | 9.5% | 12.2% |
| Asian | 4.4% | 2.1% | 5.6% |
| Native American | 0.4% | 0.2% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.0% | 0.2% |
| Other | 0.3% | 0.9% | 0.4% |
| Two or More Races | 3.2% | 4.7% | 3.2% |
| Hispanic | 19.9% | 18.2% | 18.4% |
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| Marriage & Family | | | |
| | Milwaukee, WI | Winchester, VA | United States |
| Married Population | 31.3% | 42.9% | 49.8% |
| Currently Married | 29.4% | 40.5% | 48.0% |
| Married but Separated | 1.9% | 2.4% | 1.8% |
| Single Population | 68.7% | 57.1% | 50.2% |
| Never Married | 54.4% | 37.7% | 33.8% |
| Divorced | 9.9% | 13.7% | 10.8% |
| Widowed | 4.4% | 5.7% | 5.6% |
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| Household Size | 2.45 | 2.47 | 2.60 |
| Households | 229,470 | 11,018 | 124,010,992 |
| Family Households | 120,856 | 6,026 | 80,755,759 |
| Married couple, w/children | 22.0% | 26.2% | 30.5% |
| Married couple, no children | 27.1% | 40.8% | 42.9% |
| Non Family Households | 108,614 | 4,992 | 43,255,233 |
| Single householder, w/children | 34.4% | 22.2% | 15.8% |
| Single householder, no children | 16.5% | 10.9% | 10.8% |