| | Winona, MN | Sherwood, OR | United States |
| Population | 26,199 | 20,281 | 329,725,481 |
| Female Population | 52.3% | 49.9% | 50.5% |
| Male Population | 47.7% | 50.1% | 49.5% |
| Median Age | 29.9 | 36.3 | 38.4 |
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| Population - 2010 | 27,553 | 18,437 | 309,327,143 |
| Population - 2000 | 27,069 | 11,791 | 285,036,114 |
| Population - 1990 | 25,399 | 3,093 | 251,960,433 |
| Pop. 2000 to Now | -1.9% | 67.5% | 15.6% |
| Pop. 1990 to Now | 4.5% | 538.4% | 30.8% |
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| Population Density | 1,387.1 | 4,703.4 | 93.4 |
| Land Area | 18.9 | 4.3 | 3,531,905.4 |
| Water Area | 5.3 | 0.0 | 264,836.8 |
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| Est. Total Population By Age | | | |
| | Winona, MN | Sherwood, OR | United States |
| Age 0 to 4 | 3.1% | 5.3% | 5.9% |
| Age 5 to 9 | 3.5% | 8.4% | 6.1% |
| Age 10 to 14 | 3.3% | 9.3% | 6.6% |
| Age 15 to 17 | 2.3% | 6.4% | 3.9% |
| Age 18 to 20 | 15.4% | 4.3% | 4.0% |
| Age 21 to 24 | 15.7% | 3.5% | 5.2% |
| Age 25 to 34 | 11.5% | 10.2% | 13.8% |
| Age 35 to 44 | 8.4% | 15.5% | 12.9% |
| Age 45 to 54 | 8.3% | 16.7% | 12.6% |
| Age 55 to 59 | 5.5% | 4.2% | 6.7% |
| Age 60 to 64 | 6.1% | 6.2% | 6.3% |
| Age 65 to 74 | 9.5% | 5.6% | 9.6% |
| Age 75 to 84 | 5.4% | 2.8% | 4.5% |
| Age 85 and over | 2.0% | 1.7% | 1.9% |
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| Race | | | |
| | Winona, MN | Sherwood, OR | United States |
| White | 90.0% | 81.9% | 59.4% |
| Black | 1.8% | 0.1% | 12.2% |
| Asian | 2.5% | 3.5% | 5.6% |
| Native American | 0.3% | 0.3% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.2% | 0.2% |
| Other | 0.1% | 0.2% | 0.4% |
| Two or More Races | 1.8% | 7.6% | 3.2% |
| Hispanic | 3.5% | 6.3% | 18.4% |
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| Marriage & Family | | | |
| | Winona, MN | Sherwood, OR | United States |
| Married Population | 32.3% | 59.6% | 49.8% |
| Currently Married | 31.7% | 58.6% | 48.0% |
| Married but Separated | 0.5% | 1.0% | 1.8% |
| Single Population | 67.7% | 40.4% | 50.2% |
| Never Married | 53.2% | 27.6% | 33.8% |
| Divorced | 10.2% | 9.9% | 10.8% |
| Widowed | 4.4% | 3.0% | 5.6% |
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| Household Size | 2.09 | 2.97 | 2.60 |
| Households | 10,971 | 6,814 | 124,010,992 |
| Family Households | 4,618 | 5,265 | 80,755,759 |
| Married couple, w/children | 20.3% | 45.2% | 30.5% |
| Married couple, no children | 57.0% | 39.2% | 42.9% |
| Non Family Households | 6,353 | 1,549 | 43,255,233 |
| Single householder, w/children | 14.0% | 11.5% | 15.8% |
| Single householder, no children | 8.7% | 4.1% | 10.8% |