| | Hebron, CT | Winchester, VA | United States |
| Population | 9,122 | 28,194 | 329,725,481 |
| Female Population | 48.3% | 51.1% | 50.5% |
| Male Population | 51.7% | 48.9% | 49.5% |
| Median Age | 45.9 | 36.6 | 38.4 |
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| Population - 2010 | 9,690 | 26,150 | 309,327,143 |
| Population - 2000 | 8,610 | 23,585 | 285,036,114 |
| Population - 1990 | 7,079 | 21,947 | 251,960,433 |
| Pop. 2000 to Now | 10.1% | 17.5% | 15.6% |
| Pop. 1990 to Now | 33.9% | 26.2% | 30.8% |
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| Population Density | 247.0 | 3,066.9 | 93.4 |
| Land Area | 36.9 | 9.2 | 3,531,905.4 |
| Water Area | 0.4 | 0.0 | 264,836.8 |
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| Est. Total Population By Age | | | |
| | Hebron, CT | Winchester, VA | United States |
| Age 0 to 4 | 3.7% | 6.1% | 5.9% |
| Age 5 to 9 | 4.9% | 6.4% | 6.1% |
| Age 10 to 14 | 6.6% | 6.2% | 6.6% |
| Age 15 to 17 | 5.7% | 4.1% | 3.9% |
| Age 18 to 20 | 2.3% | 5.7% | 4.0% |
| Age 21 to 24 | 4.4% | 4.7% | 5.2% |
| Age 25 to 34 | 6.8% | 13.8% | 13.8% |
| Age 35 to 44 | 13.0% | 12.3% | 12.9% |
| Age 45 to 54 | 18.4% | 12.3% | 12.6% |
| Age 55 to 59 | 10.0% | 6.4% | 6.7% |
| Age 60 to 64 | 6.2% | 5.6% | 6.3% |
| Age 65 to 74 | 9.4% | 9.4% | 9.6% |
| Age 75 to 84 | 6.6% | 5.1% | 4.5% |
| Age 85 and over | 2.1% | 1.7% | 1.9% |
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| Race | | | |
| | Hebron, CT | Winchester, VA | United States |
| White | 93.1% | 64.5% | 59.4% |
| Black | 0.0% | 9.5% | 12.2% |
| Asian | 1.1% | 2.1% | 5.6% |
| Native American | 0.0% | 0.2% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.0% | 0.2% |
| Other | 0.3% | 0.9% | 0.4% |
| Two or More Races | 2.0% | 4.7% | 3.2% |
| Hispanic | 3.4% | 18.2% | 18.4% |
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| Marriage & Family | | | |
| | Hebron, CT | Winchester, VA | United States |
| Married Population | 62.5% | 42.9% | 49.8% |
| Currently Married | 61.9% | 40.5% | 48.0% |
| Married but Separated | 0.6% | 2.4% | 1.8% |
| Single Population | 37.5% | 57.1% | 50.2% |
| Never Married | 20.8% | 37.7% | 33.8% |
| Divorced | 12.1% | 13.7% | 10.8% |
| Widowed | 4.6% | 5.7% | 5.6% |
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| Household Size | 2.52 | 2.47 | 2.60 |
| Households | 3,603 | 11,018 | 124,010,992 |
| Family Households | 2,741 | 6,026 | 80,755,759 |
| Married couple, w/children | 33.8% | 26.2% | 30.5% |
| Married couple, no children | 51.1% | 40.8% | 42.9% |
| Non Family Households | 862 | 4,992 | 43,255,233 |
| Single householder, w/children | 8.6% | 22.2% | 15.8% |
| Single householder, no children | 6.5% | 10.9% | 10.8% |