| | Ossining, NY | Winter Garden, FL | United States |
| Population | 39,973 | 45,978 | 329,725,481 |
| Female Population | 48.1% | 51.2% | 50.5% |
| Male Population | 51.9% | 48.8% | 49.5% |
| Median Age | 44.2 | 38.7 | 38.4 |
| space3 | | | |
| Population - 2010 | 37,695 | 34,973 | 309,327,143 |
| Population - 2000 | 36,534 | 14,351 | 285,036,114 |
| Population - 1990 | 34,124 | 9,745 | 251,960,433 |
| Pop. 2000 to Now | 2.8% | 225.0% | 15.6% |
| Pop. 1990 to Now | 10.0% | 378.7% | 30.8% |
| space4 | | | |
| Population Density | 3,459.1 | 2,827.0 | 93.4 |
| Land Area | 11.6 | 16.3 | 3,531,905.4 |
| Water Area | 4.2 | 1.6 | 264,836.8 |
| space | | | |
| Est. Total Population By Age | | | |
| | Ossining, NY | Winter Garden, FL | United States |
| Age 0 to 4 | 4.5% | 6.1% | 5.9% |
| Age 5 to 9 | 4.5% | 8.2% | 6.1% |
| Age 10 to 14 | 5.9% | 6.1% | 6.6% |
| Age 15 to 17 | 4.5% | 5.7% | 3.9% |
| Age 18 to 20 | 2.8% | 2.4% | 4.0% |
| Age 21 to 24 | 3.7% | 4.3% | 5.2% |
| Age 25 to 34 | 12.3% | 12.1% | 13.8% |
| Age 35 to 44 | 12.7% | 16.3% | 12.9% |
| Age 45 to 54 | 15.9% | 14.7% | 12.6% |
| Age 55 to 59 | 7.7% | 6.5% | 6.7% |
| Age 60 to 64 | 7.0% | 5.0% | 6.3% |
| Age 65 to 74 | 10.4% | 8.5% | 9.6% |
| Age 75 to 84 | 4.5% | 2.4% | 4.5% |
| Age 85 and over | 3.6% | 1.6% | 1.9% |
| space1 | | | |
| Race | | | |
| | Ossining, NY | Winter Garden, FL | United States |
| White | 49.3% | 49.6% | 59.4% |
| Black | 8.2% | 13.3% | 12.2% |
| Asian | 5.4% | 6.4% | 5.6% |
| Native American | 0.0% | 0.0% | 0.6% |
| Hawaiian, Pacific Islander | 0.0% | 0.0% | 0.2% |
| Other | 0.7% | 1.3% | 0.4% |
| Two or More Races | 2.9% | 5.2% | 3.2% |
| Hispanic | 33.4% | 24.3% | 18.4% |
| space2 | | | |
| Marriage & Family | | | |
| | Ossining, NY | Winter Garden, FL | United States |
| Married Population | 53.8% | 55.9% | 49.8% |
| Currently Married | 51.9% | 54.3% | 48.0% |
| Married but Separated | 1.9% | 1.6% | 1.8% |
| Single Population | 46.2% | 44.1% | 50.2% |
| Never Married | 33.4% | 28.7% | 33.8% |
| Divorced | 9.0% | 10.2% | 10.8% |
| Widowed | 3.7% | 5.2% | 5.6% |
| space5 | | | |
| Household Size | 2.55 | 3.08 | 2.60 |
| Households | 14,628 | 14,792 | 124,010,992 |
| Family Households | 10,310 | 11,804 | 80,755,759 |
| Married couple, w/children | 32.0% | 38.5% | 30.5% |
| Married couple, no children | 46.6% | 37.0% | 42.9% |
| Non Family Households | 4,318 | 2,988 | 43,255,233 |
| Single householder, w/children | 9.0% | 16.0% | 15.8% |
| Single householder, no children | 12.4% | 8.5% | 10.8% |