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We studied nest site and habitat characteristics associated with 75 Great Horned Owl (Bubo virginianus) nests in Connecticut, northern New Jersey, and southeastern New York. Nest sites were categorized as either urban (30) or rural (45) and were compared to data from available habitat (24 random sites for microhabitat; 70 random sites for macro-habitat). Urban nest trees were significantly larger in diameter and taller than rural nest trees, and accordingly, nests were higher in urban nest trees as well. Urban nest sites were significantly different than random sites for all eight habitat variables, but rural nests were significantly different for only five variables. Urban nests were significantly different than rural nests for five of eight habitat variables. Only urban owl nests had significantly lower site basal area, higher conifer composition, and lower shrub cover. Both urban and rural owl nests showed lower canopy cover and closer proximity to forest edge, paved roads, human habitation, and water than random sites. Although both urban and rural Great Horned Owls demonstrated habitat selection (use different from availability), urban owls showed a stronger degree of selection, probably because of the greater complexity of habitats available in the urban landscape.