Following a review of approaches taken to generate accurate estimates of the scale of child and youth homelessness in America, this article documents the methods and results of a multipronged count of homeless children and youth in New Haven, Connecticut. The survey used in this count accessed demographics and service needs, and was administered on the streets and in a wide range of service provision settings. A total of 170 homeless families were located, comprised primarily of young, single, African American women and their children. These families included 323 children, suggesting an annual prevalence of 1,688 in this community. This work addresses the paucity of information on homeless children and youth located in small to midsized cities.