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Puerto Rico’s newest queen has been crowned: meet Madison Anderson, 23, Miss Universe Puerto Rico 2019. Madison, who will go on to represent la isla del encanto in the Miss Universe pageant, is a Florida native who was representing the municipality of Toa Baja at Wednesday's event hosted in idyllic San Juan. Among the judges was Roselyn Sanchez, HOLA! USA’s June covergirl, and Cynthia Olavarría, Miss Universe's 2005 first runner-up.