Exposure to organizational stressors is known to negatively affect police officers’ well-being in terms of mental and physical health and performance. In this study, we adopted the Health and Safety Executive’s Management Standards to identify specific associations between organizational stressors and health outcomes in a sample of local police officers employed in an Italian municipality (N = 111). Compared with benchmark data, participants were exposed to high risks in six out of seven organizational dimensions, and five of those (namely, Demands, Control, Managers’ Support, Relationships, and Role) displayed significant associations with psychological and physical problems, such as perceived stress, hypertension, gastrointestinal disorders, dermatitis, and musculoskeletal pain. While most stress-reduction interventions for police forces are designed at the individual level, the results of the present study also indicate the need for designing and implementing interventions aimed at addressing and preventing organizational stressors. Therefore, periodic in-depth stress assessments to identify key issues that should be the primary targets of such interventions are recommended.