A system and method for providing legal parking guidance includes a server which stores legal parking related data having one or more data types. The server receives, from a user computing device, user data which includes a user type corresponding to one or more of the data types and real-time location data associated with one or more locations of a user. The server also identifies one or more potentially available legal parking locations based on the legal parking related data, the location data, and the user type, and transmits at least a portion of data associated with at least one of the one or more potentially available legal parking locations to the user computing device. The user type includes at least one of commercial vehicle user, non-commercial vehicle user, user vehicle-type, or user vehicle-plate-type. The system may also include a location identifier and an accelerometer to monitor the speed, location, parking intent, or leaving intent of a user.