A specialized server within a real estate showing management system creates a showing appointment for a showing agent to show a listing and a set of geo-fences around the listing when the appointment is created. At a particular time before the showing, the specialized server notifies a showing agent mobile device to download the set of geo-fences and, when requested, provides the set to the mobile device. The mobile device notifies the specialized server when it breaches a geo-fence within the set. A key controller also notifies the specialized server when the showing agent opens the key controller to retrieve a key to the listing from the key controller. The specialized server determines that the showing has started when the two notifications and the beginning time of the showing appointment are within a predetermined time range. The specialized server then notifies property electronic devices to turn on.