Accordingly, the embodiments herein provide an energy measurement information labeling system at a power penetration point. The energy measurement information labeling system includes an energy measuring apparatus configured to collect power information including a power signal, at the power penetration point, for a plurality of load apparatuses. Further, the energy measuring apparatus is configured to generate and transmit a data set for each of the load apparatus which matches one of an operating status and a change pattern of operating status of each the load apparatus through a signal correlation depending on power usage features of the individual load apparatuses. Further, the energy measurement information labeling system includes a power information labeling server configured to receive the data set, and reclassify the data set according to the operating characteristics of each of the load apparatuses.