This study proposes a web-based remote monitoring system for evaluating degradation of machine tools using ART2(Adaptive Resonance Theory 2) neural network. A number of studies on the monitoring of machine tools using neural networks have been reported. However, when normal condition is changed due to factors such as maintenance, tool change etc., or a new failure signal is generated, such algorithms need to be entirely retrained in order to accommodate the new signals. To cope with such problems, this study develops a remote monitoring system using ART2 in which new signals when required are simply added to the classes previously trained. This system can monitor degradation as well as failure of machine tools. To show the effectiveness of the proposed approach, the system is experimentally applied to monitoring a simulator similar to the main spindle of a machine tool, and the results show that the proposed system can be extended to monitoring of real industrial machine tools and equipment.