This paper has developed the system that can monitor the distribution transformers(pole and pad) using simplified deterioration detecting sensor in oil and wireless data communication. This system is made up by deterioration detecting sensor, oil level measuring system, deterioration measuring system and communication unit. To prove the usefulness of the system, the paper compared and analyzed the system with the existed system, and after studying the correlation of the both, the result proved goodness of the new system. The proposed monitoring system, when it is used on the pole and pad transformer, would make the reliable diagnoses possible with less rate.