The state measuring device includes a measurement section attached to the blade portion or to a vicinity of the blade portion to measure a state of the blade portion, an AD converter attached to the cutting tool to acquire a measurement value measured by the measurement section at a predetermined sampling rate and perform AD conversion on the measurement value, a transmission section which transmits, on each acquisition of the measurement value from the AD converter, the acquired measurement value using digital wireless communication, and a monitor device provided outside the cutting tool. The monitor device includes a reception section which receives the measurement value transmitted by the transmission section, and a data management section which causes a display section to display the measurement value and causes a storage section to store the measurement value on each reception of the measurement value by the reception section.