A road surface condition estimation device includes a tire side device and a vehicle side device. The tire side device includes a vibration detection unit outputting a detection signal indicating a tire vibration magnitude, a signal processing unit, and a transmitter. The signal processing unit extracts a ground contact duration during which a portion of the tread corresponding to an arrangement position of the vibration detection unit is in contact with a ground, calculates a high frequency component level of the detection signal detected during the ground contact duration, counts cumulative rotation number of the tire, and corrects the level of the high frequency component based on the cumulative rotation number of the tire. The transmitter transmits corrected level of the high frequency component as road surface condition data. The vehicle side device estimates a road surface condition of the travelling road based on the received road surface condition data.