A self-auscultation device and method of using the self-auscultation device to listen to a target anatomy is described. The self-auscultation device includes a chest piece to receive a listening device, such as an earphone. The listening device is mounted in the chest piece to detect a sound from the target anatomy, through the chest piece. The listening device can operate in a self-auscultation mode to adapt the listening device to generate audio data corresponding to the detected sound. An equalization filter can be applied to the audio data to compensate for a frequency response of the listening device. A data processing system can compare the audio data to predetermined auscultation data to determine a health condition of the target anatomy. Other embodiments are also described and claimed.