A singing voice conversion system configured to generate a song in the voice of a target singer based on a song in the voice of a source singer is disclosed. The embodiment utilizes two complementary approaches to voice timbre conversion. Both combine the natural prosody of a source singer with the pitch of the target singertypically the user of the systemto achieve realistic sounding synthetic singing. The system is able to transpose the key of any song to match the automatically determined or desired pitch range of the target singer, thus allowing the system to generalize to any target singer, irrespective of their gender, natural pitch range, and the original pitch range of the song to be sung.