Well her last number #1 in the US Hot 100 was "Music" and the album sold 10+ million copies worldwide
Ever since then she never really conquered back the US market (which is the biggest in the world)
So i think this is her true peak career wise
Yes she had a lot of peaks in her career but Music was released when she was already an extremely respected worldwide megastar, this era made her a legend tbh
Her looks went viral and she became the IT girl during the Like A Virgin era. peak of her hype.
True Blue era had the statistics but it was certainly riding on the hype of LAV. peak of her popularity.
Vogue/Blond Ambition was her most iconic moment. peak of iconicity.
(ROL was a huge success but Shania/Celine/Britney were all outselling her. it was a comeback but not a peak)
COADF~S&S Tour was her last peak. She gained enough momentum from ROL/Music and smashed the world with one of her biggest hits Hung Up. She was literally on top of the world in late 2005. COADF was also the last pop girl album to sell over 10M until Gaga happened.