Taylor Swift Grammy Wins Full History — Taylor Swift Grammy wins now include a record fourth Album of the Year trophy for Midnights at the 2024 ceremony. No solo artist had ever stood alone atop that chart before she broke the historic three-way tie.

Her first Taylor Swift Grammy wins for Album of the Year came in 2010 for Fearless when she was twenty. That made her the youngest Album of the Year winner at the time before Billie Eilish won at eighteen.

She collected Album of the Year again for 1989 in 2016 and Folklore in 2021 during very different sonic eras. Each Taylor Swift Grammy wins cycle showed voters rewarding reinvention as much as chart dominance.

The Midnights win at the 2024 Grammy Awards gave her four Album of the Year trophies and broke a three-way tie with Frank Sinatra, Stevie Wonder, and Paul Simon. That night rewrote the record books for modern pop.

Sinatra, Wonder, and Simon each held three Album of the Year Grammys for decades until Swift surpassed them. The Taylor Swift Grammy wins total in that category now stands alone at four trophies.