Taylor Swift, one of the most influential artists of her generation, has achieved a remarkable milestone in her career — 14 Grammy Awards, solidifying her place in music history. From her country roots to her pop reinvention and indie experiments, Swift’s versatility and storytelling have earned her critical acclaim and a loyal global fanbase.
Taylor Swift’s Grammy journey began in 2009, when she won her first Grammy Award for her second studio album, Fearless. That night, she took home four awards, including the coveted Album of the Year, making her the youngest artist at the time to win that title.
Since then, Swift has continued to break records and make history. In 2021, she became the first woman to win Album of the Year three times (for Fearless, 1989, and Folklore) — a feat only a few artists, like Frank Sinatra and Stevie Wonder, have achieved.
| Year | Category | Work |
|---|---|---|
| 2010 | Album of the Year | Fearless |
| Best Country Album | Fearless | |
| Best Female Country Vocal Performance | “White Horse” | |
| Best Country Song | “White Horse” | |
| 2012 | Best Country Solo Performance | “Mean” |
| Best Country Song | “Mean” | |
| 2013 | Best Song Written for Visual Media | “Safe & Sound” (feat. The Civil Wars) |
| 2016 | Album of the Year | 1989 |
| Best Pop Vocal Album | 1989 | |
| Best Music Video | “Bad Blood” (feat. Kendrick Lamar) | |
| 2021 | Album of the Year | Folklore |
| 2024 | Album of the Year | Midnights |
| Best Pop Vocal Album | Midnights | |
| Best Pop Solo Performance | “Anti-Hero” |
Swift’s 14 Grammy wins aren’t just about trophies — they reflect her enduring impact on music. She’s been celebrated for her songwriting, her reinvention across genres, and her ability to connect deeply with audiences. Her wins span country, pop, and alternative, showcasing her evolution as an artist.