Popsugar Entertainment Award Season How Many Grammys Does Taylor Swift Have? Taylor Swift Won Her First Grammy When She Was Only 20, and That Was Just the Beginning 11 February 2019 by Kelsie Gibson View On One Page Photo 8 of 9 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 8 2018 Grammy nominations: 2 Best country song, "Better Man" Best song written for visual media, "I Don't Wanna Live Forever" (with Zayn Malik) How many she won: 0 Previous Next Start Slideshow Award SeasonGrammy AwardsTaylor SwiftMusic