Winter produced three Grammy Award-winning albums by Muddy Waters – "Hard Again" (1977), "I'm Ready" (1978), and "Muddy "Mississippi" Waters – Live" (1979). Several of Winter's own albums were nominated for Grammy Awards – "Guitar Slinger" (1984) and "Serious Business" (1985) for Best Traditional Blues Album, and "Let Me In" (1991) and "I'm a Bluesman" (2004) for Best Contemporary Blues Album. In 2015 Winter posthumously won the Grammy Award for Best Blues Album for "Step Back". The album also won the 2015 Blues Music Award for Best Rock Blues Album. At the 18th Maple Blues Awards in 2015, Winter was also posthumously awarded the B.B. King International Artist of The Year Award.