Andrew Benintendi lives in Nashville, Tennessee.
In Madeira, Ohio, Benintendi attended Madeira High School.
He was the ABCA/Rawlings National High School Player of the Year and Ohio Gatorade Baseball Player of the Year as a senior, hitting .564 with 12 home runs, 57 RBIs, and 38 stolen bases for the Mustangs baseball team.
He concluded his high school career with an Ohio high school record of 199 runs batted in.
He also played high school basketball, winning Division III Co-Player of the Year honors in 2011–12 and setting school records for career (1,753) and season (638) points, career 3-pointers (180), and points per game in a season (25.5).
Benintendi was picked in the 31st round of the 2013 Major League Baseball draft by the Cincinnati Reds, but he did not sign.
Benintendi signed a letter of intent to play college baseball for the University of Arkansas Razorbacks. He appeared in 61 games as a true freshman, starting 60 of them, and hitting.276/.368/.333 with one home run and 27 RBI.
Benintendi led the Southeastern Conference in batting average (.380), home runs (19), on-base percentage (.489), slugging percentage (.715), and walks (.715) in 2015 (47).
He won the SEC Player of the Year award. He also received the College Player of the Year Award from Baseball America, as well as the Dick Howser Trophy and the Golden Spikes Award.
Benintendi was regarded as one of the most promising players in the 2015 Major League Baseball draft.