List of Pittsburgh Pirates first-round draft picks

The draft order is determined based on the previous season's standings, with the team possessing the worst record receiving the first pick.

[1] In addition, teams which lost free agents in the previous off-season may be awarded compensatory or supplementary picks.

[3] Eleven players came from high schools or universities in the state of California, while eight came from Florida.

[7][8] Bonds also won 12 Silver Sluggers, 8 Gold Gloves, and holds both the single-season and career home run records (73 and 762).

[11] Pedro Álvarez (2009) nearly went unsigned as he faced a contentious process in which Álvarez and the Pirates reached an initial deal after the signing deadline (with permission from MLB); his agent Scott Boras and the Players Association filed a grievance challenging this post-deadline deal, and ultimately the Pirates renegotiated a deal with him in September that year.

A man in a black baseball jersey, white pants, and black baseball cap wearing a black baseball glove on his right hand preparing to pitch from a baseball mound.
Paul Maholm (2003) was one of 19 pitchers taken by Pittsburgh in the first round.
A light-skinned man in a gray baseball uniform with "PITTSBURGH" on the chest and a black baseball cap with "P" in yellow on it jogs towards the camera.
Neil Walker (2004) is the only player the Pirates have drafted in the first round from their home state of Pennsylvania.
A dark-skinned man in a black baseball jersey and cap, white pants, and white batting gloves stands in a right-handed batting stance.
Andrew McCutchen (2005) was one of seven players from Florida taken by the Pirates in the first round.
A man in a black baseball uniform and cap with yellow "P"s on his cap and chest with a baseball glove on his left hand.
Pedro Alvarez (2009) faced a contentious signing process, only finally reaching a contract agreement well after the original signing deadline.