Draft Picks
| Year | Round | Pick # | Original Team | Acquired From | Notes |
|---|---|---|---|---|---|
| 1997 Draft | |||||
| Round 1 | — | Los Angeles Dodgers | Los Angeles Dodgers | Acquired via trade | |
| Round 3 | — | Boston Red Sox | — | Own pick | |
| Round 4 | — | Arizona Diamondbacks | Arizona Diamondbacks | Acquired via trade | |
| Round 4 | — | Boston Red Sox | — | Own pick | |
| Round 5 | — | Boston Red Sox | — | Own pick | |
| 1998 Draft | |||||
| Round 1 | — | Boston Red Sox | — | Own pick | |
| Round 2 | — | Boston Red Sox | — | Own pick | |
| Round 3 | — | San Diego Padres | San Diego Padres | Acquired via trade | |
| Round 3 | — | Boston Red Sox | — | Own pick | |
| Round 4 | — | Toronto Blue Jays | Toronto Blue Jays | Acquired via trade | |
| Round 4 | — | Boston Red Sox | — | Own pick | |
| Round 5 | — | Kansas City Royals | Kansas City Royals | Acquired via trade | |
| Round 5 | — | Boston Red Sox | — | Own pick | |
| 1999 Draft | |||||
| Round 1 | — | Boston Red Sox | — | Own pick | |
| Round 2 | — | Boston Red Sox | — | Own pick | |
| Round 3 | — | Kansas City Royals | Kansas City Royals | Acquired via trade | |
| Round 3 | — | Boston Red Sox | — | Own pick | |
| Round 4 | — | Orlando Devil Rays | Orlando Devil Rays | Acquired via trade | |
| Round 4 | — | Boston Red Sox | — | Own pick | |
| Round 5 | — | Boston Red Sox | — | Own pick | |
| 2000 Draft | |||||
| Round 1 | — | Boston Red Sox | — | Own pick | |
| Round 2 | — | Boston Red Sox | — | Own pick | |
| Round 3 | — | Boston Red Sox | — | Own pick | |
| Round 4 | — | Boston Red Sox | — | Own pick | |
1997 Draft
5 picks
Round 1
Pick #—
Original Team
Los Angeles Dodgers
Acquired From
Los Angeles Dodgers
Acquired via trade
Round 3
Pick #—
Original Team
Boston Red Sox
Round 4
Pick #—
Original Team
Arizona Diamondbacks
Acquired From
Arizona Diamondbacks
Acquired via trade
Round 4
Pick #—
Original Team
Boston Red Sox
Round 5
Pick #—
Original Team
Boston Red Sox
1998 Draft
8 picks
Round 1
Pick #—
Original Team
Boston Red Sox
Round 2
Pick #—
Original Team
Boston Red Sox
Round 3
Pick #—
Original Team
Boston Red Sox
Round 4
Pick #—
Original Team
Boston Red Sox
Round 5
Pick #—
Original Team
Kansas City Royals
Acquired From
Kansas City Royals
Acquired via trade
Round 5
Pick #—
Original Team
Boston Red Sox
1999 Draft
7 picks
Round 1
Pick #—
Original Team
Boston Red Sox
Round 2
Pick #—
Original Team
Boston Red Sox
Round 3
Pick #—
Original Team
Kansas City Royals
Acquired From
Kansas City Royals
Acquired via trade
Round 3
Pick #—
Original Team
Boston Red Sox
Round 4
Pick #—
Original Team
Orlando Devil Rays
Acquired From
Orlando Devil Rays
Acquired via trade
Round 4
Pick #—
Original Team
Boston Red Sox
Round 5
Pick #—
Original Team
Boston Red Sox
2000 Draft
4 picks
Round 1
Pick #—
Original Team
Boston Red Sox
Round 2
Pick #—
Original Team
Boston Red Sox
Round 3
Pick #—
Original Team
Boston Red Sox
Round 4
Pick #—
Original Team
Boston Red Sox