| Rank | Player | Team | Value | Years | Seasons |
|---|---|---|---|---|---|
| 1 | Giancarlo Stanton | Miami Marlins | $325,000,000 | 13 | 2015-27 |
| 2 | Alex Rodriguez | New York Yankees | $275,000,000 | 10 | 2008-17 |
| 3 | Alex Rodriguez | Texas Rangers | $252,000,000 | 10 | 2001-10 |
| 4 | Miguel Cabrera | Detroit Tigers | $248,000,000 | 8 | 2016-23 |
| 5 | Albert Pujols | Los Angeles Angels | $240,000,000 | 10 | 2012-21 |
| Robinson Cano | Seattle Mariners | $240,000,000 | 10 | 2014-23 | |
| 7 | Joey Votto | Cincinnati Reds | $225,000,000 | 10 | 2014-23 |
| 8 | David Price | Boston Red Sox | $217,000,000 | 7 | 2016-22 |
| 9 | Clayton Kershaw | Los Angeles Dodgers | $215,000,000 | 7 | 2014-20 |
| 10 | Prince Fielder | Detroit Tigers | $214,000,000 | 9 | 2012-20 |
| 11 | Max Scherzer | Washington Nationals | $210,000,000 | 7 | 2015-21 |
| 12 | Zack Greinke | Arizona Diamondbacks | $206,500,000 | 6 | 2016-21 |
| 13 | Derek Jeter | New York Yankees | $189,000,000 | 10 | 2001-10 |
| 14 | Jason Heyward | Chicago Cubs | $184,000,000 | 8 | 2016-23 |
| Joe Mauer | Minnesota Twins | $184,000,000 | 8 | 2011-18 | |
| 16 | CC Sabathia | New York Yankees | $182,000,000 | 8 | 2009-16 |
| 17 | Justin Verlander | Detroit Tigers | $180,000,000 | 7 | 2013-19 |
| Mark Teixeira | New York Yankees | $180,000,000 | 8 | 2009-16 | |
| 19 | Felix Hernandez | Seattle Mariners | $175,000,000 | 7 | 2013-19 |
| Stephen Strasburg | Washington Nationals | $175,000,000 | 7 | 2017-23 | |
| 21 | Buster Posey | San Francisco Giants | $167,000,000 | 9 | 2013-21 |
| Chris Davis | Baltimore Orioles | $161,000,000 | 7 | 2016-22 | |
| 23 | Manny Ramirez | Boston Red Sox | $160,000,000 | 8 | 2001-08 |
| Matt Kemp | Los Angeles Dodgers | $160,000,000 | 8 | 2012-19 | |
| 24 | Troy Tulowitzki | Colorado Rockies | $157,750,000 | 10 | 2011-20 |
| 25 | Masahiro Tanaka | New York Yankees | $155,000,000 | 7 | 2014-20 |
| Jon Lester | Chicago Cubs | $155,000,000 | 6 | 2015-20 | |
| 28 | Adrian Gonzalez | Boston Red Sox | $154,000,000 | 7 | 2012-18 |
| 29 | Jacoby Ellsbury | New York Yankees | $153,000,000 | 7 | 2014-20 |
| 30 | Miguel Cabrera | Detroit Tigers | $152,300,000 | 8 | 2008-15 |
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