Boston Red Sox Top 50 Prospects for 2026: Ranking the Red Sox Best Prospects

Welcome to our team prospect rankings. Over the next three months, I will be pumping out team top 30 prospect rankings and evaluations for dynasty baseball. These reports are generated from live looks, film study, and advanced data analysis to bring you in-depth fantasy scouting reports on every player you need to know, with today’s being the Boston Red Sox’ Top Prospects for 2026.

Including 50 players in the ranks should help all you deep-league dynasty folks out there, and the reports on the top 30 give you insight into everyone you need to know!

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Boston Red Sox Top Prospects for Dynasty

Links to Reports

• 1. Payton Tolle, LHP, 23, 6’6”/250 MLB

• 2. Luis Perales, RHP, 22, 6’1”/160, AAA

• 3. Kyson Witherspoon, RHP, 21, 6’2”/206, NCAA

• 4. Jhostynxon Garcia, OF, 22, 6’0”/163 MLB

• 5. Connelly Early, LHP, 23, 6’3”/195, MLB

• 6. Franklin Arias, SS, 20, 5’11”/170, AA

• 7. Justin Gonzales, OF, 19, 6’4”/210, A+

• 8. Juan Valera, RHP, 19, 6’3”/205, A+

• 9. Dorian Soto, SS, 18, 6’2”/180, DSL

• 10. Yhoiker Fajardo, RHP, 19, 6’3”/181, A

• 11. Anthony Eyanson, RHP, 21, 6’2”/208, NCAA

• 12. Enddy Azocar, OF, Boston Red Sox, 18, A

• 13. David Sandlin, RHP, 25, 6’4”/215, AAA

• 14. Miguel Bleis, OF, 22, 6’0”/170, AA

• 15. Brandon Clarke, LHP, 22, 6’4”/220, A+

• 16. Mikey Romero, INF, 22, 6’0”/175, AAA

• 17. Marcus Phillips, RHP, 21, 6’4”/246, NCAA

• 18. Henry Godbout, 2B, 22, 6’2”/190, A+

• 19. John Holobetz, RHP, Boston Red Sox, 22, A+

• 20. Josue Brito, 1B/OF, 18, 6’0”/175, DSL

• Other Red Sox Prospects of Note

  • 21. Jedixson Paez, RHP, 22, 6’1”/170, A+

  • 22. Tyler Uberstine, RHP, 26, 6’1”/200, AAA

  • 23. Yordanny Monegro, RHP, 23, 6’4”/180, AA

  • 24. Jesus Travieso, RHP, 19, 5’11”/140, A

  • 25. Jostin Ogando, 1B, 18, 6’3”/215, DSL

  • 26. Sadbiel Delzine, RHP, 18, 6’5”/198, DSL

  • 27. Jose Bello, RHP, 20, 6’1”/184, A

  • 28. Yoeilin Cespedes, 2B, 20, 5’8”/181, A

  • 29. Eduardo Rivera, LHP, 22, 6’7”/237, AA

  • 30. Harold Rivas, OF, 17, 6’2”/177, DSL

Format: Name, Position, 2026 OD Age, Height/Weight, Highest Level

Boston Red Sox Top Prospects for 2026

1. Payton Tolle, LHP, 23, 6’6”/250 MLB

Beginning the year in High-A Greenville, the 2024 2nd rounder, Tolle, moved quickly through the system all the way to the Majors and even pitched in the playoffs. Pitching to a 3.04 ERA and a 0.99 WHIP across 91.2 MiLB innings, Tolle struck out 36.5 percent of batters, while walking just 6.3 percent of hitters. While the ERA was high in a small MLB sample, Tolle still punched out 26 percent of the hitters he faced and gained valuable experience.

Standing at 6’6", Tolle has a hulking presence on the mound and gets extreme extension toward the plate as high as 7’10”. His fastball is up three ticks from 2024, sitting north of 95 mph but topping out at 98 mph. It is unique, given his 5’5” release height and extremely flat VAA. The movement profile was inconsistent, but the IVB was consistently around 16.5 inches; Tolle topped around 20 inches of IVB.

After throwing a slider and curve in college, Tolle is now throwing a slider and sweeper. The sweeper sits in the 83-84 mph range with a long horizontal break. The upper-80s slider plays more like a cutter with some depth to it. At times, the upper-80s slider played like a death ball with 0 inches of IVB and 0 inches of horizontal. Others it was 5 inches of IVB and 6 inches of sweep.

The changeup took a huge step forward as the season went on, working around 90 mph with eight inches of horizontal movement. It did reach up to 15 inches of fade when he really caught it well. Tolle also did a great job of differentiating his breaking balls more and locating them better.

You could argue that Tolle is one of the best pitching prospects in baseball, especially with the progress in the secondaries and the elite fastball.

FFG: SP2-3

90th Percentile Peak Outcome: 170 IP/3.00 ERA/200 K

Variance: Medium

Buy/Sell: Buy

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