Best MLB Props for Yankees vs. Red Sox on Sunday Night Baseball (Can Donaldson Go Yard for Third Time This Series?)

New York Yankees v Boston Red Sox
New York Yankees v Boston Red Sox / Adam Glanzman/GettyImages

The Yankees and Red Sox rekindle their historic rivalry in tonight’s series finale in Beantown. We’ve covered this game from a few angles already, but we still have one box left to check.  Let’s take a look at some prop odds for this showdown, courtesy of WynnBET Sportsbook.

3 Best Prop Bets for Yankees vs. Red Sox

  • Yankees vs. Red Sox YRFI (-120)
  • Jameson Taillon OVER 4.5 Strikeouts (-105)
  • Josh Donaldson Home Runs (+300)

Yankees vs. Red Sox YRFI (-120)

It’s hard to ignore the struggles of Jameson Taillon despite going for his 10th win tonight at Fenway. Taillon has a 6.16 ERA in his last six starts but has been saved time and time again by the Yankees bats. Meanwhile, Nick Pivetta got torched in his worst start of the season against the Rays. Overall he’s been solid, but I have been cautiously waiting for his regression. While this could be a blip on his radar, I feel it’s more a sign of things to come. Pivetta allowed three runs to the Rays in the opening frame of Tuesday’s 8-4 loss at home. Game two of this series featured six total runs scored in the first inning and I like our chances of getting at least one tonight. 

Jameson Taillon OVER 4.5 Strikeouts (-105)

While I have little faith in Taillon to pitch a great game today, that doesn’t mean he won't fan a few Boston batters along the way. Taillon went over this total in his last two games and four of his last five. I understand the Red Sox rank 10th in the MLB in strikeouts allowed and have very good plate discipline. But, with an average of 8.05 strikeouts per game, the Red Sox do have room to get better. 

Josh Donaldson Home Runs (+300)

This is the compulsory longshot bet that I like to add to my prop articles. But, I don’t feel like this is all that unlikely of an outcome for Donaldson, to be honest. Donaldson has struggled this year and is batting just .231 right now with an OPS of .726. But, for our purposes, that doesn’t matter much. What does matter is that he has hit three home runs in his previous four games. Two of which came against the Red Sox at Fenway. On top of that, Donaldson has an impressive three total home runs in 18 at-bats against Pivetta. 

Follow all of Matt De Saro’s betting picks HERE