Boston Red Sox vs New York Yankees Pick – 8/23/2025

The Boston Red Sox and New York Yankees will face off in the third game of a four-game series on Saturday. Boston enters having clinched the season series with a 1‑0 win in Friday’s game. The Sox are slight favorites today with their ace on the mound while the Yankees will look to end their losing streak against Boston. Before the action begins in the Bronx, continue reading to get my Red Sox vs Yankees prediction for Saturday afternoon.

Our Red Sox vs Yankees Pick

  • Pick: Red Sox Moneyline
  • Confidence: ★★★★☆
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Game Snapshot

  • Matchup: Boston Red Sox vs New York Yankees
  • Date & Time: Saturday, August 23, 2025, 1:05 PM EDT
  • Starting Pitchers: Garrett Crochet (BOS) vs Will Warren (NYY)
  • Stadium: Yankee Stadium, Bronx, NY
  • Broadcast: MLB Network

Key Storylines

Pitching matchup

Garrett Crochet has been outstanding in 2025 with a 2.43 ERA across 159.1 innings. He has become the clear ace of the Red Sox staff with Tanner Houck not available this year. Will Warren holds a 4.25 ERA and a higher WHIP of 1.37 for the Yankees. This game also features Red Sox closer Aroldis Chapman facing his former team in a game full of interesting storylines on the mound.

Key Players

Nathaniel Lowe and Connor Wong combined to give us the lone run of Friday’s 1-0 win for Boston. New York will continue to rely on the power of Aaron Judge in their lineup. But the Yankees will need more consistent production around Judge to turn things around in this series.

Recent Team Streaks

  • Boston is 2-3 in its last five games but they have won two games in a row to start this series.
  • New York has lost two straight but they are still 3-2 in their last five contests.
  • The Yankees have dropped 7 in a row to Boston.

Best Player Props

PlayerProp
Aaron JudgeOver 0.5 Home Runs
Garrett CrochetOver 6.5 Strikeouts
Trevor StoryOver 1.5 Total Bases
  • Boston has won seven straight against New York and leads the season series 7‑1.
  • The Red Sox have already clinched the season series over the Yankees with five games left between these teams.
  • New York is 37-27 at home despite their two straight losses in this series.
  • Boston is 29-34 on the road.
  • The Red Sox have overtaken the Yankees for second place in the AL East.

Red Sox vs Yankees Model Projection

Score Projection: Red Sox 4 – Yankees 2

Win Probability: Red Sox 58%, Yankees 42%

Final Thoughts

The Red Sox have been the better team in this series so far and I don’t see that stopping on Saturday. Boston should be able to have their way against a Yankees team that has struggled offensively of late. Garrett Crochet should deliver another strong performance and the Red Sox will move to within one game of a four-game sweep with a win here.


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Home MLB Picks Boston Red Sox vs New York Yankees Pick – 8/23/2025