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Pirates vs. Red Sox prediction: Boston favored to win Friday's MLB matchup [8/29/2025]

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Written by Jason Bevilacqua

Get Pittsburgh Pirates vs Boston Red Sox predictions for MLB Friday.

Pittsburgh Pirates-Boston Red Sox Predictions and Game Preview.
Pittsburgh Pirates vs. Boston Red Sox MLB prediction for Friday, August 29, 2025.

The Boston Red Sox will square off with the Pittsburgh Pirates in MLB action at Fenway Park on Friday, commencing at 7:10PM ET.

Payton Tolle (0-0, 0.00 ERA) will get the ball for the Red Sox, while the Pirates have opted for Paul Skenes (8-9, 2.07 ERA).

Based on updated simulation results, Dimers' advanced MLB model projects the Red Sox as the most likely winner of today's game.

For expanded analysis of Friday's matchup, including best bets and picks, visit our interactive Pirates vs. Red Sox predictions page.

Red Sox vs. Pirates prediction: Who will win?

Using trusted machine learning and statistical analysis, we have simulated the result of Friday's MLB matchup between the Pirates and Red Sox 10,000 times as part of our MLB predictions coverage.

Our famous predictive model currently gives the Red Sox a 52% chance of beating the Pirates.

According to our model, the 8-run over/under has a 53% chance of staying under.

 

Pirates vs. Red Sox odds [8/29/2025]

We have researched the best MLB odds in America for this game, which are listed here:

Bet Type Pirates Red Sox
Moneyline +100 -115
Total o8 (-105) u8 (-115)

All odds are correct at the time of publication and are subject to change.

Make the most of your sports betting experience by exploring our comprehensive list of US betting apps, and the latest sportsbooks in 2025, ensuring you never miss a top new-user deal.

Pirates vs. Red Sox picks and best bets

Our model's strongest edge in today's Pirates vs. Red Sox matchup is on the moneyline.

Our expert predictions, aligned with the current odds, reveal the best MLB picks and MLB best bets for every game throughout the season.

Unlimited access to our full suite of picks, including this one, is available via Dimers Pro.

Calling Our Shot's best bets video

Calling Our Shot produces daily MLB betting content, including the predictions featured below.

Pirates vs. Red Sox game-day updates and essential details

Friday's MLB matchup between the Red Sox and Pirates at Fenway Park is scheduled to start at 7:10PM ET.

Dimers.com's in-depth preview of Friday's Pirates vs. Red Sox matchup includes our prediction, picks and the latest betting odds.

Before making any Pirates vs. Red Sox picks, be sure to check out the latest MLB predictions and betting advice from Dimers Pro.

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Conclusion

We predict the Red Sox, with a 52% win probability, will likely beat the Pirates on Friday.

AI and automation have enhanced this article to quickly deliver accurate Pirates vs. Red Sox insights, with human oversight ensuring high editorial quality. Our predictions are based on up-to-date data to help you make informed decisions. For additional resources and advice on responsible gambling, please call 1-800-GAMBLER.

Note: Clicking links to our partners may earn us a referral fee. Learn about how we review products and services.

More on MLB

Keep up with the latest MLB betting news and MLB parlay picks throughout the season. Plus, our World Series odds provide the most accurate projections for the World Series, American League, National League and each division.

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Written by
Jason Bevilacqua
Head of Content and Communities

Jason Bevilacqua, an expert in MLB, NHL, NBA, MLS, and NFL, delivers game previews, best bets, and props. Since 2020, as Head of Social and Community at Dimers, he has contributed insightful articles utilizing data-driven models and simulations.

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