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Yankees at Red Sox Predictions, Odds and Betting Picks

Mike Goodpaster
Mike Goodpaster Head Content Writer
Fact checked by:
Jesse M. Cox
Published 27/06/2026 Add betting.net™ as a preferred source.
Yankees at Red Sox Predictions, Odds and Betting Picks

The New York Yankees enter Sunday night's rivalry matchup looking to avoid a four-game sweep, but the biggest factor is on the mound. Carlos Rodón takes the ball for New York against Sonny Gray, and Gray's 2.95 ERA and 9-1 record have helped push Boston to a slight home favorite at DraftKings despite the Yankees owning the better overall record.

The Boston Red Sox have also built momentum by winning the first three games of this series by a combined 16-5 score. With Fenway Park hosting the finale and the total dropping from 8.5 to 8, this game presents several betting angles across the moneyline, run line, totals, and player props.

Yankees vs Red Sox Game Preview

Boston has won three straight games in this series and is 3-2 over its last five. The Red Sox have also covered the spread in three of those games while allowing just five total runs during the winning streak. New York is 2-3 in its last five games and 1-4 against the spread over that span. The Yankees have scored only five runs through the first three games at Fenway.

Video: YANKEES vs. RED SOX: Official Full Game Highlights (June 27) | 2026 MLB Season

YANKEES vs. RED SOX: Official Full Game Highlights (June 27) | 2026 MLB Season

Sunday's matchup features Carlos Rodón (3.70 ERA, 46 strikeouts) against Sonny Gray (9-1, 2.95 ERA, 66 strikeouts). Boston remains without Tanner Houck and Triston Casas, while the Yankees continue to miss Clarke Schmidt.

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Moneyline Pick

Back the Red Sox moneyline. Gray has been the more dependable starter entering this game, and Boston has already shown it can keep the Yankees' lineup quiet. New York has scored only five runs in the first three games of the series, while Boston has won each contest by at least three runs.

Boston also carries the stronger recent form. The Red Sox have won three straight against New York, and the Yankees have covered the spread only once in their last five games. DraftKings lists Boston as a slight favorite, and the recent series results support that price.

Pick: Red Sox ML (-121 at DraftKings).

Run Line Pick

Take the Red Sox -1.5. Boston has covered the run line in each of its first three wins over New York this series. Gray has allowed opponents few scoring chances throughout the season, while the Yankees have struggled to produce timely hits against Boston pitching.

The current run line of +165 at DraftKings offers solid value considering the Red Sox have won by margins of 3, 5, and 3 runs during the series. Another strong outing from Gray gives Boston a good chance to cover again.

Pick: Red Sox -1.5 (+165 at DraftKings).

Best Player Prop

  • Sonny Gray Over 5.5 Strikeouts (-110 at DraftKings). Gray has recorded 66 strikeouts while posting a 2.95 ERA, and he draws a Yankees lineup that has struggled throughout this series, scoring only five runs in three games. New York has also had trouble putting together consistent at-bats against quality right-handed pitching, making Gray's strikeout total the strongest player prop on the board.

Game Total Pick

Take the Under 8. Gray enters with a 2.95 ERA, while Rodón has a 3.70 ERA. Boston has held the Yankees to just five total runs through the first 3 games of the series, including one run in each of the last two. The total has dropped from 8.5 to 8 at DraftKings, showing support for the under. Boston has gone under in three of its last five games, while New York has done so in four of its last five.

Pick: Under 8 (-106 at DraftKings).

Best Trades for Yankees vs Red Sox

Prediction markets have slightly shifted toward Boston after the Red Sox opened the series with three straight wins. Current prices on Polymarket still leave opportunities for traders who believe the recent momentum and starting pitching edge will continue into Sunday night's matchup.

  • Game Winner: Boston Red Sox YES at 53¢ on Polymarket. Boston carries a three-game winning streak into the series finale behind Sonny Gray, who is 9-1 with a 2.95 ERA this season. The current market price still reflects a competitive game despite Boston's recent success.
  • Game Total Under 8.5 Runs: YES at 55¢ on Polymarket. The under has hit in three of the first four games of the series, with New York managing only five total runs. Gray and Rodón both give this market a strong pitching foundation.
  • Red Sox +1.5 Runs: YES at 66¢ on Polymarket. Each of Boston's three victories over the Yankees in this series has also resulted in a run line cover. Even if the game stays close, the extra run and a half provides added protection while backing the hotter team.

How to Watch Yankees vs Red Sox and Game Info

  • Location: Fenway Park, Boston, Massachusetts
  • Date: Sunday, June 28, 2026
  • First pitch: 7:20 p.m. ET
  • TV: NBC/Peacock
  • Yankees starting pitcher: Carlos Rodón (4-2, 3.70 ERA).
  • Red Sox starting pitcher: Sonny Gray (9-1, 2.95 ERA).
  • Weather forecast: 75°F, TBA skies, wind TBA at 4 mph

Final Takeaways

Boston enters the series finale with momentum after winning the first three games against New York while limiting the Yankees to just five total runs. Gray has put together a strong season, and his matchup against a Yankees offense that has been quiet throughout the series favors Boston. The strongest plays are Boston on the moneyline and run line, while the under remains the best total based on the recent scoring trends and the quality of both starting pitchers.

Check the latest odds and line movement for Yankees vs. Red Sox at betting.net before placing your bets. All odds as of 6:10 p.m. ET on June 27, 2026. Odds sourced from DraftKings.

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