Sox vs. Yankees
Prediction, Odds & Props
Aug 23 | MLB AI Picks

Updated: 2025-08-21T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Red Sox visit Yankee Stadium in what promises to be a tight and compelling rematch, following a Red Sox win favoring them with –132 odds versus the Yankees at +111, a run-line favorite at –1.5 with the total set around 8 runs.

Get key insights, betting trends, and AI-powered predictions to help incorporate into your betting strategies.

AI Sports Betting Algorithm Remi

GAME INFO

Date: Aug 23, 2025

Start Time: 1:05 PM EST​

Venue: Yankee Stadium​

Yankees Record: (69-59)

Sox Record: (70-59)

OPENING ODDS

BOS Moneyline: -129

NYY Moneyline: +108

BOS Spread: -1.5

NYY Spread: +1.5

Over/Under: 8

BOS
Betting Trends

  • Boston has gone 2–4 as moneyline favorites in their last six games and are 4–6 ATS in that span, while holding an overall season ATS record of 33–37.

NYY
Betting Trends

  • New York’s ATS performance isn’t directly listed for this matchup, but earlier in the season, the Yankees held a 22–17 ATS record versus the Athletics, and up to another data point, 21–16 ATS—suggesting they’ve hovered around .550 ATS.

MATCHUP TRENDS

  • As moneyline favorites this season by –132 or more, Boston has gone 22–17, indicating they’ve met expectations more often than not in high-pressure scenarios. Meanwhile, games featuring the Red Sox have hit the “over” in 5 of their last 10 contests, suggesting trending toward higher-scoring outcomes.

BOS vs. NYY
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: G. Stanton over 0.5 Total Bases.

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Boston Red vs New York Prediction & Odds:
Free MLB Betting Insights for 8/23/25

The Boston Red Sox and New York Yankees are set to clash once again in one of baseball’s most enduring and intense rivalries, and Saturday’s matchup at Yankee Stadium on August 23, 2025, promises to deliver another chapter of drama, high stakes, and heavy expectations. With Boston entering as modest –132 favorites and the Yankees positioned as +111 underdogs, oddsmakers are essentially calling for a tight contest where the margins will be thin and execution in the late innings could define the outcome. The total sits around eight runs, a number that reflects the potential for both teams to produce offense while also respecting the arms that each side can throw in high-leverage situations. Boston’s betting history as a favorite provides some intrigue, as they’ve gone 22–17 this year when favored by –132 or more, which implies they tend to take care of business in situations like this, but their recent ATS record of just 4–6 over the last 10 games suggests vulnerability in covering spreads. Compounding that inconsistency is their frustrating performance with runners in scoring position, highlighted by a particularly brutal extra-inning loss to the Orioles where they went 0-for-13 with men in scoring position and squandered bases-loaded chances. This inefficiency could prove costly in a rivalry game where pressure is magnified and every missed opportunity could swing momentum. On the other side, the Yankees come in riding the kind of offensive highs that make them dangerous regardless of betting odds, having recently tied a franchise record with nine home runs in a game, a display of power that underscored the explosiveness of bats like Giancarlo Stanton and Cody Bellinger.

The Yankees’ ability to pile up runs in bunches poses a legitimate threat to a Boston pitching staff that has shown both flashes of dominance and stretches of inconsistency. While the Yankees’ ATS record hovers around .550, indicating steady performance, what matters most in this rivalry is their ability to feed off the energy at Yankee Stadium, where the crowd can play a role in magnifying pressure on opposing pitchers. Strategically, the game sets up as a test of situational execution: Boston’s challenge will be translating base runners into runs, while the Yankees’ challenge will be stringing together consistent at-bats rather than relying solely on the long ball. Pitching matchups will be pivotal, with both teams’ bullpens expected to play a significant role given the likelihood of a tight score late in the game, and whichever side can limit damage in high-leverage innings will likely emerge victorious. From a betting perspective, the game has the feel of a coin flip leaning toward offense, making the over a tempting play, particularly given Boston’s recent trends. Ultimately, this contest represents more than just standings implications—it’s about pride, rivalry bragging rights, and the psychological warfare that comes when two historic franchises collide under the lights. With Boston aiming to prove it can capitalize as a favorite and the Yankees looking to flip the narrative with underdog swagger, fans should expect nothing less than a tense, high-drama battle in the Bronx where every pitch matters.

Boston Red Sox MLB Preview

The Boston Red Sox step into Yankee Stadium as slight favorites, but with them comes the heavy weight of expectation and the challenge of living up to it against a rival that thrives on spoiling their momentum, making this road test as much about mental toughness as it is about skill. Oddsmakers have them listed at –132 on the moneyline, translating to roughly a 57 percent implied win probability, which reflects confidence in their overall roster quality but also points to the razor-thin margins that define this rivalry. The Red Sox have been uneven in recent weeks, going just 4–6 against the spread in their last 10 games and a disappointing 2–4 in their last six contests as moneyline favorites, showing that while they may be winning games, they’re not consistently meeting expectations in terms of dominance. Their season ATS record of 33–37 underscores that same narrative: competitive, but often too shaky to be trusted without hesitation. Offensively, Boston has the firepower to take control of this matchup, with Alex Bregman swinging one of the hottest bats in the lineup, combining power and plate discipline for an OPS near .933, and Wilyer Abreu and Jarren Duran providing balance with speed and timely hitting. Trevor Story has also emerged with clutch contributions, giving Boston depth in scoring threats, but the elephant in the room has been their inability to execute with runners in scoring position, epitomized by their meltdown against the Orioles when they went 0-for-13 in those spots, including repeated failures with the bases loaded.

Those types of lapses cannot happen in the Bronx, where the Yankees are fully capable of turning one missed opportunity into a momentum-swinging rally. The Red Sox’s pitching staff also carries both promise and pressure, as they’ve flashed brilliance in certain matchups but remain prone to lapses when bullpen arms are overextended, a weakness the Yankees will be ready to exploit with their deep and power-heavy lineup. On the road, Boston’s challenge is not only physical execution but also handling the energy of Yankee Stadium, where the crowd and the stakes amplify every mistake and magnify every missed chance. From a betting perspective, the over looks tempting given the Red Sox’s recent trend of hitting it in five of their last 10 games, a product of both offensive surges and pitching inconsistency. For Boston to deliver on their favorite status, they’ll need to clean up their situational hitting, lean into their bullpen depth with precision, and make sure their stars produce under pressure, because in a rivalry this close, failing to capitalize on key moments can be the difference between securing a win and leaving empty-handed. The Red Sox enter with talent, statistical backing, and a strong narrative to justify their status as favorites, but their inconsistencies and historical struggles in high-pressure spots make this a true test of whether they’re capable of translating numbers into results when the lights shine brightest in the Bronx.

The Red Sox visit Yankee Stadium in what promises to be a tight and compelling rematch, following a Red Sox win favoring them with –132 odds versus the Yankees at +111, a run-line favorite at –1.5 with the total set around 8 runs. Boston Red vs New York AI Prediction: Free MLB Betting Insights for Aug 23. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

New York Yankees MLB Preview

The New York Yankees welcome the Boston Red Sox to Yankee Stadium with the kind of swagger and momentum that makes them a dangerous underdog, and although they enter this matchup at +111 on the moneyline, the recent form of their offense suggests they are far from a team to underestimate. The Yankees are fresh off a record-tying performance in which they belted nine home runs in a single game, with Giancarlo Stanton and Cody Bellinger each launching multiple long balls, a statement to the rest of the league that their lineup can change the complexion of a game in an instant. That power surge highlights the biggest advantage the Yankees carry into this contest: the ability to generate runs quickly, sometimes in bunches, which puts constant pressure on opposing pitchers and forces managers into difficult bullpen decisions earlier than planned. Their ATS performance this season has hovered around the .550 mark, suggesting a level of steadiness that bettors can rely on, and while they may not always overwhelm their opponents statistically, their consistency in covering spreads keeps them competitive even in games where they are underdogs. What gives New York added confidence here is their ability to feed off the home crowd, because Yankee Stadium is not just a ballpark, it’s a stage where energy swings are magnified, and opponents feel the weight of every mistake.

Pitching remains the variable for the Yankees, as their starting rotation has been serviceable but not always airtight, which means the bullpen will likely be called upon to play a significant role in keeping Boston’s potent lineup in check. However, the Yankees’ relievers have proven capable of shutting the door when they’re put in favorable matchups, and at home, with crowd energy behind them, that advantage can be amplified. Defensively, they’ve been efficient enough to back their pitching, though against a team like the Red Sox, execution on routine plays will be paramount since giving away extra outs could be catastrophic. The Yankees’ blueprint for victory is clear: let their stars set the tone early with power hitting, get just enough from their starting pitcher to bridge into the bullpen, and let the home-field advantage apply pressure in the late innings when Boston’s situational hitting woes may resurface. In a rivalry this deep, intangibles like composure, confidence, and opportunism carry as much weight as raw statistics, and the Yankees have shown time and again that they relish the opportunity to upset expectations. While oddsmakers may view Boston as the slight favorite, the Yankees’ power, consistency against the spread, and the electric Bronx atmosphere make them more than capable of not just covering but outright winning. This game represents another chance for New York to flex its identity as a team that thrives in the spotlight, reminding everyone that no matter the odds, the Yankees remain one of baseball’s most dangerous opponents, especially when a rival like Boston comes to town.

Boston Red vs. New York Prop Picks (AI)

AI algorithm Remi is pouring through mountains of data on each line. In fact, anytime the Sox and Yankees play there’s always several intriguing observations to key in on. Not to mention games played at Yankee Stadium in Aug seemingly never follow normal, predictable patterns.
Remi's searched hard and found the best prop for this matchup: G. Stanton over 0.5 Total Bases.

Boston Red vs. New York Prediction (AI)

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Remi, our AI sports wizard, has been pouring over millions of data from every facet between the Sox and Yankees and using recursive machine learning and impressive AI to analyze the data to a single cover probability.

The Algorithm has been most fixated on the linear correlation of weight knucklehead sportsbettors tend to put on New York’s strength factors between a Sox team going up against a possibly strong Yankees team. It appears the true game analytics might reflect a slight lean against one Vegas line in particular.

Unlock this in-depth AI prediction and all of our MLB AI picks for FREE now.

Below is our current AI Boston Red vs New York picks, computer picks Sox vs Yankees, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
MLB 9/26 DET@BOS UNLOCK THIS PICK 5 EXECUTIVE Locked EXECUTIVE
MLB 9/26 BAL@NYY UNLOCK THIS PICK 4 INTEL Locked INTEL
MLB 9/26 ARI@SD UNLOCK THIS PICK 4 EXECUTIVE Locked EXECUTIVE
MLB 9/26 NYM@MIA UNLOCK THIS PICK 1 INTEL Locked INTEL
MLB 9/26 NYM@MIA GET FREE PICK NOW 1
MLB 9/26 COL@SF UNLOCK THIS PICK 0 INTEL Locked INTEL

These picks update as information changes—injury reports, weather, and market movement. Each line shows our model’s fair price, the edge versus the market, and a unit confidence rating (1–10). Odds and availability vary by sportsbook and time. Edges are computed against the listed price; value may change after line moves. Always shop for the best number. See the full MLB schedule.

Sox Betting Trends

Boston has gone 2–4 as moneyline favorites in their last six games and are 4–6 ATS in that span, while holding an overall season ATS record of 33–37.

Yankees Betting Trends

New York’s ATS performance isn’t directly listed for this matchup, but earlier in the season, the Yankees held a 22–17 ATS record versus the Athletics, and up to another data point, 21–16 ATS—suggesting they’ve hovered around .550 ATS.

Sox vs. Yankees Matchup Trends

As moneyline favorites this season by –132 or more, Boston has gone 22–17, indicating they’ve met expectations more often than not in high-pressure scenarios. Meanwhile, games featuring the Red Sox have hit the “over” in 5 of their last 10 contests, suggesting trending toward higher-scoring outcomes.

Boston Red vs. New York Game Info

Boston Red vs New York starts on August 23, 2025 at 1:05 PM EST.

Spread: New York +1.5
Moneyline: Boston Red -129, New York +108
Over/Under: 8

Boston Red: (70-59)  |  New York: (69-59)

Remi's searched hard and found the best prop for this matchup: G. Stanton over 0.5 Total Bases.. Prices move—always shop for the best number.

As moneyline favorites this season by –132 or more, Boston has gone 22–17, indicating they’ve met expectations more often than not in high-pressure scenarios. Meanwhile, games featuring the Red Sox have hit the “over” in 5 of their last 10 contests, suggesting trending toward higher-scoring outcomes.

BOS trend: Boston has gone 2–4 as moneyline favorites in their last six games and are 4–6 ATS in that span, while holding an overall season ATS record of 33–37.

NYY trend: New York’s ATS performance isn’t directly listed for this matchup, but earlier in the season, the Yankees held a 22–17 ATS record versus the Athletics, and up to another data point, 21–16 ATS—suggesting they’ve hovered around .550 ATS.

See our latest MLB picks and odds pages for 2025 to compare prices before you bet.

Boston Red vs. New York Odds

Remi is pouring through loads of stats on each team. In fact, anytime the Boston Red vs New York trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme temps rarely follow normal, predictable betting trends.

Boston Red vs New York Opening Odds

BOS Moneyline: -129
NYY Moneyline: +108
BOS Spread: -1.5
NYY Spread: +1.5
Over/Under: 8

Boston Red vs New York Live Odds

Games PTS ML SPR O/U
Sep 27, 2025 1:06PM EDT
Baltimore Orioles
New York Yankees
9/27/25 1:06PM
Orioles
Yankees
+190
-235
+1.5 (-105)
-1.5 (-115)
O 8.5 (-120)
U 8.5 (+100)
Sep 27, 2025 2:21PM EDT
St Louis Cardinals
Chicago Cubs
9/27/25 2:21PM
Cardinals
Cubs
 
-175
 
-1.5 (+115)
O 9.5 (-105)
U 9.5 (-115)
Sep 27, 2025 3:09PM EDT
Tampa Bay Rays
Toronto Blue Jays
9/27/25 3:09PM
Rays
Blue Jays
+135
-165
+1.5 (-165)
-1.5 (+135)
O 8.5 (+100)
U 8.5 (-120)
Sep 27, 2025 4:06PM EDT
Chicago White Sox
Washington Nationals
9/27/25 4:06PM
White Sox
Nationals
+100
-120
-1.5 (+155)
+1.5 (-190)
O 8.5 (-110)
U 8.5 (-110)
Sep 27, 2025 4:06PM EDT
Colorado Rockies
San Francisco Giants
9/27/25 4:06PM
Rockies
Giants
+185
-225
+1.5 (-110)
-1.5 (-110)
O 8 (-105)
U 8 (-115)
Sep 27, 2025 4:11PM EDT
New York Mets
Miami Marlins
9/27/25 4:11PM
Mets
Marlins
-130
+110
-1.5 (+125)
+1.5 (-150)
O 8.5 (-110)
U 8.5 (-110)
Sep 27, 2025 6:05PM EDT
Minnesota Twins
Philadelphia Phillies
9/27/25 6:05PM
Twins
Phillies
+170
-205
+1.5 (-120)
-1.5 (+100)
O 8.5 (-115)
U 8.5 (-105)
Sep 27, 2025 6:12PM EDT
Texas Rangers
Cleveland Guardians
9/27/25 6:12PM
Rangers
Guardians
+135
-165
+1.5 (-170)
-1.5 (+140)
O 7 (-120)
U 7 (+100)
Sep 27, 2025 7:11PM EDT
Cincinnati Reds
Milwaukee Brewers
9/27/25 7:11PM
Reds
Brewers
+125
-150
+1.5 (-175)
-1.5 (+145)
O 8 (-105)
U 8 (-115)
Sep 27, 2025 7:15PM EDT
Pittsburgh Pirates
Atlanta Braves
9/27/25 7:15PM
Pirates
Braves
+140
-170
+1.5 (-165)
-1.5 (+135)
O 8 (-115)
U 8 (-105)
Sep 27, 2025 8:40PM EDT
Arizona Diamondbacks
San Diego Padres
9/27/25 8:40PM
Diamondbacks
Padres
+115
-140
+1.5 (-190)
-1.5 (+155)
O 7.5 (-115)
U 7.5 (-105)
Sep 27, 2025 9:41PM EDT
Los Angeles Dodgers
Seattle Mariners
9/27/25 9:41PM
Dodgers
Mariners
+105
-125
+1.5 (-205)
-1.5 (+170)
O 7.5 (-110)
U 7.5 (-110)
Sep 27, 2025 10:05PM EDT
Kansas City Royals
Oakland Athletics
9/27/25 10:05PM
Royals
Athletics
-105
-115
-1.5 (+150)
+1.5 (-180)
O 10 (-110)
U 10 (-110)

MLB Past Picks

Remi—our in-house AI—prices every game and prop using multi-season priors, tempo/efficiency, injury/usage signals, and market movement.
We publish fair prices, recommended “buy-to” numbers, and confidence so you can bet prices, not teams.

This preview covers Boston Red Sox vs. New York Yankees on August 23, 2025 at Yankee Stadium.
Odds shown reflect widely available numbers and may update closer to kickoff.

Want more? Check live edges, player props, and line moves on our MLB odds pages, and compare prices before you place a bet.

    LEAN     %WIN     UNITS RESULT
NYM@CHC NYM -110 54.1% 3 WIN
HOU@ATH ATH +118 50.8% 4 WIN
NYM@CHC OVER 7 54.5% 3 WIN
STL@SF OVER 7.5 55.9% 5 LOSS
KC@LAA TYLER TOLBERT UNDER 1.5 BASES 54.4% 4 WIN
MIL@SD UNDER 9 54.7% 4 WIN
MIA@PHI KYLE SCHWARBER OVER 1.5 HITS+RUNS+RBIS 53.3% 3 WIN
WAS@NYM OVER 8.5 56.1% 6 LOSS
LAA@COL COL +108 50.5% 3 WIN
TOR@KC UNDER 9 54.7% 4 LOSS
SEA@KC KC +1.5 62.3% 5 LOSS
NYY@MIN OVER 9 55.1% 4 WIN
MIA@COL OVER 10.5 55.0% 4 WIN
MIA@COL AGUSTIN RAMIREZ OVER 1.5 HITS+RUNS+RBIS 54.3% 4 WIN
SEA@KC BOBBY WITT UNDER 0.5 SINGLES 54.4% 4 LOSS
PHI@LAD LAD -113 54.7% 4 LOSS
NYY@BOS OVER 7.5 54.3% 3 WIN
KC@PHI PHI -130 58.3% 4 WIN
LAD@SF OVER 7.5 54.7% 4 LOSS
NYM@PHI PHI -122 55.6% 4 WIN
KC@CLE KC -104 52.0% 3 WIN
CIN@SD JAKE CRONEWORTH OVER 0.5 HITS 53.1% 3 WIN
WAS@MIA MIA -123 55.2% 4 LOSS
LAA@KC UNDER 9.5 54.9% 3 WIN
TEX@ARI UNDER 9 54.2% 4 WIN
SF@COL UNDER 11.5 56.4% 6 LOSS
SF@COL RAFAEL DEVERS OVER 1.5 BASES 56.1% 6 WIN
MIA@WAS WAS -110 54.4% 4 WIN
NYM@DET OVER 8.5 54.5% 4 WIN
TEX@ARI UNDER 9.5 56.4% 6 WIN
TEX@ARI ALEJANDRO OSUNA UNDER 1.5 BASES 54.1% 4 LOSS
ATL@CHC CHC -116 55.1% 3 WIN
PHI@MIL OVER 8.5 55.0% 3 WIN
ARI@LAD SHOHEI OHTANI OVER 2.5 BASES 54.2% 4 WIN
SEA@CLE CLE +1.5 57.2% 3 WIN
CHC@SF CHC -105 54.1% 4 LOSS
NYY@CHW RYAN MCMAHON OVER 0.5 BASES 54.1% 4 WIN
PHI@NYM OVER 8.5 55.6% 4 LOSS
LAA@TEX LOGAN OHOPPE OVER 1.5 HITS+RUNS+RBIS 54.1% 4 LOSS
KC@CHW KC -109 54.2% 4 WIN
SD@SEA DYLAN CEASE OVER 16.5 OUTS 53.9% 3 LOSS
SD@SEA UNDER 8.5 54.4% 4 LOSS
MIN@TOR JOE RYAN UNDER 2.5 EARNED RUNS 54.1% 4 LOSS
SF@MIL MIL +100 54.0% 6 LOSS
TOR@MIA MIA +1.5 62.0% 6 WIN
CHC@LAA OVER 9.5 54.9% 4 LOSS
BOS@NYY CARLOS RODON UNDER 4.5 HITS ALLOWED 54.2% 4 WIN
KC@DET DET -115 56.1% 5 WIN
CHC@LAA LAA +1.5 57.6% 5 LOSS
CIN@ARI KEBRYAN HAYES STRIKEOUTS UNDER 0.5 56.2% 6 WIN
LAD@SD SD +110 50.9% 6 WIN