Red Sox vs Yankees Same Game Parlay Picks for MLB (Aug 21st, 2025)

By Bookies.com Staff Aug 21st, 2025 11:57 AM EDT

Mandatory Credit: Jeff Curry-Imagn Images

Momentum carries weight as Yankee Stadium prepares for the Red Sox to challenge the Yankees on August 21st. New York hitters have thrived at home, with Aaron Judge surpassing 1.5 total bases in four of his last seven games here. Boston’s Roman Anthony thrives away from Fenway, posting at least two hits in six of his previous eight on the road. With both teams boasting productive bats lately, this AL East rivalry offers prime conditions for building MLB same game parlay picks.

Red Sox vs Yankees Same Game Parlay Picks (Aug 21st, 2025)

Targeting player bases across both lineups leverages each batter’s current effectiveness against opposing pitching staffs. Multiple starters regularly exceed their base thresholds when these matchups arise in similar venues. Combining high-upside batters like Judge and Chisholm Jr., alongside reliable contributors such as Caballero and Anthony, forms a cohesive approach that capitalizes on sustained offensive production.

Pick 1: Player Bases – Aaron Judge Over 1.5 – -105

Aaron Judge routinely excels under bright lights at Yankee Stadium where opposing arms rarely keep him quiet longer than one night per homestand—within four of his last seven outings here he surpassed this mark thanks largely to sharp pitch recognition and aggressive swings when ahead; favorable splits suggest another strong showing likely if Boston’s rotation misses corners late.

Pick 2: Player Bases – Jazz Chisholm Jr. Over 1.5 – +170

Jazz Chisholm Jr.’s ability to rack up multiple bases stands out among Miami hitters stepping into key spots at Yankee Stadium—his presence makes an immediate difference atop their order by applying pressure early through efficient gap hitting or taking advantage of defensive shifts frequently employed against him by American League opponents; five times over his most-recent eight home starts he’s reached two-plus total bases.

Pick 3: Player Bases – Masataka Yoshida Over 1.5 – +145

Masataka Yoshida provides valuable consistency near the heart of Boston's lineup due partly to Rafael Devers' protection behind him—recently exceeding one-and-a-half total bases five times across eight straight trips outside Fenway Park shows adaptability versus various pitching styles encountered throughout league play while maximizing late-inning opportunities created by teammates advancing ahead.

Pick 4: Player Bases – Roman Anthony Over 1.5 – +155

Roman Anthony is emerging as a linchpin for Boston whenever they hit the highway: Over six of eight away dates lately he has delivered multi-hit games regardless whether it is fastballs or breaking pitches coming inside; patience means more high-leverage plate appearances so expect continued impact batting near top-of-order roles against heated divisional rivals like New York.

Pick 5: Player Bases – Jose Caballero Over 1.5 – +290

Jose Caballero has been especially effective at generating extra-base opportunities during home appearances for New York this month. He has exceeded the posted threshold in four out of his past seven matchups played here, indicating comfort with familiar surroundings and pitchers visiting Yankee Stadium often struggle to limit him early in series play. His plate discipline ensures steady chances to reach base via solid hard-contact numbers or well-timed walks converting into scoring threats.

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