Bailee Madison: Pretty Little Liars: Original Sin Star, Love Life

From her childhood breakout on the big screen to her evolution into a scream queen for the digital age, Bailee Madison has built a career defined by longevity and transformation. As of April 2026, the Florida-born actress is navigating one of the most exciting chapters of her life, balancing a major TV franchise, a burgeoning music career, and a high-profile personal life.

With a resume that spans over two decades despite her young age, Bailee continues to prove that she isn’t just a child star survivor; she’s a versatile powerhouse setting new trends in Hollywood.

Biography

Bailee Madison

Born Bailee Madison Williams on October 15, 1999, in Fort Lauderdale, Florida, Bailee’s story began with a commercial for Office Depot when she was just two weeks old. The youngest of seven children, she was raised in a close-knit environment that prioritized creativity.

Unlike many child actors who leave their education behind, Bailee balanced her early fame with schooling in South Florida. Her professional breakthrough came in 2007, but her transition into adult roles has been seamless, marked by her ability to lead horror-thrillers and romantic dramas alike.

ALSO READ: Madison Bailey: Fame, Mariah Linney Past & Rudy Pankow Bond

Career

Bailee’s career is a masterclass in staying power:

  • The Child Prodigy (2007–2012): Her heart-wrenching performance in Bridge to Terabithia established her as a premier child actress. She quickly followed up with major roles alongside stars like Adam Sandler and Natalie Portman.
  • The Hallmark & TV Era (2013–2021): She became a household name through long-running roles in The Fosters and as Grace Russell in Good Witch.
  • The “Final Girl” Transition (2022–2026): In 2022, Bailee took on the mantle of Imogen Adams in Pretty Little Liars: Original Sin (later Summer School). In 2025 and 2026, she has leaned further into the thriller genre while also launching a recording career with singles like “Kinda Fun” and “Chiller.”

Bailee Madison Movies

Bailee Madison in a scene from the television series Pretty Little Liars: Original Sin

Bailee’s filmography showcases an incredible emotional range:

  • Bridge to Terabithia (2007): The iconic role of May Belle Aarons.
  • Brothers (2009): A harrowing dramatic turn that earned her a Critics’ Choice nomination.
  • Just Go with It (2011): Showcasing her comedic timing with Adam Sandler and Jennifer Aniston.
  • The Strangers: Prey at Night (2018): Her first major step into the horror genre.
  • A Week Away (2021): A Netflix musical that allowed her to showcase her singing and dancing skills.

Bailee Madison Net Worth

As of April 2026, Bailee Madison’s net worth is estimated at $4 million. This wealth has been built through her consistent leading roles in television and film, her work as a producer on projects like A Cowgirl’s Story, and her recent music ventures under Red Van Records.

Romance & Family

Family

Family is the cornerstone of Bailee’s identity. She is the youngest of seven siblings and remains incredibly close to her mother, Patricia Williams, who managed her early career. Bailee also co-hosts a podcast, Just Between Us, with her sister Kaitlin Vilasuso, where they discuss the complexities of life and the industry.

ALSO READ: Noah Kahan: Music Star, Love Life & Folk Pop Rise

Bailee Madison and Blake Richardson

Bailee Madison and Blake Richardson

The most significant relationship of Bailee’s adult life has been with Blake Richardson, a member of the British band New Hope Club.

  • A Long-Term Bond: The couple has been dating since 2019.
  • 2026 Status: As of April 2026, the pair is still going strong, frequently appearing on each other’s social media and collaborating on creative projects. Bailee even directed and starred in a music video for Blake’s band.

Emery Kelly

Bailee Madison and Emery Kelly

Back in 2015, Bailee had a brief, high-profile teenage romance with singer Emery Kelly. While the relationship was short-lived, it was a significant moment for her in the public eye during her “The Fosters” era. They have both moved on to successful separate paths.

Alex Lange

Bailee Madison and Alex Lange

Bailee was in a relationship with model and influencer Alex Lange from 2016 to 2018. The two were a favorite couple on social media, often sharing travel vlogs and photos. They announced their split in early 2019, maintaining that the breakup was amicable.

Controversies

Bailee is famously one of the most “scandal-free” stars in Hollywood. However, she hasn’t been immune to internet discourse:

  • Childhood Burnout: Bailee has been vocal about the “tragic truth” of growing up in the spotlight, sparking conversations about the mental health of child actors. Her honesty has helped destigmatize the struggles young stars face.
  • The “Drew Starkey” Rumors: In early 2026, fan theories briefly linked Bailee to Drew Starkey (Outer Banks) due to their shared social circles in Los Angeles. However, these rumors were unfounded, as Bailee remains committed to her long-term partner, Blake Richardson.

Age

As of today, April 2, 2026, Bailee Madison is 26 years old. She will celebrate her 27th birthday on October 15.

Instagram

With over 3.3 million followers, @baileemadison is a vibrant mix of her professional and personal life. In early 2026, her feed features:

  • Music Teasers: Behind-the-scenes clips from her latest recording sessions.
  • PLL: Summer School: Promotional stills and cast bonding photos from the latest season.
  • Travel with Blake: Romantic snapshots from her recent trips to London and New York.

Conclusion

Bailee Madison attending the world premiere of Disney's "Zombies 4: Dawn of the Vampires" at the El Capitan Theatre in Hollywood, California on July 8, 2025

Bailee Madison enters the spring of 2026 as a seasoned veteran with the energy of a newcomer. From her early days as a child star to her current status as a singer-songwriter and horror lead, she has mastered the art of evolution. As she continues to bridge the gap between acting and music, the world is eager to see what this multifaceted star does next.

ALSO READ: Drew Starkey: Outer Banks Star, Odessa A’zion Rumors

Aniekan Andikan
Aniekan Andikan

Aniekan Andikan is a senior entertainment writer and researcher at Tushstories, specializing in the intersection of pop culture history and global celebrity legacies and relationships. With over 5 years of experience in blogging, Aniekan focuses on uncovering the lesser-known narratives of movie, sports and music icons. He holds a degree in Education and is dedicated to providing readers with deeply researched, human-centered biographies that go beyond basic facts. When not digging into film archives, Aniekan can be found exploring local art galleries in Ikot Ekpene

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