Remember those cozy Friday nights watching Family Matters? The laugh track, the heartwarming lessons, and, of course, Steve Urkel’s unforgettable “Did I do that?” were all part of what made the show legendary.
But since the final episode aired in 1998, fans have always wondered — where is the cast now?
Let’s take a nostalgic trip back to Chicago’s favorite family, the Winslows, and see what the stars of Family Matters have been up to since the show ended.
The Legacy of ‘Family Matters’
Before diving into where everyone ended up, it’s worth remembering just how iconic Family Matters was. Airing from 1989 to 1998, it became one of the longest-running Black sitcoms in TV history. What started as a simple spin-off of Perfect Strangers turned into a cultural phenomenon.
With themes of love, family, and resilience, it captured the hearts of millions — and turned a few of its cast members into household names.
Jaleel White (Steve Urkel)
Let’s be honest — Family Matters wouldn’t be Family Matters without Steve Urkel. Originally written as a one-episode character, Jaleel White’s portrayal of the nerdy, lovable neighbor stole the show and became the centerpiece of the entire series.
After Family Matters, White went on to voice Sonic the Hedgehog in the popular animated series and made appearances in shows like Psych, The Big Show Show, and Dancing with the Stars.
In recent years, he’s focused on producing and hosting, even launching his own cannabis brand called ItsPurpl. He’s also spoken candidly about the challenges of being typecast as Urkel — a role both a blessing and a burden in his career.
Reginald VelJohnson (Carl Winslow)
As the lovable police officer Carl Winslow, Reginald VelJohnson was the backbone of the series — firm but caring, always guiding his family (and Urkel) through life’s chaos.
Post-Family Matters, VelJohnson continued to appear in popular shows like CSI, Hart of Dixie, and Brooklyn Nine-Nine, often playing — you guessed it — a police officer.
In interviews, he’s mentioned how Family Matters still holds a special place in his heart, and fans around the world still recognize him as “America’s Dad.”
Jo Marie Payton (Harriette Winslow)
Jo Marie Payton played Harriette Winslow, the strong, loving matriarch who kept the household grounded. Interestingly, she originated the character on Perfect Strangers before Family Matters was even created.
After leaving the show during its final season, Payton appeared in Will & Grace, The Proud Family (as the voice of Suga Mama), and Moesha.
In recent years, she’s returned to voice Suga Mama in The Proud Family: Louder and Prouder, showing she’s still got that spark and sass fans adore.
Kellie Shanygne Williams (Laura Winslow)
Kellie Williams grew up on-screen as Laura Winslow, Carl and Harriette’s intelligent and kind-hearted daughter — and Steve Urkel’s longtime crush.
After Family Matters, Williams appeared in Girlfriends, Moesha, and Eve. Later, she took a step back from Hollywood to focus on family and community work.
She’s now an advocate for youth programs and has founded the Kellie Williams Program, which helps children learn about the performing arts.
Darius McCrary (Eddie Winslow)
Darius McCrary played Eddie Winslow, the mischievous yet lovable eldest son. Since the show ended, McCrary has kept busy with roles in The Young and the Restless, Anger Management, and Transformers (voicing Jazz in the 2007 film).
However, his personal life hasn’t been without challenges — including legal and relationship struggles that made headlines. Despite that, McCrary remains active in the entertainment industry, working on music and film projects.
Bryton James (Richie Crawford)
Bryton James joined Family Matters as Richie, the adorable nephew who practically grew up before our eyes.
He transitioned smoothly into adult acting, landing a long-term role on The Young and the Restless, where he won a Daytime Emmy Award.
Today, James is still acting and remains close friends with many of his Family Matters co-stars, including Kellie Williams.
Rosetta LeNoire (Estelle “Mother” Winslow)
As Estelle Winslow — affectionately known as “Mother Winslow” — Rosetta LeNoire brought warmth, wisdom, and humor to the show.
She continued acting until her passing in 2002 at age 90. LeNoire’s legacy as a pioneering Black actress and theatre founder continues to inspire new generations.
Telma Hopkins (Rachel Crawford)
Telma Hopkins played Rachel Crawford, Harriette’s fun-loving sister and single mother to Richie. Before Family Matters, Hopkins was already known as part of the music group Tony Orlando and Dawn.
After the show, she appeared in Half & Half, Are We There Yet?, and Dead to Me. She’s remained a consistent presence on TV and continues to act well into her 70s.
Jaimee Foxworth (Judy Winslow)
Jaimee Foxworth portrayed Judy Winslow, the youngest Winslow daughter who mysteriously disappeared after season four — without explanation.
After leaving the show, Foxworth faced personal challenges, including struggles with substance abuse. However, she’s since turned her life around, focusing on family and advocacy work.
She’s been open about her journey, hoping her story inspires others to rise above hardship.
Shawn Harrison (Waldo Geraldo Faldo)
Waldo was Eddie Winslow’s lovable but dim-witted best friend, and Shawn Harrison nailed the role with comedic brilliance.
After Family Matters, he took on roles in Girlfriends, Moesha, and The Proud Family. He’s also done voice work and has appeared at conventions celebrating the show’s legacy.
Fans still love Waldo’s goofy charm — proving some side characters never fade from memory.
Michelle Thomas (Myra Monkhouse)
Michelle Thomas played Myra, Steve Urkel’s girlfriend and one of the most beloved recurring characters. Tragically, Thomas passed away in 1998 at just 30 years old after a battle with cancer.
Her death was heartbreaking for both fans and co-stars. Jaleel White often speaks fondly of her, calling her “one of the sweetest souls” he ever worked with.
Orlando Brown (3J)
Orlando Brown joined Family Matters in its final season as 3J, a foster child adopted by the Winslows.
He later rose to fame in That’s So Raven but has faced numerous personal and legal challenges since. In recent years, he’s reportedly focused on his faith and family, aiming to rebuild his life and career.
How the Cast Keeps the Family Alive
Even decades later, the Family Matters cast often reunites for interviews, conventions, and nostalgic events. Their bond off-screen mirrors their TV family dynamic — supportive, funny, and full of love.
Jaleel White once said in an interview, “We’ll always be a family. You can’t fake that kind of chemistry.”
Fans agree — every reunion photo floods social media with heart emojis and memories.
The Cultural Impact That Still Resonates
Family Matters wasn’t just another sitcom — it broke barriers. It portrayed a successful Black family with depth, humor, and heart at a time when such representation was rare on television.
The Winslows taught valuable lessons about love, forgiveness, and perseverance — themes that remain relevant today. That’s why reruns still captivate audiences across generations.
Could There Be a Reboot?
In recent years, several cast members have hinted at interest in a reboot or revival. Jaleel White mentioned the idea of an animated Family Matters project, and fans have been buzzing ever since.
While no official reboot has been confirmed, the love for the Winslows hasn’t faded. If Hollywood is listening — we’re all ready for a return to Chicago.
Conclusion
The cast of Family Matters has gone down many different paths — some faced hardships, while others built lasting careers in Hollywood. Yet no matter where life took them, they’ll forever be remembered as part of one of TV’s most iconic families.
More than two decades later, Family Matters continues to remind us that through laughter, love, and a little chaos, family truly does matter.
FAQs
1. Who played Steve Urkel on Family Matters?
Jaleel White played the iconic Steve Urkel, the show’s most memorable character.
2. What happened to the actress who played Harriette Winslow?
Jo Marie Payton continued acting and recently returned as the voice of Suga Mama in The Proud Family: Louder and Prouder.
3. Why did Judy Winslow disappear from the show?
The character was written out without explanation due to budget and creative decisions.
4. Is there going to be a Family Matters reboot?
While nothing is confirmed, cast members have expressed interest in a potential revival.
5. Where can I watch Family Matters today?
You can stream Family Matters on platforms like Hulu, HBO Max, and Amazon Prime Video.
