Dean Winters
Dean Winters
Celebrated Name: Dean Winters
Real Name/Full Name: Dean Gerard Winters
Gender: Male
Age: 59 years old
Birth Date: 20 July 1964
Birth Place: New York, United States
Nationality: American
Height: 1.83 m
Weight: 75 kg
Sexual Orientation: Straight
Marital Status: Single
Wife/Spouse (Name): N/A
Children/Kids (Son and Daughter): No
Dating/Girlfriend (Name): N/A
Is Dean Winters Gay?: No
Profession: Actor
Salary: N/A
Net Worth in 2024: $6 Million
Last Updated: June 2024

Dean Winters is an American actor and is best known for his role as Ryan O’Reilly on the HBO prison drama Oz. He made his debut in 1995, appearing in the television series Homicide: Life on the Street. In 1997, he appeared in the series “Oz,” in a recurring role, which later became a regular role and was a breakthrough for his acting career.

Dean has also appeared on other T.V series such as Rescue Me, 30 Rock, and Law & Order: Special Victims Unit. He can also be seen as the Allstate spokes model character known as Mayhem. He has also played supporting roles in films, such as “John Wick” and “Don.” Winters co-starred with Josh Duhamel in one season of the CBS Network cop drama series Battle Creek.

Maybe you know about Dean Winters very well, but do you know how old and tall is he and what is his net worth in 2024? If you do not know, we have prepared this article about details of Dean Winters’s short biography-wiki, career, professional life, personal life, today’s net worth, age, height, weight, and more facts. Well, if you’re ready, let’s start.

Early Life & Biography

Dean Winters was born as Dean Gerard Winters, on July 20, 1964, in New York City. He, along with two brothers Scott William Winters and Brad Winters and a sister Blair Winters was raised by Patrick and Magna Winters. His father was an electrical engineer while his mother was a housewife. Both his brothers worked in the entertainment industry. His mother passed away when he was young.

He spent most of his childhood on Long Island. He attended “Hommocks Middle School.” Dean Winters shifted to Arizona to live with his grandparents and attended “Chaparral High School,” in Scottsdale. He never had any interest in acting or any other aspect of the performance arts. He graduated from “Brophy College Preparatory” in Phoenix.

After his graduation, he enrolled at “Colorado College,” then further went to London to study art history. While studying in London, he did modeling to earn some pocket money. Later, he moved back to Manhattan and started bartending in bars and pubs. At age 20, Dean got an interest in acting, and so did few theatres and began auditioning for roles in films and television.

Personal Life

In 2009, Dean Winters suffered from a bad bacterial infection and also suffered a cardiac arrest while he was being taken to hospital. He remained in intensive care for three weeks. Next year, he developed Gangrene, which led to the amputation of two toes and half of one thumb. He also had major reconstructive surgery on his left arm.

He is not yet married and said to have relationships with actress Jennifer Esposito and Maggie Marzigiliano. Dean Winters has made a custom of keeping his own life a mystery and doesn’t share anything much. Dean Winters is active on social media. He has 22.5k followers on Instagram and 26.4K followers on Twitter.

Age, Height, and Weight

Being born on 20 July 1964, Dean Winters is 59 years old as of today’s date 16th June 2024. His height is 1.83 m tall, and his weight is 75 kg.


Dean debuted in 1995 as “Tom Marans” in the drama series “Homicide: Life on the Street” and continues to appear in three episodes of the series. He played small roles in different series such as “NYPD Blue” and “The Playroom.” He got his first break in 1197 when he was selected for a supporting role in the “Conspiracy Theory,” alongside Mel Gibson, where he played the role of Cleet.

He was followed by doing a supporting role in “Lifebreath.” After this, Dean appeared as Ryan O’Reilly in “Oz,” which premiered in 1997. His role was widely appreciated. In 1999, he bagged the leading role of his career in the Canadian comedy film “Undercover Angel.”

Dean, in his television career, kept appearing in guest roles in series such as “New York Undercover” and “Sex and the City.” In 1999, he appeared in a recurring role as “Brian Cassidy” in a drama series “Law & Order: Special Victims Unit.” In 2000, he continued to appear in supporting roles in films like “Brooklyn Bound,” “Love Rome,” ‘”Dead Calling,” and “P.S. I Love You.” He got some guest roles in “The Twilight Zone” and “Third Watch,” and then appeared to play a lead role as “Johnny Gavin” in the series “Rescue Me.” In 2006, he appeared in another recurring role in the series “30 Rock”.

His character “Dennis Duffy” became very popular. In 2008, he appeared in yet another”, followed by appearing in a recurring role as “Detective Keith “The Vulture’ Pembroke” in “Brooklyn Nine-Nine,” “Battle Creek,” and “Divorce.” In 2010, Dean appeared as “Mayhem” as a recurring character in a new television and radio advertising campaign for Allstate Insurance created by the advertising agency Leo Burnett Chicago. In 2019, he appeared in a short drama film, “A Civilized Life.”

Awards & Achievements

As far as awards are concerned, Dean received a “Gold Derby” nomination for “Best Guest Actor” for his famous character “Dennis Duffy” in series 30 rock. His short movie film “A Civilized Life,” earned many nominations and awards.

Net Worth & Salary of Dean Winters in 2024

Dean Winters Net Worth
Dean Winters Net Worth

As of June 2024, The estimated net worth of Dean Winters is $6 million. His major source of income is his successful acting career. He has appeared in some of the blockbuster superhit movies like P.S I Love You, John Wick, and Teenage Mutant Ninja Turtles: Out of the Shadows and some highly-rated television series like Brooklyn nine-nine, American Gods, 30 Rock, and Oz. He has performed in more than 25 Hollywood movies and 30 television series in his career. He has also given his voice in the animated series American Dad!

Dean Winters has been a big face on the silver screen, entertaining everybody for over two decades. His career took off playing Ryan O’Reilly on the HBO cult hit Oz and became instantly popular as “Mayhem.” He has made his mark by acting in television and supporting role films. He had a successful career in acting and has earned a lot of praise and critical acclaim for his work. He gone through multiple surgeries and had nearly died once, but didn’t put a full stop to his career. He continued to entertain and win the hearts of people by working in various TV series and movies.


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