Dean Winters- Wiki, Age, Height, Net Worth, Girlfriend, Career

Dean Winters

Dean Gerard Winters is an actor from the United States. He is best known for playing Ryan O’Reilly on HBO’s prison drama “Oz,” as well as “Brooklyn Nine-Nine.” When he was growing up, he had little desire or interest in being an actor. Dean’s younger brother was studying to be an actress, so he followed in his footsteps and enrolled in an acting school. In 1997, he made his acting debut in the television series “Oz,” where he played a recurring role that later became a regular.

Quick Facts

Real NameDean Winters
Nick NameDean
Famous AsActor
Age60 years old
BirthdayJuly 20, 1964
BirthplaceNew York, USA
Birth SignCancer
EthnicityIrish And Italian
Heightapprox. 6 ft
Weightapprox. 78 Kg
Body MeasurementsN/A
Bra Cup SizeN/A
Eye ColorGray
Hair ColorBlack
Shoe SizeN/A
Net Worthapprox. $5 million
Favorite FoodsFast Foods
HobbiesActing, Reading Books

Dean Winters Biography

Dean Winters was born in the United States on July 20, 1964, in New York City. He is 60 years old right now. His father was an electrical engineer, and his mother was a stay-at-home mom. He grew up on Long Island with two brothers and a niece. His mother died when he was still a small child.

Dean Winters Childhood

Dean was a Hommocks Middle School student. Later, he moved to Arizona to live with his grandparents and attended Scottsdale’s Chaparral High School. He graduated from Brophy College Preparatory in Phoenix with a high school diploma. Following his graduation, he enrolled at Colorado College. He then went on to study art history in London. While studying in London, he worked as a model to supplement his income. He returned to Manhattan after that and began working as a bartender in pubs and bars. He also attended the Royal Academy of Dramatic Art in London for a summer intensive. In the late 2000s, he became interested in pursuing an acting career and began appearing in theatre and auditioning for roles in films and television.


Dean made his acting debut in 1995 when he played Tom Marans in the police procedural drama series “Homicide: Life on the Street,” which he reprised in three episodes. He got a few more small parts in shows like “NYPD Blue” and “The Playroom.” He landed an ample opportunity by starring in a supporting role in a political thriller.

In the film Lifebreath, he also played a supporting role. He met writer Tom Fontana, who eventually offered him a part in the television series “Oz” while bartending in NYC with his brother. It first aired in 1997. Finally, in 1999, he landed his first leading role in the Canadian comedy film “Undercover Angel.” Dean continued to appear in guest roles on television shows such as “New York Undercover” and “Sex and the City.” In the same year, he made another big breakthrough when he was cast as Brian Cassidy in the police procedural drama series “Law & Order: Special Victims Unit.”

Deans Winters Boyfriend, Dating

Dean had a severe bacterial infection in 2009, and when being transported to the hospital, he had a cardiac arrest. For three weeks, he was in intensive care. He contracted gangrene and had two toes and part of one thumb amputated. Dean has had relationships with Jennifer Esposito and Maggie Marzigiliano, both actresses.

Height and Weight

Dean is of the white race and is of American nationality. Dean is also 6 feet tall and weighs about 78 kilograms. Additionally, his hair is dark brown, and his eyes are light brown.

Dean Winters’s Net Worth

Dean has a lavish lifestyle. He is a well-known actor who has amassed a large fortune in addition to his celebrity. As of February 2024, Winters’ current net worth is estimated to be around USD 5 million.