What is Dean Winters Net Worth?

Dean Winters Net Worth is US$ 6 Million as of 2022.

Net Worth:US$ 6 Million
Born:July 20, 1964 (59 Years)
Full Name:Dean Gerard Winters
Height:6’ 1”
Country of Origin:The United States
Source of Wealth:Actor
Marital Status:Single
Spouse (s):Kathleen Coen
Famous For:Ryan O’Reily


Dean Winters is an American actor. Dean is famous for his characters in the series “Brooklyn Nine-Nine” and “Oz”. While aging, Winters has not been interested in acting. Dean was not fascinated by the acting profession. With his younger brother, he joined the interim institution. In 1995 Winters appeared on a television show named “Homicide: Life on the Street”. It was his debut. Dean’s breakthrough point in his career was in 1997 when he performed in the series “Oz” as a repeated character. Then Dean performed in various series such as “Brooklyn Nine-Nine”, “Divorce”, “Battle Creek”, and others. Dean played supporting roles in the movies like “Don Peyote” and “John Wick” in his career.



  • He was Nominee OFTA Television Award – Best Guest Actor in a Comedy Series
  • He was Nominee Gold Derby TV Award – Comedy Guest Actor


He was Nominee Gold Derby TV Award – Comedy Guest Actor of the Decade


He was Nominee Grand Jury Prize – Best Short Category Overall A Civilized Life


  • He Won HIMPFF Award – Best Picture – A Civilized Life
  • He Won Best Narrative Short – A Civilized Life


  • He was Nominee of Best Short Film – A Civilized Life
  • He was Nominated for Best Australian Short Film – A Civilized Life

Early Life

Dean Winters was born in 1964 in New York City. His father was an electrical engineer, and his mother was a housewife. Dean has grown up with his sister and two siblings. He completed schooling at Hommocks Middle School. At Brophy College Preparatory,’ in Phoenix, Dean finished his graduation. He worked as a model to earn money while studying in London. While growing up, he was not fascinated by the acting profession. Then Dean joined art school with his younger brother, where William Esper was their trainer. Dean started performing in theatre and began auditioning for television and movies.


In 1995 Dean Winters started his acting career. He performed in “Homicide: Life on the Street series” as Tom Maran’s character, Dean continued his character for three episodes. Dean started performing minor roles in the movies like “The Playroom” and “NYPD Blue”. Winters got a great opportunity, and he was selected for the thriller role in “Conspiracy Theory”. He served the character of ‘Cleet’ in this movie a great success. Winters performed in the “Life Breath” movie in a supporting role.

Dean was a bartender in New York City. Dean and his brother met Tom Fontana, their best friend, and writer. Tom Fontana gave a chance to Dean to perform in his telly show named “Oz.” This series was launched in 1997 and it was the breakthrough point of his career. In the “Oz series”, Dean appeared in the role of ‘Ryan O’Reily’. This series earned colossal success. His performance in the Oz series was hugely admired. The Oz series continued for six seasons.

In 1999 the Canadian actor received the comedy movie “Undercover Angel.” The movie obtained regular ratings. On television, Dean mostly starred as guest characters in shows like “S*x and the City” and “New York Undercover”. Dean Winters performed in the action series “Law & Order: Special Victims Unit” in Brian Cassidy’s role, and the movie was successful. Dean served for 19 episodes of the series. His other most successful movie in 2007 was “P.S. I Love You”.

He mostly performed as supporting characters in the movies like “Dead Calling”, “Love Rome”, and “Brooklyn Bound”. Winters was a guest in shows like “Third Watch” and “The Twilight Zone”. In the “Rescue Me” series Dean appeared in the prominent role of ‘Johnny Gavin’. Then Dean did the 30 Rock series. His ‘Dennis Duffy’ character was the most famous. Winters was nominated for ‘Best Guest Actor‘ and ‘Gold Derby Award’ for the characters in the series. In 2008 he did a “Terminator: The Sarah Connor Chronicles” series in the role of ‘Charley Dixon’. Winters worked in the action thriller, in the role of ‘Charley Dixon’. Winters worked in the action thriller, in the role of ‘The Vulture’ Pembroke. Dean’s other significant parts in Divorce and Battle Creek

Dean Winters Net Worth Growth

Dean Winters is an American Actor and producer. His net worth is US$ 6 Million. Winters’ most famous telly series are “Law & Order: Special Victims Unit”, “Brooklyn Nine-Nine”, “Battle Creek”, and “Terminator: The Sarah Connor Chronicles”. Dean is well known for the series “Oz” as Ryan O’Reily, and his other famous series are “30 Rock” and “Rescue Me”. His noteworthy work is in movies like “Lost Girls”, “P.S. I Love You”, and “John Wick”. In 2018 Dean produced and appeared in the critically acclaimed short film “A Civilized Life.”


Here are some of the best highlights of Dean Winters


1997Conspiracy TheoryCleet
1997LifebreathChrystie’s Lover
1999Undercover AngelHarrison Tyler
2001SnipesBobby Starr
2001Bullet in the BrainBank Robber
2002Hellraiser: HellseekerTrevor
2004Brooklyn BoundDanny
2004Love RomeDean
2006Bristol BoysRandy
2006Dead CallingNick
2007P.S. I Love YouTom
2009Winter of Frozen DreamsKen Curtis
2009Today’s SpecialSteve
2010Vipers in the GrassFrank Devine
2012The WorstNight
2013The Devil You KnowJake Kelly
2014Don PeyoteGun Dealer
2014John WickAvi
2016Teenage Mutant Ninja Turtles: Out of the ShadowsBartender
2017Rough NightDetective Frazier
2018After EverythingBlake
2018Father of the YearGeoff
2018A Civilized LifeConway
2019Framing John DeLoreanJohn Valestra
2020Lost GirlsDean Bostick
2021Street JusticePatrick Hannigan
2021Christmas vs. The WaltersBrian Walters
TBARites & WrongsGianni / Orson


1995–1996Homicide: Life on the StreetTom Marans
1996NYPD BlueLarry
1996The PlayroomUnknown
1997FirehouseNick Wilkinson
1997–1999MillenniumYoung Michael Lanyard/Mr. Crocell
1997–2003OzRyan O’Reily
1998New York UndercoverPaul Delaney
1999S*x and the CityJohn McFadden
1999Saturday Night LiveRyan O’Reily
1999–2019Law & Order: Special Victims UnitBrian Cassidy
2001DeadlineDes Lonegan
2002Third WatchBill Stram
2002The Twilight ZoneGordon
2004Strip SearchNed McGarth
2004–2011Rescue MeJohnny Gavin
2005CSI: MiamiRaymond Caine
2006–201230 RockDennis Duffy
2008Law & Order: Criminal IntentMike Stoat
2008–2009Terminator: The Sarah Connor ChroniclesCharley Dixon
2008–2009Life on MarsVic Tyler
2012Up All NightCasey Brinkley
2013WestsideRobbie Carver
2013–2019Brooklyn Nine-NineDetective Keith ‘The Vulture’ Pembroke
2014American Dad!Edward
2015Battle CreekRuss Agnew
2016Unbreakable Kimmy SchmidtBunny
2016–2018DivorceTony Silvercreek
2017–2019Tangled: The SeriesAndrew
2019Berlin StationBirdman
2019WayneDaddy/Bobby Lucetti
2019American GodsMr. Town
2019City on a HillRalph Hook
2022Joe vs. CaroleJeff Lowe

Favorite Quotes from Dean Winters

Favorite Quote 1 from Dean Winters

“I’m not a big fan of shopping. I certainly am a fan of clothes, and especially people that put time into the construction of them.”

Dean Winters
Favorite Quote 2 from Dean Winters

“I have yet to do a job where I would really get to rock the great clothes. I’d love to do a job where I could wear Thom Browne.”

Dean Winters
Favorite Quote 3 from Dean Winters

“When there’s not ten feet of snow on the ground, I ride my bike down the streets of New York, and I literally hear two things out of car windows as cabs pass by me: They either yell, ‘Hey, dummy,’ or ‘Hey, Mayhem’.”

Dean Winters
Favorite Quote 4 from Dean Winters

“I grew up in New York, and I’ve always been surrounded by fashion. My grandmother used to write for ‘Vogue’ in the ’50s, and my mother was a dancer and a model.”

Dean Winters

Key Life Lessons From Dean Winters

1. Hard Effort

Do things with complete determination and deal with them until you get them.

2. Will Power

Develop an ability to control yourself and achieve a goal with solid determination.

Frequently Asked Questions

Dean Winters is well known for which character?

Dean Winters is an American actor famous for playing Ryan O’Reily in the “Oz series”.

In which Tv shows has Dean performed?

Some of the famous shows are “Oz”, “Terminator: The Sarah Connor Chronicles”, “Brooklynn Nine-Nine”, “Wayne”, etc.


Dean Gerard Winters was born in 1964, is an American actor. He is famous for his character Ryan O’Reily in the “Oz series”. Dean also worked in the Television industry, and his renowned telly series are “Oz”, “Brooklynn Nine-Nine”, “Wayne”, “Terminator: The Sarah Connor Chronicles”, “Battle Creek”, and many others. He performed in supporting roles in his early career and then appeared in the lead role. Dean is also popular for the Ironsides series. Winters’ famous series include “30 Rock”, “Law & Order: Special Victims Unit”, “Rescue Me”, and others.