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Courtney Leigh Winston

Meet Courtney

Courtney Leigh Winston has a decade’s worth of trial experience. She has tried dozens of cases in general district and circuit courts and has represented clients in criminal and civil trials. Her wide breadth of legal knowledge allows Courtney to talk to her clients about all the implications of our justice system.

Courtney got her first taste of the courtroom while working at the Central Virginia Legal Aid Society, where she represented clients in unemployment and landlord-tenant disputes.  From there, she transitioned to criminal defense and worked alongside David P. Baugh. In her previous work as a criminal defense attorney and in her current work as a civil plaintiff’s attorney, Courtney dedicates her career to representing people when the odds are stacked against them. At Allen & Allen, she prides herself on giving a voice to the voiceless and is the fearless advocate that her clients need.

Clients describe Courtney as responsive, compassionate, and willing to go the extra mile. Her personal injury cases have reached six-figure settlements and verdicts. She makes it a point to be the most prepared person in the courtroom and enjoys “nerding out” about legal nuances. Courtney’s practice includes motor vehicle crash, premises liability, wrongful death, dog bites, pedestrian, and sexual abuse cases. She is currently the Editor of the Allen & Allen blog.

Courtney enjoys practicing yoga and is a certified Bikram yoga instructor. In her spare time, she learns about new places and cultures through travel and food, and is particularly fond of the Caribbean. She is married to the restaurant industry (her husband owns a restaurant and brewery) and takes full advantage of the Richmond dining and arts scene.

Courtney speaks Spanish. She had a destination wedding in Mexico and travels back to Isla Mujures as often as she can.


  • Trial Attorney, Allen, Allen, Allen & Allen (2021-Present)
  • Trial Attorney, Christina Pendleton & Associates (2019-2021)
  • Trial Attorney, David P. Baugh, PLC | Courtney Leigh Winston, PLC (2013-2019)
  • Volunteer Attorney, Central Virginia Legal Aid Society (2012-2013)

Bar Admissions

  • Licensed to practice law in the Commonwealth of Virginia
  • United States Eastern District of Virginia


  • Juris Doctor, Howard University School of Law (2012)
  • Bachelor of Arts in Spanish and Foreign Affairs, University of Virginia – Dean’s List (2009)
  • University of Virginia in Valencia, Study Abroad

Professional Affiliations

  • Trial.School.orgâ„¢, Content Committee Chairperson and Advisory Board
  • American Association for Justice
  • Virginia Trial Lawyers Association, Women’s Caucus and Young Lawyers Committee
  • Richmond Bar Association
  • Society of Women’s Trial Lawyers