I realized that this it hasn't been discuss a lot before and funnily I've had a hard time finding one.

The closest I've ever found is Julia Roberts 5'8" and Eric Roberts supposedly only 5'9"

Male celebrities who are shorter or same height as their sister or mother?

And while not equally interesting of a subject, the following are also worth mentioning and easier to find.

6'4 Chris and Liam Hemsworth and 5'9" Luke Hemsworth
Male celebrities who are shorter or same height as their sister or mother?

6'5" Randy Quaid and 6' Dennis Quaid
Male celebrities who are shorter or same height as their sister or mother?

5'4" Emilio Estevez, 5'9" Martin Sheen and 5'7" father Charlie Sheen
Male celebrities who are shorter or same height as their sister or mother?

5'10" James Franco and 5'6" Dave Franco
Male celebrities who are shorter or same height as their sister or mother?

6'3" Ben Affleck and 5'9" Casey Affleck
Male celebrities who are shorter or same height as their sister or mother?