As the youngest of the four children, Roshan was born on 21 March 1975 in Hanguranketha, city near Kandy, Sri Lanka.

His mother Mallika Pilapitiya is also a retired actress,[2] where she recorded the first female lead role of Sri Lanka's first outdoor movie Rekava in 1956 directed by Lester James Peries.

Pilapitiya lead the role of remake of film Hatharadenaama Soorayo in 2008, which was originally led by Vijaya Kumaratunga.

[8] Pilapitya made his acting debut with teledrama Golu Hadawatha (1988), which was directed by popular director Lester James Peries.

He played the main part of several commercial successes such as Mandakini (1999), Daru Upatha (2001), Rajjumala (2004), Dhana Rina (2007) and critically acclaimed act in teledramas such as Ek Murgaanganaawiyak.