[7] Her major hits with Prosenjit Chatterjee include Alingan (1990), Shraddhanjali (1993), Lathi (1996), Sakhi Tumi Kar (1996), Chandragrahan (1997), Ranokhetro (1998), Sajani Aamar Sohag (2000) and Trishul (2000) to name few.

She made her Bollywood debut in National Award winning director Jyoti Sarup's Naya Zaher (1991).

[8] She made her directorial debut with Abhinetri (2006), which was an unequivocal reflection of the life and career of Bengali matinee idol Suchitra Sen.[9] The film turned out to be a commercial as well as critical failure.

She went on to convey hits such as Nandan Dasgupta's Prem Pujari (1991), Deb Singha's Adhikar (1992), Guru Bagchi's Pennam Kolkata (1992), Prashanta Nanda's Ghar Sansar (1993), Lal Pan Bibi (1994), Srikanta Guhathakurta's Shraddhanjali (1993), Chiranjeet Chakraborty's Sansar Sangram (1995), Swapan Saha's Sakhi Tumi Kar (1996) and Anjan Banerjee's Chandragrahan (1997) to name a few.

She made her Bollywood debut in National Award winning director Jyoti Sarup's Naya Zaher (1991).

[14][15] In 1992, Roy was approached to play the role of Sathi in Sreekanta Guha Thakurta's love-triangle film Shraddhanjali (1993).

[12] Prosenjit Chatterjee who played Amit in the film, mediated in this regard stating that he would tackle both the actresses.

[17] Still she managed to feature opposite Chatterjee in commercially successful Bengali films such as Lathi (1996), Sakhi Tumi Kar (1996), Bakul Priya (1997), Bidroho (1997), Chandragrahan (1997), Ranokhetro (1998), Swamir Aadesh (1998), Kalankini Badhu (2000), Sajoni Aamar Sohag (2000), Shapath Nilam (2000) and Trishul (2000).

Swapan Saha cast her alongside Tapas Pal, Abhishek Chatterjee and Rituparna Sengupta in his family drama Sukh Dukkher Sansar (2003).

[20] Though a disaster at box office, the film fetched her another BFJA Award for Best Actress in a Supporting role in 2005.

[27][28] Roy cast Rituparna Sengupta opposite Tapas Paul in her directorial venture Om Shanti (2012).

She became the Member of Parliament, having won in the Lok Sabha election on a Trinamool Congress ticket from the Birbhum constituency of West Bengal in 2009.