Asha Bhosle's singing career can be considered having four milestones — Naya Daur (1957), Teesri Manzil (1966), Umrao Jaan (1981) and Rangeela (1995).

Naya Daur, 1957

Asha Bhosle's first big success was B R Chopra's Naya Daur ("The New Age", 1957). Her duets with Rafi like Maang ke saath tumhara, Saathi haath badhana and Uden jab jab zulfein teri, penned by Sahir Ludhianvi and composed by O. P. Nayyar, gave her recognition. Asha and O P Nayyar had worked earlier as well. But it was the first time that she had got to sing all the songs for the lead actress. B R Chopra, the producer of Naya Daur recognized her talent and got her to sing in many of his later films including Waqt and Gumraah, Humraaz, Aadmi Aur Insaan, Dhund etc.

Teesri Manzil, 1966

Asha Bhosle became a pop crooner with Rahul Dev Burman's Teesri Manzil (1966). When she first listened to the tune of the song Aaja Aaja, she felt that she would not be able to sing the Western dance number. R D Burman offered to change the music. She was offended a bit and took it as a challenge to sing the song. After rehearsing for 10 days, when she finally sang the song, an impressed R D Burman handed her a 100-rupee note. Aaja Aaja and other songs of the film, O Haseena Zulfonwali and O Mere Sona Re (all three duets with Rafi, another popular Bollywood singer), became rage of the day. Shammi Kapoor, the actor of the movie, once said – "If I did not have Mohammad Rafi to sing for me, I would have got Asha Bhosle to do the job".

Umrao Jaan, 1981

By 1980s, Asha Bhosle had been stereotyped as a "cabaret singer" and a "pop crooner". In Rekha-starrer Umrao Jaan, she sang ghazals like Dil cheez kya hai, In aankhon ki masti ke, Ye kya jagah hai doston and Justju jiski thi. The songs proved her capable of doing fairly serious songs. The music director Khayyam, had lowered her pitch by half a note. Asha herself was surprised that she could sing so differently. The ghazals won her the first National Award of her career and proved her versatility.

Rangeela, 1995

In 1995, a 62-year old Asha Bhosle did playback for young actress Urmila Matondkar in the movie Rangeela. She pleasantly surprised her fans with superhit songs like Tanha Tanha and Rangeela Re. The songs were composed by iconoclastic music director A. R. Rahman, who went on to record many more songs with her. Particularly notable was Asha Bhosle's first song with A R Rahman, Tanha Tanha, an oomph-oozing number.