As a child, Cumberbatch participated in church choir and the All City High School Chorus, then studied at Herbert H. Lehman College.

After training, she began her solo career, influenced by such artists as Carmen McRae, Sarah Vaughan, Ella Fitzgerald, and Nancy Wilson.

She joined "The Magnificent Trio," which consisted of Mark Johnson, Donald Smith, and Rachiim Ausar-Sahu.

In live performances, when not performing with her trio, Cumberbatch has sung with Hannibal Peterson, Kimati Dinizulu and the Kotoko Society, the Brooklyn Philharmonic, Diedre Murray, the Kronos Quartet, Akyenee Baako and Drumsong Productions, the Hank Doughty/Ray Abrams Big Band, and the Cliff Smalls Septet.

She has performed in the Caribbean, Europe, and Canada, and frequently at jazz clubs and festivals in New York City.