"He was specifically targeting elderly women, this was particularly dangerous," Tierney said.
Prosecutors say the elderly women in both instances were watching TV, heard a noise outside of their home and saw Clancy outside of their windows. They say he then broke through those windows and made his way inside, where he punched, choked and sexually assaulted the women.
Clancy has a lengthy rap sheet and was on parole for robbery when these crimes happened.
Police arrested Clancy five days after the second assault on Oct. 17.
The 42-year-old homeless man is facing 25 years to life in prison if convicted on the top charge. He has pleaded not guilty to the new charges, which include aggravated sex abuse and criminal obstruction of breathing.
Clancy was remanded. His next court date is Dec. 11.