Engelmayer spoke to CNN after visiting Weinstein on Friday in the prison ward at New York's Bellevue Hospital.
He was acquitted of the more serious charges of predatory sexual assault involving the two women and one count of first-degree rape. Weinstein maintains his innocence of all charges.
"Is he sad that he made people feel angry and made people feel sad and made people feel that they felt they needed to do this? Yes," Engelmayer said. "Does he think he did anything illegal or wrong to them? No."
Weinstein is scheduled to be sentenced on March 11. Engelmayer said Weinstein is "melancholy, reflecting on what happened, from second guessing decisions to praising his team."
Although Weinstein has not had visits from any of his five children, Engelmayer says the former movie producer has been in contact with the two younger children he shares with his ex-wife, Georgina Chapman, and that their well-being is his primary concern.
"He feels bad that they might have to bear the mark of being his children and he doesn't want that pain for them but doesn't want to lose them in his life either," Engelmayer said.
Engelmayer said Weinstein "looks at the future in an ominous way, it's going to be an uphill road and he knows it."