Anna, as beautiful and winsome as ever, was spotted trying to hide a baby bump late last year. She's engaged to Enrique Iglesias. Anna is now 29, which puts her at the tail end of playing professional tennis. Billie Jean King played into her early thirties but that's rare. So it's likely that Anna is planning the next phase of her life.
She was quite injury prone during her career and it forced her out of the game in the end. She still plays, but not on the WTA Tour. Last I heard, she confirmed that she'll team up with Martina Hingis (her former doubles partner, with whom she was ranked #1 in the world) in one of the invitational exhibition events at Wimbledon this year. It'll be interesting to see if she does!