Answer
Yes, Bertens did finish a year ranked inside the top 5 in Singles. In 2019, she reached a career-high ranking of No. 4 in the world. That year, she won the Madrid Open, reached the quarterfinals at the French Open and Wimbledon, and the semifinals at the US Open. Bertens' consistent performances throughout the season earned her a spot in the top 5 at the end of the year.