Jul 7, 2021 WalletHub has just come out with their picks for the Best and Worst Cities for First-Time Homebuyers, so if you’re looking, you may want to listen up. The site looked at 300 different U.S. cities, judging them on 22 key indicators, in areas of affordability, and quality of life, as well as the real estate market. Chesapeake tops the list and 3 other cities in the 757 made the Top 10 (and 4 local cities are in the Top 25).