The Jackson Rooming House has seen some famous faces in over the years. The home has offered boarding to Ray Charles, Ella Fitzgerald, James Brown, Cab Calloway, and William James Count Basie, and even Jackie Robinson .They were in town, as Tampa was and still has an active nightlife. There was a black business district on Central Avenue until the 1960s that had nightclubs, and these performers would perform at them.
In a period called the Urban Renewal in the 1970s, the areas surrounding the home were destroyed or leveled. This home is the lone survivor left from the vibrant Central Avenue district. Vacant lots still surround the home today.
The Jackson Rooming House was eventually handed down to their grandchildren and the rooming house closed in 1989. Since then, the home has fallen on hard times. Today the roof is battered and the interior is falling apart. Over the years, the Jackson's grandson, Willie Robinson Jr. has done his best at preserving the property, but has been faced with violations from code enforcement. There has been a lot of controversy over the future of the home the past few years involving Mayor Buckhorn. Today the future of the home still remains unclear.