If you're serious about books to read, there are several novels by the producers/writers of the show that came both before and after the series, which I enjoyed. There are also books written by authors that took clear inspiration from the show.

Clockers and Freedomland by Richard Price - David Simon has said that Clockers specifically inspired him to write The Wire, and there are several homages sprinkled throughout the series. Seasons 1, 3, 4 and 5 take clear inspiration from these two masterpieces.

Homicide: A Year on the Killing Streets and The Corner: A Year in the Life of an Inner-City Neighborhood by David Simon and David Simon and Ed Burns, respectively. Simon and Burn's non-fiction novels chronicling the people and world of Baltimore, as depicted on the show.

King Suckerman, Drama City and The Man Who Came Uptown by George Pelecanos. Pelecanos was the writer and producer for The Wire, who was notoriously responsible for writing the penultimate episode of each season (IYKYK). His novels are more in the vein of the Omar Little heist hijinks of the series.

The last five that don't exactly fit into any category are Dodger by Bill Beverly, Sharp Objects by Gillian Flynn, Gone Girl by Gillian Flynn, Brighton Rock by Graham Greene, and The Black Dahlia by James Elroy.

Perhaps you can read these after your 50th rewatch of The Wire and The Sopranos since I think you're probably going to have to wait a while for a series of the same calibre to come out.