Which Film Has Been Re-made The Most Times?

Very debatable indeed. Some would also say Dicken's "A Christmas Carol" a.k.a. "Scrooge" has been remade, reworked, refilmed etc. more times than any other title.

The most re-made film of all time is debatable, as it can be separated into films that have actually been recreated with the same plot and characters, e.g. Psycho (1960 and 1998) and The Italian Job (1969 and 2003), or films that re-make the same original story, e.g. Frankenstein or Romeo and Juliet.

The Guinness Book of Records cites Cinderella as the most filmed story, along with Dracula and Zorro. Additionally, Sweeney Todd has been remade five times since the 1936 original in different incarnations, including a proposed 2007 version.

Anna and the King, Great Expectations, The Hunchbank of Notre Dame are among those that have been remade three times, while numerous films have been remade from the originals. Among the most famous re-makes are The Thing (1982 from 1951), King Kong (2005 from 1933), Scarface (1983 and 1932.), West Side Story and The Thomas Crown Affair. Other less successful remakes include the above-mentioned Psycho, Planet of the Apes and Alfie.

I don't know, Checking Wikipedia about Robin Hood lists over 20 versions of it

The secret garden was re-made a few times. I list this one because it was recreated almost word for word and not turned into some fancy Cinderella story. Annie was remade also, but the first is still the best.

A Christmas Carol

Madame X has been made and re-made 4 times.

Freaky Friday , The Goodbye Girl, Annie, Footloose.