I'm more impressed with Dylan's songwriting than his performing or interpretation of his songs on recordings.
I do like some of his songs ("Like a Rolling Stone", "Positively Fourth Street", "A Hard Rain's a Gonna Fall" for starters) and he did lead, from the front foot, a generation of people throughout the 1960s who demanded change. He could have easily sung about the farm and life in general but purposely, at times, chose to take on The Establishment and called them out. His name became synonymous with the term: Protest Song.
In reference to this Thread, is the guitar worth a million dollars - or close to it? In sheer terms of the guitar, No. It's maybe worth US$25000 - which is the price thereabouts for a decent Strat of the era.
However, Dylan took the stage with this guitar and set off a chain of events that changed a section of music forever. Dylan used many guitars before this one, he probably played an electric or two shortly before he took the stage with this Strat, but this is the Strat he chose to walk on stage with. Of course he's played many guitars since and it obviously wasn't his number 1 guitar or he would not have 'left it on the plane'. So, historically, it was a tool for change. Is that worth a Million dollars? Someone thought so, it seems.