I'd say that pretty much everything by Springsteen has merit, but there are certainly stylistic variations between albums and periods.
If you liked the stripped-down acoustic show, then you MUST check out his two acoustic albums - Nebraska and The Ghost of Tom Joad. Nebraska is very raw (recorded in his home studio to two-track) and has long been very highly regarded. Tom Joad is more polished but IMHO is vastly under-appreciated; it's by far my most-frequently-played Springsteen album. Be warned that these albums have little of the uplifting redemptive quality that permeates most of the rest of his work - these are definately dark albums.
I'm looking forward to the Born To Run re-release as the existing releases all suffer from pretty poor sound quality. I'm not thrilled at shelling out for extras, but I guess I'll do it. Born to Run would get my vote as "Best Rock and Roll Album" - not necessarily best overall album (although it's almost unarguably top-10), but the one that most successfully captures the wild emotion and power of the promise of R'n'R. Hard to believe it's almost 30 years old.....
As far as the rest of the catalog goes it's all at least good, and to be honest I think I'm only just realizing just how consistently good Springsteen has been over a 30-year career without ever really straying from his core vision. I find the earlier stuff somewhat more compelling than his later work, although thematically and stylistically there is a lot of similarity and the newer stuff is far from weak. Possible safe bets: The River is a double album and is pretty representative; Greetings from Asbury Park is his first album and the one that showed his initial promise; Tunnel of Love is another lower-key album that flew under the radar a bit but is very strong. Of course, you could do worse than just picking up everything prior to Born in the Usa (that would be up through Nebraska) and going from there.