I doubt it. The Explorer is no sports car, and the only mainstream enthusiast that would consider it is the off-road enthusiast which usually will go for a Cherokee instead (TTB and transmission are not marks in the Explorer's favor, nor is the lack of aftermarket support).
The first gen Explorer is about at its lowest point in value right now I think. The majority I see driving around are welfare rides that are on their last legs, waiting for a transmission failure to doom them to a scrapyard. Us Explorer fans are truly in the minority and the general public sees them as disposable transportation like everything else these days. I don't expect values for these trucks to ever rise, honestly, though they are probably stable now since a solid and clean one is still worth the "old workhorse" average market price.
I realize this post has a negative tone but it's the way I see it. I love my Explorers though and don't mind having something uncommon. I like getting compliments from the average joe on the street that can't believe a 94 model truck has such great looking original paint. It just doesn't compute in most people's minds that a 20 year old truck could be well maintained enough to look awesome, when their personal vehicular appliance is trashed by the time it is paid off.