@doctor Bob, just my tuppence worth as an owner of a handful of Series vehicles, including the current 1960 S2 and 1961 S2a:
I love them. They make me smile, they make others smile, they attract lots of waves from other motorists and, provided you’re comfortable with their limitations, they are instantly recognisable, timeless, classless icons.
Regarding value, originality is all. How many components have been overhauled and preserved vs replaced? Aside from the obvious, e.g. engine, gearbox axles and registration number, little things like the carburettor, distributor, lights, switchgear, original accessories, etc. all make a big difference.
If in doubt, consult James Taylor’s excellent book:
Land Rover Series II and IIa Specification Guide.
There is a general preference for SWB (88”) petrol models but all will find a home.
As you’re likely aware, there is also a significant difference between a Series II (1958-1961) and a IIa; they may look near-identical but approx. four times more IIa’s were built.
Finally, the Series 2/2a club, forum and Facebook group is a fantastic resource, well worth the annual subs.
I hope it’s what you’re looking for and be sure to post a pic if you go for it!