An older Ramirez will be a little harder to play due to the longer scale and the higher action. The tone on it should be really good. So the question revolves more around your own style and drive to play than the guitar itself, in my opinion. My teacher equates the older long-scale Ramirez's to a formula one race car ... it is a specialized instrument built for a specialized purpose. If you choose to drive it on the highway during your daily commute you will get hard-to-use steering, poor gas milage and few comforts. If you are in a race approaching 200 mph then you want the tight steering and the other stuff that is a detriment on the highway.
If you want a "pretty" guitar, don't get the Ramirez (Jose Ramirez III would send you to a furniture store). If you are looking for easy playability, don't get the Ramirez (though the new ones are easier to play than the older long-scale ones are). If you are looking for one of the sweetest sounding, loudest, most consistant guitars out there and consider the extra work to play it a fun, fulfilling challenge, get the Ramirez.
I consider any of the long-scale Jose Ramirez III Indian Rosewood/Cedar guitars to go for around $4,000 on that not-to-be-mentioned-site...usually slightly more. Brazilian is worth somewhat more. Cracks, etc would lower the value...though normally don't affect the sound. I have seen some very scratched up, chipped, etc. Ramirez's that still sound good. I have played one of the newer Ramirez's. It seemed easier to play to me than my personal guitar. It is not as loud as the long-scales. It seemed to be well made. I have read reviews from those who love the guitars and hated them...both the long-scale and the newer ones. To balance out Michael.N's remarks I have handled 8 - 10 Ramirezs and none of them would I have hesitate to take home. My teacher has been playing and selling Ramirez's since the 70's and has seen a few "bad" ones...usually ones mistreated by the owners. The think that the new ones are inflated in price. $14,000 sounds too high for a 1a. That not-to-be-mentioned-site has one that the owner is now down to $7,000 and if it doesn't sell he says he will keep it...quite a distance from the $11,500 he says he paid for it a year or so ago.
Gil ( o )===:::
Gilbert Wade, Certified Music Practitioner
"Use the talents you possess, for the woods would be silent if no bird sang except the best." Anonymous
"I get a lot of requests...but I play anyway." from a cartoon