Like the new pics, second one's good. I don't see anything that says "don't buy him!" looks ok overall. Don't like his front legs, but a good farrier visit would probably change that overall look. My exception to the previous comment is that the roach is still there. Regardless of issues with the roach back itself it will make it difficult to fit a saddle combined with his back being short (is it just me where it looks short in the new pics?) and his nice long bony withers and I'm going to guess it's a p.i.t.a. To fit a saddle to this guy. As said, still concerns about the way he stands, which is maybe related to the other stuff I just said.
So, solid decent confo looks sweet. (He looks slimmer in these but still round lol)
Confo issues-roach back! (side issue saddle fit, and potential problems with the roach).
Needs better trimmer, look at front legs closely in person to try and determine if the feet are affecting them.
Standing oddly, an issue somewhere?
I think he's worth looking at if you are willing to do a THOROUGH vet exam (vet should be able to cover all the mentioned concerns besides doing the basic physical/xrays/whatever and I personally trust my vet where I can say "will this horse work for ME?") before proceeding further and being ready to say no and not jump in over your head.
As far as your use for him. I think he'd be a good pleasure mount (provided he passes the vet exam..) but as far as dressage I can't picture him doing well. No knowledge on this but I would imagine having a horse with a noticeable roach would be able to perform comfortably. He just doesn't look like he would be good for dressage though I can't really explain why. If you just want to bum around go for it, but anything beyond that, even (in my non educated opinion!) any lower level stuff/showing I would pass. Depends on how focused you are in that area.
So go see him, talk to your vet, ask if the horse would be suitable for the work you want to do. The vet may think he can't/won't be comfortable and you will have to make a decision on how much you want to do dressage or something or he may even say "this horse has issues I would suggest you not look any further" or quite possibly "I think this horse is perfect for what you have in mind".
Who knows. Keep us updated!
Just an aside, one of my horses (the one I actually bought and actually did a PPE on) has some issues. Vet discovered an old DDFT (tendon) injury and a mild heart murmur (maybe something else too don't remember). Vet said wrap his legs when you work him and he'll be perfect for you. Is he going to be going to Rolex next year? No (laughing as I picture this horse doing Rolex but OT) but as a light pleasure mount he is fine. We don't do anything to stress his leg. His heart murmur is irrelevant, he's not galloping around for hours, he is (health wise) suitable for everything but the very most strenuous work, which we do not do anyways (For the record, I have a heart murmur myself, they didn't bother noting it until I was 15 or so and then did a lot of testing and determined it was absolutely nothing. My aunt had the same thing, so it doesn't mean much.)
So something like "heart murmur" can mean pretty much nothing or of course can be something serious, but as a buyer how big an issue something is, is extremely relevant to your goals. If I was looking for my Rolex mount, healthwise, I wouldn't even consider this horse for a second. For a pleasure mount his "issues" are barely note worthy.