I'm not an expert in horse conformation, but even I can tell this horse is nothing but a bad decision. He's very cute, and I love his coloring - but he's a mess. His physical condition could be described as "meh" at best, and he screams "leg problems!"
I don't know how much they are asking for this guy, but you are better off spending your money elsewhere. I don't know how the market is near you, but in VA that horse would not be sold, he would be given away or sold for $100 to the kill buyer at auction. I'm not saying that to be judgmental, as I understand getting attached to a sweet horse that you want to bring home, but to pay for a horse in his condition is ridiculous.
If you go to auction you can often find broke, sound, solid horses who have simply fallen on hard times for $600 or less. Look at the fuglyhorseoftheday blog and search "auction." You can see a lot of examples of GREAT horses that went to kill because no one would bid $50 more than the kill buyer for them.
My suggestion is to take an experienced vet or trainer with you (buy them lunch & a drink or pay them for their time) and go to auction and save a horse that not only tugs at your heartstrings but is a good fit for yourself and your experience level. He's probably very sweet, but he'll be expensive and will not suit your needs. You can't save every one - try saving a horse that you'll be happy with 5 years down the road.