Doesn't seem like too bad of a deal to me. If he were to knock off a couple hundred of bucks, I think you would be making out pretty good. Price out all of the accessories new if you want to feel better about the deal. 
One problem is he has to charge sales tax, that's at least another 300 dollars.bmurph, that tractor is from mikes sales and service in glasford iL,
i was down there for parts, and was checking it out while he was fixing it,
i was acually on the phone with him the other day and he was trying to sell it to me
lol. nice tractor for sure, mike is a good guy, he goes through them and makes them work properly before he sells. price is fair, i know what he paid for it, and now what hes selling it for. nice setup, if you buy, im sure you wont be dissapointed
So offer to buy it for $4700+ tax.. Or offer to buy for $5150. Dealers have to charge tax. If the extra $300 is a deal breaker for you, then keep looking.. From the pics in the ad, it looks like a nice machine, and with the blower for that money, its not a bad deal, even at $5300.One problem is he has to charge sales tax, that's at least another 300 dollars.
Maybe I'm just too cheap?