That "trashy corner" was probably where the early owners burned their trash. I frequently run into such situations at older homes and farms. They didn't have trash pick up service back then. They're generally tough, lots of burnt iron, broken glass and the worse.....coal ash and clinkers. Save that area for last, do the rest of the property. It'll get ya warmed up on the machine again and maybe give you some encouragement.
Use good technique and look for high probability locations. Anywhere people sat, stairs, rock walls etc. Where was the outhouse? where was the clothes line (usually on the south facing side). Where was the tree swing, pic-nic table etc. Where would people park, wagon, horse or early car, that's where they'd reach into their pocket for the key's. Jingle jingle! Also along the walk to entry ways. I've always done well, on older homes, where the driveway meets the road. Both corners. Where people would meet the milkman and pay them etc, kids would wait or meet to be picked up or walk to school.
Good luck. Sounds like a good location indeed.