The kid will probably pay landscapers and housekeepers to take care of the place. Or his folks will.
I find it sad so many parents don't raise their kids to be able to do chores or basic repairs. My dad had me out cutting the grass when I was 10 or 11. By junior high I was out making money cutting neighbors lawns with my trusty Lawnboy lawnmower my dad helped me buy. My savings from odd jobs are what i used to buy a used Challenger T/A when i was 16.
For some time now, I see parents out cutting the grass, who I know have teenagers. I have a friend whose a gear head, do it yourselfer type big time. Yet several years ago when I brought up this subject to him, he said he cuts the grass because he thought a power mower was too dangerous for his then teenage stepson to use. Really? When did we get so soft...
Some early 20s types were renting the house next door to me, boy that property got overgrown quickly!
But I'm going OT. In a way I'm jealous of the situation in Randys hood. There's a nice house by me that just got pulled from the market recently after about a year in the market. It was priced about 15% lower than it sold for in '06. They can't find a buyer, I feel sorry for those people.
We are 2 blocks from the train station, high rated schools, no crime, I can drive to O'hare airport in 20 minutes.
Yet houses are hard to sell in my area with the exception of a few high demand suburbs and city neighborhoods the 1%er types like. Sad to see an area steadily going downhill, and even sadder to be a passenger on a sinking ship!
So as frustrating as it is to be searching for a house, keep things in perspective at least you are in a prosperous area.