Interesting configuration...lol.
I'm beyond anal when it comes to my sim residences. My sims (the rich ones at least) always live in highly stylized residences, and b/c additions in most cases ruin the "look" of the house, I rarely add them. When my sims need to trade up, I move them. My sims get schlepped around quite a bit.
Oh, I'm quite the opposite. My sims build on, unless the lot gets seriously glitched up. Ad my simshave a lot of furniture scattered around the lawn.