I've seen this reaction before and it always puzzles me. I can understand why it's (marginally) more interesting to walk down a street with varied houses than uniform ones, but not why it's better to live in such a street. If you moved to the next house along every few days specifically to get a new environment I could see the problem, but since you're only living in one house in the long term it makes little difference what the others are like when you're inside (or when you're in the hypothetical shared social space), which is almost all of the time.

For the same reason that The Stepford Wives was a creepy movie? There's a place near my town where they clear cut all the tree off the top of a mountain. Then, they built hundreds of houses and townhouses that all look exactly the same. Every time I drive through there I feel like I'm in the Twilight Zone. The entire place makes the hair on my neck stand on end just due to the sterile and fake nature of the entire place. It feels planned by committee, abnormal, and out of place, not like a place that grew up naturally over time.

For the same price, many people would rather have a newer house hooked into newer infrastructure and more space.