What are you focused on as a buyer when you walk through a home you might purchase?
[1] Does this home work well for my needs?
[2] Will this home be easy for me to sell when that time comes?
Thankfully, with many homes, the answer to both questions can be "yes" - but that is not always the case.
Sometimes, you'll walk through a home that is just perfect for you -- but you started to wonder whether this aspect or that aspect of the home will make it more challenging for you to sell it when that time comes.
We should talk about those aspects of the home, acknowledge them, discuss whether they might impact the future resale of the home, talk about your intended length of ownership of the house, and then... focus in again on how the home works for your needs.
After all, you should be buying a home for yourself, not the next owner.
Certainly, if there is a high likelihood that you will need to sell the home again within a very short timeframe, perhaps we think a bit more about the future sellability of the house -- but in most circumstances, I'll encourage you to be focusing on how any particular house works well for you... rather than the next owner.