I attached some visuals to give an ideal of the type of area. 

Average person can't visualize how to fix it, but you can (create an extra bedroom for example)3.

Staging your house well can help you attract more attention from buyers, which ultimately helps it sell faster and maybe for a higher price than an unstaged home (see visual):What Are My Staging Options?

Here's a bit of visualization/data on some of the markets mentioned in this thread.

Your 1st photo is your Visual HOOK.

Most inspections are exterior only so insurance is going off of insured/agent application and any visual cues such as an outdated electrical meter.Also, while it's been difficult to insure these things for many years now it's gotten tighter over the last 5 years in this hard market.

I have a hard time visualizing things myself so using Alex has been a god send, here's her website https://www.cheatsheetdesign.com/ It's around $400 for her help and personally is worth it to me just to save my time!

So visiting a new market in person the few times you decide to expand shouldn’t be too much of a hassle.All that said, there's a ton of research, analysis, and learning you can do remotely to help narrow down your search before actually visiting in person.Here's a couple visuals/comparisons on some of the areas mentioned in this thread.

Just the first step alone is a bit of a deterrent. 

I'm looking at it on my rental software and there is also a fee for it which is the main deterrent for me currently.