I would suggest you create a buyers persona - a persona is a detailed description of what your best buyer will look like, example college educated, upper income, kids, no kids, more likely to use public transportation, exercises, ride bike or ride a scooter.

Go to property history and see what they have been renting for and some may still have the photos and description of the property when it was listed.  

Hi Nick,Here are a few ideas.Rent a reliable non-descript, non-police looking car. 

I would not persue a wholesale based on your description of the seller as highly principled, not wanting to list and wanting the property to go to the right people.

I wouldn’t have imagined trailer parks based on the publicly available description of these areas...  

I have made my teams (agent, lender, property manager, gc, inspector) in two geographic areas already and was ready to put an offer in for a MF that was a serious deal.

From your description I can tell approximately where you're at.  

You could mention this in the description and remove the picture.

Later, as you gain experience, expand your geographic coverage.I prioritize leads based on multiple factors.

I get geographic diversity which helps with reducing the risk that any particular city dies whether through economic or environmental adversity.