Think of all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

Something I noticed that is making me doubt about making an official offer is that it seems to be in an area with high crime.  

Personal connections to high ranking officials at top data companies2.

I would advise to buy all of them because it will make it alot easier for you to put capex money into exteriors, landscaping, fixing parking lot , fencing , lighting , etc because sometimes the hoa might not be collaborative in my experience.

In an congested area offstreet parking might be needed.

Government officials such as senators are buying it. 

If you don’t mind me asking, how long did it take you to officially get going with investing?

Being about an hour from Disney, their reviews seem to paint a picture that there are many folks that stop through for a few nights on their way to theme parks or further south in the state.  

They are built with lots of room for parking, many bedrooms and bathrooms.

I’ve personally house hacked in the Irving park neighborhood in Chicago with a multifamily so not completely relatable experience to what you’re looking to do but hopefully can provide a few insights.If you go with the suburbs in a SFH, you could rent by the room and presumably increase cash flow.