Are there any major repairs coming up (ie how old is the roof, furnace, hot water tank, etc)?

Otherwise, you are going to get a ton of tenant complaints, increase vacancy, and increase damage to your buildings as well as tenant's vehicles.If you want to see my point in person, as the weather improves, go to a boat launch ramp and watch how many people can actually back there boat into the water like they know what they are doing. 

Someone who has made money in flipping could give you countless more (fast money, easy to partner, looks cool, etc) .

Closing on a building that allows the tenants to have their own washer and dryer but the water bill will be mine.

Sewer, water and electric are at the street.

If the pointing isn't well maintained, it can be a superhighway for mice and water intrusion.Knob & tube wiring. 

The savvy investor of 2019 will be maneuvering daily through waters that are by no means treacherous but will require a close-up look and heavy scrutiny of any risk they take.

If you're not, then that's cool, and you can just follow standard rent-raising procedures.

Do I NEED to look at the water stain on the ceiling and provide my opinion on how it got there?

Stay away from anything near or west of cassat or right on I-10.If you find a property on the water side of Roosevelt except to get higher rents.