I use problems like this to go an check out the problem and then the entire property while I'm there, looking for other problems, but also assessing HOW the tenant is taking care of the property.  

Going to start by checking into local REÍ meetups and talking to some friends and family that are doing what I’d like to.

Check out the Rookie Podcast; it’s packed with helpful insights!

Hey Ryan I'd check on furnish finder or airdna to get estimates.

I am also interested in checking out Rentrange. 

My approach is to take a few minutes per quarter and make sure it is accurate by manually checking my true competition and adjustmenting prices accordingly. 

I suggest you check out Chad Griffiths and Jonathan Hayek.  

Quote from @Garrett Jennings: I wanted to check on the forums before I consider using this as a strategy.  

Because instead of collecting one rent check per month, you’re collecting multiple payments from different tenants.

Get an estimate from a GC to get a good idea of what is required.Market Comparables: Check what similar-sized homes with finished basements or additional bedrooms are appraising for in your area.