Portland always needs more affordable housing however it is hard to supply that if you are not well funded or receiving grants from the city. 

When I showed up I found most of their kitchen drawers and cabinets contents still there, trashed carpets with motor oils (tracked in from working on his car in the garage), half of a 2 car garage full of trash bags, a broken window, lots of stuffed animals and art supplies, and about 150 empty 12 pack cardboard containers of Keystone Light and as many cans.

Their water troubles (lack of supply and infrastructure) is a concern and could cripple values.

And there is also a never ending supply of properties, you have to change your scarcity mindset as theres plenty of owners deciding to (or getting convinced to) sell every day.

If the rental demand exceeds supply in that area, then push the rents higher than what the comps are.

And if you are buying a "finished" house, you are banking on appreciation that may or may not be realistic (I don't see how the macro economic environment can get any better for sellers: near zero interest rates, extremely low supply and high demand currently).  

@Evan Nix with supply so tight in most areas of the country you should have no trouble listing on the MLS you probably get more selling each side individually. 

However, we have investor clients and thoroughly enjoy the repeat, steady supply of business. 

It helps raise your appraised value if you can supply the appraiser with comparable sales of turnkey homes as these will be the best comps with brrrr homes in my view.

I was also told that rehab can take some additional time in the Caribbean since supplies and crews are not as readily available like we have here.