Quote from @Jules Aton: I started investing in my late 20s during early 90s in up and coming inner city neighborhoods.

The setback requirements to build in my county require 80' minimum wide street frontage per this neighborhood zoning.

Are there any specific neighborhoods you are targeting? 

If you do something that is too high end or bold compared to what is available in the neighborhood, the exit could be very difficult 

What are the comps selling for (last 3-6 months)in the neighborhood?

., you’re spot on and the condo conversion would be a good move but I think it might be too soon for that (I am a little more attached than my other properties since it’s my home).

For property selection, choosing a duplex or triplex in a good neighborhood can provide steady cash flow, while adding an ADU to a single-family home works well in areas with high rental demand like Portland.

You’re in an exciting spot.

Which will also depend on the neighborhood.You want to, "rehab/maintain to the Neighborhood".Most investors go overboard on their first rehab and waste a decent amount of money.

Look at recently sold properties in the same neighborhood that match the size, condition, and style your property will have post-rehab.