I am looking for a SFH 3/2 or 4/2 that I will house back with a potential ADU and a long term hold. 

Are you looking to get an investment property at 20% down or a primary residence you can house hack (rent the rooms in the house you are living in), or a primary residence (better for people who are married/have kids/don't want roommates) where you live in it for 12 months then rent it when you buy your next property to repeat the process.

After changing careers and finally getting settled in a new house I am reading the books again. 

Hi BP Community,  I have a short-term rental (previously Airbnb) that I turned into a long-term furnished rental because the neighbors house was damaged by a storm.

Just as a preface, I have done many large developments, lots of SFR, master planned communities, etc.

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I don't want to buy a house that need major roof work.   

IRS Publication 527 is a useful guide.If you rent the house out long-term, you’ll depreciate the asset over a 27.5-year period.

If you’re looking for good cash flow you might want to consider properties in some of our cities as there are a lot of housing voucher clients looking for housing and the some of the programs pay reasonably well.

I think you might put yourself up to legal risk from the family once they find out they aren't getting the house and take you to court for them singing under duress or another circumstance where they were not of right mind.