Most taxing jurisdictions will reassess periodically (every year or two or three) and recent sales will come up and be used to raise (rarely lower) the assessment.Assume taxes will be based on the higher of (1) your purchase price or (2) the existing taxes when creating an investment pro-forma. 

I didn’t raise $25 per year, instead, I have been raising rent from $50 to $150 each unit on existing tenants per year without any problem.  

Wondering what BP crowd thinks of the recent news tha the Federal Housing Finance Agency announced Tuesday that Fannie and Freddie will both be shutting down their single-family rental pilot programs and ending their participation in the single-family rental market, outside of their previously existing small investor programs – Fannie Mae’s Multiple Financed Properties and Freddie Mac’s Investment Property Mortgages.

Our intent was to not renew one tenant who was month to month, and paying well under market, move into that unit and then continue to rent to the other existing tenant. 

Plus the same platform can put you in front of BUYERS before your competition even knows they exist as well as poach clients from their open houses.

Bought a property via Subto existing mortgage - Selling via warp around owner financed via Contract for Deed (or Land Contract).What qualifications should I put the retail buyer though?

A NBP or NSP may not be Delivered any earlier than 2 Days Prior to the expiration of the applicable time for the other Party to remove a contingency or cancel this Agreement or meet an obligation.”If a provision like this exist in your purchase agreement, the seller would first need to provide you with the performance notice, wait for the allotted time to pass, and then cancel the agreement.

My understanding is that an ADU would be converting non livable space or adding livable space not just changing an existing SFR

I do not know anything about your or its location but you might look into an apartment complex as a possible investment if any existing complex is available for purchase. 

Is the market for this saturated in this area or as long as you have a good place you should be fine?