My goal is to start with a house hack on either a single-family property with an ADU, a duplex, or a quad.

Just got off the phone with the zoning guy and he said since both of my lots pre-date the zoning regulations in the city, they're grandfathered in so-to-speak, which means I am able to build a single family on each one!

got out of flipping to new construction in our market in columbus ohio. licensed general contractor. when interest rates got high single family existing went down by 30% new builds sold at a 6% increase that year which demonstrated the desire and premium that new construction commands. never looking back. total control, rinse and repeat. we can get permits in 28 days. we can buy land cash in 21 days. we can build in 120 days to 140 days and keep moving. super scalable and easy and no risk. we build the same 2-3 Floorplans 

., "I will buy at least one single-family home, duplex, triplex, or fourplex before the end of 2019") and then do it.

The other is a Single Family long term rental.

There are more factors than just the community (#beds, level of theming, location to the amenities, style of home (single family, townhome, condo) and others) But I would strongly advise to stay within some of the same communities you mentioned like Storey Lake, Windsor Hills, Championsgate and a few others if cash flow is your goal.

If I, as a single investor, can make my payment all at once, why on earth does the RADD Inner Circle need 10 weeks (EDIT) AFTER an already three-month-long process to this point? 

I have 4 single family homes rented and rehabing 2 currently, in the pee dee area.

Mortgage lenders will qualify you for a higher purchase amount for multis than they would on a single, because they will count the rent you will be making on the other units as additional qualifying income for your loan application.

The last year I renovated a single family home to rent, pulled out some equity, couldn’t have gone better.