I still have family living in Grass valley so I visit every once in awhile. 

Investment Info:Single-family residence wholesale investment.

Building upon this success, a mere seven months later, I acquired a single-family property which I currently lease as a short-term rental.

They can also help you determine the financing options available to you.In terms of the construction aspect, it would be beneficial to speak with a reputable builder who has experience in constructing multi-family properties.

Investment Info:Single-family residence fix & flip investment in Windcrest.

I am open to other scenarios.We have access to $200k ish in equity in our primary.We will soon have access to another $100-150k for retirement/investing/IBC/etc.I would like to move into my young family into a (new build or fully renovated side by side) duplex.

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

As a non owner occupied property minimum down payments are:Conventional (single family) - 15%Conventional (multifamily 2-4 units) - 20%Non-QM (1-4 units) - 20%Certain Non-QM DSCR products allow the use of gifted funds for your down payment. 

I am renting a home to a friend of the family for far below rental market value.

Quote from @Wilson Hunter: Now that I have Airbnb and VRBO traction on multiple vacation properties I would like to explore creating a direct booking website for family, friends, and repeat guests to book without all the platform fees.What are recommendations on website service that allows for (1) multiple properties (2) running transactions (3) synced calendars?