. -- you all know the process -- and I've gotten my feet wet by pulling the trigger to find properties, make calls, networking et cetera.

MAYBE... pulling the trigger)There is no "get-rich-quick" scheme in real estate. 

This would allow me to pull records and see why the land is that price while properties around it are so much higher.

Pull comps and run it by some agents who operate in that area and ask their view on the values.

I just purchased our family home for 366k and it is worth $425k-450k.I am interested in refinancing so i can pull money out to buy another house.

I feel like I have found that here buying a property within 5 minutes of a major university that pulls students from all around.

According to your numbers, that means you could pull ~$325k.I think if the apartment building is a good deal and can cover the additional costs of the HELOCs, that may be a good option.

Could you pull out enough for a down payment on #2?

talking one on one is like pulling teeth.  

I’m planning on a 2 car garage (inc foundation), pulling in electricity, and I’ll have to pave from the current driveway back 50’ to the garage.