Investment Info:Single-family residence buy & hold investment.

I was just looking into this, and it seems that Oakland will only allow ADUs on properties with a single family residence (not multi-unit properties). 

In this case my plan is to use a HELOC on my primary residence to purchase the property in Puerto Rico.

I own my current primary residence & have about 140K in equity.

If you own this as a rental then there is not homestead exemption and you'll pay much higher tax rate than a resident/owner occupant in SC. 

My plan was to keep the condo as my residence, but after a year, refinance to fund a down payment on a multi-family property, either out of state or in the surrounding NY area.

Been a lifelong resident and investor here since 2009 Ill send you a message 

I am creating a LLC in MD and am looking for a Resident Agent.

If you do have to move because of a job, you would be safest (in my opinion, i am not giving legal advice or financial advice), i would sell that property to ensure that you did not just purchase with the goal of moving out early and taking advantage of lower rates and lower down payments for purchasing your home as a primary residence. 

Quote from @Jacob Dalton: I purchased a single family home good quality location in Chicago’s Northwest Suburbs in Cook County as a personal residence.