STR options in VB beach areas, college student rentals (SFR and multi) near NSU, HU, ODU, and Wesleyan.

I have zero investments at this point but my plan is once I've built up some money and in a financial position to purchase my first home (2-3 years) to purchase a multi family home, a duplex up to a quad plex depending on what kind of deals I find at the time and the market.

How do you guys run the numbers when analyzing a potential multifamily that you would owner occupy? Do you take into account the expected rent of the unit you live in? Or do you expect cashflow just from the other uni...

I believe my love for rehabilitation, interior design, experience in leading various teams, creating systems, and managing students will lend themselves well to the responsibilities of being a landlord. 

Will a bank give me a 3.5% or 5% dp loan for a multi-family primary residence if I own these other properties? 

HI I purchased a home in a multi unit (R4), high density zone.I am currently renting the house cash flow is just $50 after mortgage payment.This house has a big workshop in the back with a high rise ceiling, brand new roof, electricity and water.It sets in a half an acre lot so I am able to rent the workshop and land for $700 a month Total cash flow on this property is $750 a monthI'd like to enclosed this workshop (it has 3 brick walls already built) and make it into a livable place.I can still rent the land and keep the cash flow at about the same amount ($700).However there's no sewer  at this house just 2 septic tanks attached to the main house.Workshop will need:windowsanother walldoorscooling and heating systemBathroom etc...I can build build more units attached to the current workshop since there's so much land to play with but i have no idea of the cost.I purchased this home for $150k in 2016I owe 143Klast month I paid for an appraisal and the current value is at $185(flooring was the only improvement at the house).Question is should I refinance and bring in sewer line, build more units or live it the way it is?

@Darian Richardson I also purchased a multi-family with a FHA loan. 

We are looking to bebe by on a part time architect and e part time engineer as a member of our team tof help us design and draw various drawings for various single family multi family condo conversions and commercial projects.  

Our system to measure is 2 people, one measuring and one writing down measurements.

I'm focused on multi-family complexes and I will be doing 1031s every 3-5 years.