I have been analyzing deals of duplex's that have sold in the NE/SE area and am not seeing a way to get close to breaking even on the mortgage cost let alone taxes, repairs ect while occupying one of the units.I will be looking into an FHA loan, so hopefully that means I would only need 3.5% down.

Also if the property is still technically owner occupied but the prior owner is not actually living there anymore as the houses furnace is broken is the process of evicting them more straightforward?

I have been analyzing deals of duplex's that have sold in the NE/SE area and am not seeing a way to get close to breaking even on the mortgage cost let alone taxes, repairs ect while occupying one of the units.I will be looking into an FHA loan, so hopefully that means I would only need 3.5% down.

It's currently non-owner occupied it's assessed at 165,400 and taxes are 4604 

I'm wanting to venture into rehabbing/flipping but also have been finding some good deals on true rental properties (already occupied with tenants and set to cash flow from day 1 with no repairs needed).

I intend to occupy one side for one year, per bank requirement.

If this is the case, you cannot use an FHA that @Damian Bialonczyk noted above, since FHA is owner occupied only.  2. 

I am owner-occupied in a single family home in Mary Esther that I acquired with the VA Loan.

I know you can use a VA loan for a fourplex and smaller as long as you occupy one of the units.

Financials:Listing price: $500,000Annual Rent: $50,400Property tax: $8,401Insurance: $1,000CapEx (6%): $3,024Property Management: $3,528NOI: $34,447Cap Rate: 6.88%With 20% down payment, the cash flow would be about $667/month, or a ROI of 8.0% annually.This particular property has many upgrades, tenant occupied, in a safe neighborhood and a 10-minute walk to Rutgers College Ave campus.