Which Method of Investing Makes More Sense?

[Cody Sizemore]

Hi all! I have a few options that I am looking at regarding diving into Real Estate Investing, and scaling at a decent rate, that I'm hoping to get some feed back on. 

I have been agressively hunting for my firsrt SFH rental property for the last several months, had an offer accepted, but then terminated after the inspection. At the same time, my family will be needing an upgrade home relatively soon (probably 1-2 years) so we have more space for our growing family.

The way I see it, I have 2 options. 

1. Buy a rental property now, and then aggressively save for a 10-20% down-payment on our upgrade home, so that we can keep our existing primary residence as our 2nd rental property. I expect to have that down-payment for the upgrade primary residence in 18 months with this plan. 

2. Hold off on buying a rental property now, and instead focus on saving for the down-payment of our new primary residence (I expect this to be about 6-9 months). When we move to the new primary residence, we would convert our old residence into a rental property with a low interest rate of 3.3%. Then, agressively save for our 2nd rental property, likely 12 months after we obtain our upgrade primary residence. 

Estimated Property Values per category: 
Desired Rental: $100k 
Current Primary Residence: $195k
Desired Upgrade Primary Residence: $275k 

Any feedback on what makes more sense for this situation financially would be appreciated!