@Chris Lopez as for the numbers, that part is tough. The current mortgage on my primary is just under 2K, based on my area and house size I think I could get 2700-2800 realistically so I'd be cash flow positive about $7-800/month.
The real trick would be figuring out the numbers on a new property. Let's assume it lists for 500K, I could put 5% down (25K) but that would mean I still have PMI and my payment is probably close to 2850/month at a 4% interest rate. In this scenario I make about 800 from the rent on my current existing property so my out of pocket cost is about 2200 a month or only about $200 more than I pay now, except now I have 2 properties instead of one.
Alternatively I could look at doing either a HELOC or cash-out refi of my existing home to be able to make a larger down-payment. If I could put down 20% (100K) then I don't have to worry about PMI and now my payment is around $2100 on the new place and whatever my additional payment is for the HELOC or refi. So my out of pocket would be close to $1300 plus the additional loan.
Either way it seems like a solid move, but I can't help feel like I'm missing something here. Obviously I run the risk of having to pay both mortgages in the same month anytime I have a vacancy, but if I'm able to AirBnB the new place, I'd think that would mostly offset that.
Thoughts?