You will overpay for property management for one property and when a furnace breaks or your plumbing line is shot you will be net negative for ten years.

Why buy the real estate equivalent of a penny stock when you can afford to buy blue chip aristocrat dividend stocks (Class A multifamily properties in good locations with actual strong fundamentals like population growth, a diverse and recession-resistant job market, limited supply and high demand, affordability, and consistent long-term appreciation)?

Quote from @Josh Green: I personally am buying and helping clients buy in the Tampa Bay Area for a few reasons:Here, you have a historically strong and consistent tourism presence, limited land/STR allowable areas, highly liquid property compared to selling a cabin in the woods, all 9 classes of visitors in the STR sector, and appreciation.

I love the shots of the trails and the water.. it is awesome.

Worth a shot

I would say it's worth a shot, especially if you already have tenants in place and are happy with the services so far.

Thank you all for your wisdom, it seems consistent that the Heloc for a deposit only makes the most sense. 

Steady appreciation: While not experiencing the dramatic spikes of some markets, Midwest real estate has shown consistent, stable growth over time.3.

The filings cost more and the process is a little slower than 35 days, but much faster than 6 months and far more consistent.

If you're open to furnishing and giving mid or short term renting a shot, that makes it easier to get a property to pencil in year 1.