I’d recommend waiting till you have a cushion of some sort depending on your comfort level before you take the plunge and buy the second deal.

Some buy to park money, others do 1031 exchanges or they simply buy them for a tax write-off. 

Look, we’d all like to search the internet, find a deal for sale, analyze the property as having a great cash flow at current interest rates, with lots of upside potential in a gentrifying market.  

Then you'll need to find land, acquire it, find a spec home buyer and set up meetings to design plans or buy a set online with mods.

A demographic shift with more wealthy people buying there? 

@Taylor DaschYou can buy the property in your own name if it's outside the so-called restricted zone.

In Pittsburgh it’s the only way to buy rentals haha!

Hello everyone,I’m a Canadian looking to buy a short term rental vacation home in the Kissimmee area.Currently we own a long term rental home in Winter Garden which we bought some time ago, and will be paid off completely in Feb 2029.  

I want to know whether it would work legally for me to buy a home and occupy it for 6 months and then relocate for the maximum time of two years and then return to the property a my primary residence. 

Spend a little more money than you might have been planning to, buy in a better area (i.e. not a “turn key” 100k house off the mls), and self manage.