@Ana Vhan there are many commercial options where you can add multiple locations/multiple states onto a single policy.  

@Jennifer Fernéz I run a property management company in Winston-Salem, NC (shameless plug: North Star Properties) which utilizes Buildium.

However, I’m unsure about the utility of having two paid-off rentals 25 years from now.

For example if a single family home rents for $1700 in your area.

You are young and presumably single, so living in a master suite while renting out some other rooms is easy.

I live in San Diego, CA and purchased 3 single family homes over the last year, 1 in TX and 2 in OH.

Buy some single family, buy some duplexes, buy some 4plex. 

My wife and I bought a single family house in Texas a few years ago.

So you would spend around $25-$30k a month (this was 15 years ago) on police details and require union gate and non union gate if you had non union workforce as well.In DC area, the utility providers are a huge challenge, whether getting permanent power, or water/sewer service etc - good luck.

Such as short or long term rental, single or small multifamily or large multifamily, etc.?