I personally wouldnt go Nathan's route on this for fear of rocking the boat.

It's a great place to live if you like sun, golf, outdoor activities like hiking and boating...and real estate that appreciates.

@Steven KoI'm in the same boat with a lot of the things you explained and I have not put the second one into consideration but that is a very important thing to look at well choosing what type fits your goals.

It filled with boat loads of content and information to help me educate myself and get my future rolling.

Im in a very very similar boat in SoCal.  

I'm in the same boat.

@Jeffrey Ward I’m in the same boat, as I look to get in the game of real estate investing and believe the buy in prices in Baltimore will allow me to do that and grow my portfolio quite quickly with a sound strategy.

IF you had knowledge and capabilities to self-manage and lease than yeah, it would be an option, but you don't as you said so it would be like me saying "hey, I'm on a sinking ship and know nothing about boat repair, what do I do" and they say "oh, it's easy, boat mechanics are BS, just google it and you will figure it out", yeah no, Momma didn't raise no fool. 

@Chris K.I am in the same boat as you with respect to needing high-depreciable properties (RE Professional, cost seg, 100% bonus depreciation year 1 all equal highly reduced taxable income)

My tendency is to let it go to month-to-month and not rock the boat.