Congratulations! That is really an awesome thing to read, thank you for sharing.
Orlando is on the up and up. It has a steady growth rate, median income is very solid for a city in FL, median age is 34, and not to mention a university (UCF) that enrolls about 70,000 students a year and one of the largest state colleges in the US, Valencia that enrolls another 68,000 students.
I just closed on my first investment property SFH in Orlando (East Orlando on Old Cheney Hwy) in mid October and I am projecting to cash flow $600 a month. Last month I cashed flowed $473.55 while being at 50% occupancy. I am renting out by rooms (student housing) and the 2 vacant rooms I have I placed 1 room on Air BnB just to get some type of cash flow. Within 4 days that I created my profile on Air BnB I booked 3 guests which brought in $1004.92 at the end of the month. The 2 vacant rooms combined would bring in $1,200 a month or $20 a night if I had those under leases. I am getting $35 a night with my first few bookings for one room. The hassle of traveling on weekends that I book tours is not the best so Air BnB is the choice for now.
For right now I will keep a room on Air BnB. I have 2 tenants currently on the property, one is a student and the other is a young professional. They seem comfortable with the student transient/air BnB thing therefore this will be good until the new school year for UCF, Valencia, etc. comes around.
After going through closing I have shifted my focus to multi-family apartment units. I am hoping to find a great investment opportunity in Orlando.
Also, thanks for mentioning Mills50, I will visit that area when I come back down from Brooklyn. I read on the area and It seems like a mini Wynwood (Miami Art District) or Williamsburg up here in Brooklyn. Can't wait to check it out in person.