Loan Amount =140K ( Each building is 70K) and potentially another 30K for repairsInterest Rate Lower that 10%Loan Rate over 5 yrs. 

Would you rather have a $30k property that rents for $600/month and rents will maybe go up a few hundred over 20 yrs or a house that you buy for $250k and rents for $5k/month in 15-20 years as is worth $500-$600k?

Absentee Owners-60%-100% Equity, Last Market Sales Date: 10 yrs or older2. 100% Equity Owner Occupied- Last Market Sales Date: 10 or 20 yrs ( I forgot which one I selected)3.

The last six yrs I have been a maintenance man to support my kids.

I've resided there 2 yrs, 1 month.

I indeed have 8 yrs for (only):Water heater (so far every single one has lasted quite a bit longer than that...)Appliances (they typically die on me in year three or so... damnit)HVAC: 10Flooring: 6Fixtures: 10Paint: 5Components such as garage doors, breakers, etc: 10Landscaping (where relevant): 5Everything else is either 20 or 30 years.

What am I looking at for taxes on a sale, vs selling it 5 yrs?

He had 30 yrs of local experience working with all types of investors.

If i was buying to hold and rent .. the thing is , here in Fl we have sinkholes .. there might be one under me right now , i mean we are under sea level for the most part .. in all the years i have lived here 20 + i have only heard of one man dying from a sink hole that opend up while he was in bed in Orlando .. it swallowed his whole room up and was so deep that they never found him .. his brother tried jumping in and didnt get far before he was pulled out .. .Im not saying it cant happen again but fixed correctly it could them be standing for the next 150 yrs .. or the whole earth could warm up enough to melt a few big glaciers and all of fla could be under water .. i hope you make the right decision based on your needs .. 

The mortgage payment is $1600 for a 30 yrs fixed term loan @ 5%.