Depending on your personal life and your other properties, during the 5 year period you could live in 3 of your properties working towards this tax reduction.

Paycheck to paycheck, terrible credit score, debt obligations, chapter 13, etc.

Not too say that you should do the same thing, but it depends on your goals.

It all depends on your real estate investing goals.

To answer your question, in my opinion, it depends on your risk tolerance.

I will list a few options below, but the TLDR version is I may be able to help you with the Dispo side depending on the deal structure and comps.

Most investment property will required 20-30% down payment, depending on the lender.

I work in Construction Project Management and have found that way more people than I think have found an avenue into RE that has been supplemental income and even a hobby for them depending upon which route they took.

It partially depends on what sort of deals you can find. 

To calculate your land value, take into consideration the average price per square foot or acre of the comps and apply that to your land.Steps to apply comps to your property:1) Compile multiple comps: Find a real estate agent to help you put together a list of comparable properties.2) Make adjustments: Analyze each comp carefully to determine whether it has advantages or disadvantages when compared to your property and make adjustments to the value upwards or downwards as necessary.3) Determine the use of weighted average vs average: Depending on how close the comps are to your specific property; you may consider utilizing the weighted average method to place a greater weight on those properties that more closely resemble yours.Using comps to value your land can add a component of complexity and subjectivity.