To make an informed selection, examine your long-term goals, overall expenses, property condition, and market competitiveness, talk with a mortgage expert, and investigate house hacking options.

If your accountant will let you expense it that would give you more benefit if the short term. 

I will have capital gains at the long-term rate of 15% for my first and second interests acquired, calculated as the present value the condo will sell at, minus the stepped-up value at the time I acquired each interest.B.

Quote from @Mary Joe: As long as you have justification and you apply the standard equally to all applicants, you should be fine. 1.

Hello Tyler,For a more short-term strategy, I would consider holding off on Refinancing Property 2.

Does it matter where the lender is based as long as they meet the licensing within that state?

Part of my reasoning for wanting to buy in Costa Rica is that housing (for long term rental purposes) doesn't have a good cash on cash value in my region.

Things are expensive in Florida but you can still find "deals" or properties that will perform where you can get 10-25%+ CoC returns. 

Also keep in mind its 24 months technically not 2 years, so as long as you have 24 months of the past 5 years (does not need to be consecutive) Your good

SBA loans take to long for a location that is for sale.