Lender's title insurance might be a little more expensive on the $700k one. 

Great opp to cut as many expenses as possible since you're down on income.  

You may have built enough equity in the first to be able to refinance to conventional without much added expense.  

Correct, I use real estate agents for rough numbers as they are less expensive, obviously not as accurate but good enough for his purposes..

If this was done prior to the reno, it's likely the majority of the cost can be written off as operating expenses under the De Minimis Safe Harbor.

Unfortunately we both live in such expensive, and possibly overheated, markets and are worried any purchase in either of these markets could be a terrible first investment!

I have 0 knowledge how real estate in Singapore is and weather if its a good idea to actually do real estate here as Singapore houses tends to be very expensive and there so many strict laws.

Being conservative, renovating a multi-family property can become overwhelming since you have multiples of everything!

The addition income without addition expenses adds value to the property. 

I don't know that program, but many times the first meeting leads to an expensive coaching program for $25,000.