"But i always ask myself, do i want to cry & sob my sorrows away in a small humble HDB house or in a big luxurious bungalow?"

Ha....if the reason why you are crying is because of your stretched resources, from buying
the big luxurious bungalow, then it a whole different story.

Bottom line is: Live within your means.

Person A: Borrow to the hilt to live in a condo and drives a BMW.
If he loses his job, he's a goner.
or

Person B: Debt free. Lives in a HDB, drives a Toyota.
Has 2 years of savings to see him through a recession.

For me, the choice is clear.