Do you think you (and your family) will find it affordable to retire in Singapore? (Asking those between 20s-50s). For those already in 60s, do you find it affordable to retire in Singapore and why?

There's many factors in play. Lifestyle and Expectations

No but sigh

It's not a matter of finance but community. Singapore is actually very comfortable as most have pointed, to the context of cooking and transport. Community vegetable rescue and PA related gathering is often a bonus to sustain these communities being together. Aside from mortgage and liability free, actually the park and connectivity is a HUGE factors that other countries are struggling to find.

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Case in point, you can have all the financial means to retire similarly in Malaysia but you need to drive and reach to those parks.

I think daily basic expenses such as food, transport are very affordable.

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Medical is another thing altogether but try to hedge with insurance.

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I am assuming a fully paid up flat.