Hi there,
I'll keep this as brief as possible - International property purchasing isn't a decision to take lightly. Research as much as you can if you decide to progress as there's major things to consider.
As a very rough guide, you need to decide what you're looking for - if it's for retirement, investment, renting, holiday home, re-sale. You then need to look into the country and also then it's political system, economic outlook on a high level, and the town/city and local information on a more focussed level.
Broadly speaking again, falls into 2 catagories - Established markets/Countries or Emerging markets/Countries. The 'bargains' are to be had in the emerging countries albeit at much higher risk. The established countries are the safest and also have the higher prices.
I personally am going for the Safe countries/economies - USA, Canada, Australia for me, I've looked at European places - not for me. Plenty do however! -
In your specific question - should you have a 2nd home after you retire?! - only you can answer that, if you mean you'd like to boost your income after retirement, then yes, seriously consider it, unless of course you know of other ways to boost your income that are less risky.
The economies all over the world are shakyand have taken some serious jolts and correctiions and significant losses. 3 years and more ago, people thought they could never lose out on property - so ensure you go in with yoru eyes open!
Plenty more on the subject! but those are some of the main points
Cheers, DtM! West London & Slough UK!