Super Affordable
1. Nicaragua -- specifically Leon, Granada, and San Juan del Sur. Nicaragua is more attractive than ever for one important reason: It's a super cheap place to live. I've been a fan of this misunderstood country since my first visit nearly 20 years ago. Property values, especially for beachfront property along the Pacific, reached bubble status last decade. Today prices are more realistic and more negotiable. In the meantime, the cost-of-living has remained seriously low. And last year Nicaragua inaugurated a new and improved foreign retiree residency program. For all these reasons, 2011 is the time to put this country at the top of your super-cheap overseas retirement list.
2. Ecuador -- specifically Cuenca. Ecuador is well established as an affordable retirement choice. A friend calls it, "the cheapest place in the world where you'd want to live". This expat-friendly country also has a pleasant climate.
3. Colombia -- specifically Medellin. This moderately priced country is cultured and sophisticated. To live an expat-standard lifestyle in Colombia, I think you would need to spend more than you would in Nicaragua or Ecuador. Real estate, on the other hand, especially in certain areas of this country, can be a screaming bargain.
4. Thailand -- specifically Chiang Mai. This exotic and adventure-filled country can be, in parts, extraordinarily affordable and even peaceful.
Moderately Priced
1. Panama -- specifically Las Tablas, Boquete, and Panama City. Panama City has the best infrastructure in all of Central America, but it no longer qualifies as super-cheap. Other places in the country can be affordable. But the cost-of-living and of real estate in the capital and other more developed parts of the country has risen to the point where I wouldn't include Panama on our list of bargain havens.
2. Uruguay -- specifically Montevideo. Uruguay is safe and stable with a good standard of living.
3. Argentina -- specifically Buenos Aires and Mendoza. This is another country that used to qualify as super-cheap but has grown steadily more expensive. Still, Argentina has much to offer in the way of lifestyle.
4. Belize -- specifically Ambergris Caye and the Cayo. Ambergris Caye has white sand and the best diving in the Caribbean. This area isn't absolutely cheap, but it can be relatively affordable compared with the cost-of-living and of owning beachfront real estate on other Caribbean islands. Elsewhere in Belize can be far more affordable than Ambergris. The Cayo, for example, is a beautiful frontier where you can escape from the real world and create your own future. It's also an English-speaking country.
5. Malaysia -- specifically Kuala Lumpur and Penang. This is the most user-friendly and expat-friendly choice in Asia. Malaysia is the only country in this part of the world that makes it relatively easy for a foreigner to establish legal full-time residency.