Yes, there are cases in Singapore where people are homeless not due to bad habits.
Sometimes it is the law that causes them not to have a home because they are not qualified for this or that due to a minor clause.

What is the definition of homeless?
Homelessness is the condition of people without a permanent dwelling, like a house or apartment. People who are homeless are most often unable to acquire and maintain regular, safe, secure and adequate housing. How many homeless people are there in Australia?
According to the Australian Bureau of Statistics (ABS), 105,237 people were considered homeless on census night last year, which is up from just under 90,000 people at the 2006 census – a jump of 17 per cent. How many homeless people are there in London?
The number of homeless people sleeping rough on London’s streets has almost doubled since Boris Johnson became mayor, new figures show. Rough sleeping went up 13% in the past year alone, meaning 6,437 people slept rough in 2012, compared with 5,678 the previous year.How many homeless people are there in Sydney?
This article describes homelessness in Australia. The majority of long term homeless people are found in the large cities of Sydney, Melbourne, Brisbane and Perth. It is estimated that on any given night approximately 105,000 people will be homeless.How many homeless people are there in Sydney?
This article describes homelessness in Australia. The majority of long term homeless people are found in the large cities of Sydney, Melbourne, Brisbane and Perth. It is estimated that on any given night approximately 105,000 people will be homeless.How many homeless people are there in Sydney?
This article describes homelessness in Australia. The majority of long term homeless people are found in the large cities of Sydney, Melbourne, Brisbane and Perth. It is estimated that on any given night approximately 105,000 people will be homeless.How many homeless people are there in Sydney?
This article describes homelessness in Australia. The majority of long term homeless people are found in the large cities of Sydney, Melbourne, Brisbane and Perth. It is estimated that on any given night approximately 105,000 people will be homeless.

Wow, that is a good one! I never think that anyone will put burial plot as one of the first things they buy after winning a million dollars!
As for funds for the future generation, there is a better way to go about it.
There is a kind of insurance known as 3G – three-generation insurance.
You can check on it, and after you have won the million dollars, you can buy one of the insurance for each of your grandchildren.