I only lived in Singapore for about 3 years in the late 80s. Two of us rented a two room HDB flat at AngMoKio. Landlord was taking a huge risk as you are not supposed to rent out the entire flat as these HDB flats are subsidized.We used to build ahead of demand too, but flats became oversupplied when an economic crisis hit and 'ghost towns' appeared. Some unsold units then were combined and sold at a discount.
The government switched to Build-To-Order (BTO) as the mode of sale when MBT took over.
However that led to a massive decline in housing supply which pushed up prices. The people were unhappy about it and that was reflected in the General Elections 2011 lol.
The government in response then changed the BTO requirement to 50% and ramp-up supply to cool down prices.
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Prices have remained stable since then, allowing median household income to catch up.
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In the 80s buying a HDB or even HUDB was painless as you could use your CPF pension to drip pay. Those days contribution to CPF pension was substantial.
Maybe time has changed.