His legacy as a statesman is unparalleled, but his legacy as a parent falls short, given how poorly his son did at maintaining the country his father built. His father surrounded himself with smart people and welcomed criticism, while his son surrounded himself with yes-men and prosecuted critics. And now Singapore is becoming increasingly unappealing to MNCs due to recent discriminatory visa policies, and the rising cost of living is making life harder and harder for young people, with the fertility rate now under 0.9 as people can't afford to start a family.
None of the problems you listed are unique to Singapore. Chinese buyers who often serve as effective money mules for capital out of China have inflated real estate prices globally and the enablers at home profited from the transaction, fully aware of the demographic impact it can have.
Singapore acted the best for its citizens in protecting them from outsider speculation compared to Canada for example.