Is there a big difference between HDB and Private Condominium of 99 years lease old?

Hey there Anon, if you're benchmarking just for lease period then it's the same! But I think why people choose to go for private housing (i.e. condo, landed, private apartment) can be attributed to the following non-exhaustive reasons:

1. Safety: having a gated community for safety reasons. Probably important for parents' ease of mind when their kids roam around

2. Privacy: don't like the fact that public housing means anyone can come up to your house

3. Facilities: condos come with pool, gym, private park (some) etc

4. Pets: some pets are not HDB-approved so having a private house removes that restrictions

5. Posh lifestyle: seems silly but to some, it matters a lot and we're not here to judge so whatever floats anyone's boat

6. Many more but I can't think of anymore hahaha

Hope this helps!

Public housing vs Private housing