This is the decision the whole journey turns on, and there is no single right answer — it depends on your cash position, your tolerance for moving twice, and how much time pressure you can accept on the sale.
Selling before key collection puts the money in place first.
Your cash proceeds arrive at resale completion — a cheque at the appointment itself — and HDB arranges the refund to your CPF account within 7–14 working days of the completion appointment; if you engage a private solicitor, your solicitor arranges it.
Build that fortnight into your plan if the purchase depends on the refund.
By key day, your CPF and cash are ready, your loan is smaller, and the resale levy is settled as a single cash payment at the appointment.
The trade-off is housing: there is a gap between handing over your flat and receiving your keys.
An extension of stay can close that gap — the next section shows how.
Selling after key collection means no interim housing and renovation at your own pace.
The trade-offs run the other way: you briefly carry two flats, the 6-month clock is running, and a deadline-driven sale gives you less room to hold out for your price.
The levy is then deducted from your sale proceeds rather than paid in cash.