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Is paying the duty stamp close to the initial in-principle approval step, or does that not make sense?

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Paying stamp duty near the in-principle approval step typically applies only to HDB Residential Resale Flats, where the Option to Purchase must be stamped within 14 days from the date of HDB’s in-principle approval. For private property, stamp duty is payable within 14 days from the date of signing (or 30 days after receipt if signed overseas).