Have about S$400K in cash & another S$200K in investments, no other debt/obligations, alr co-own a 3room flat with parent. At this point, is buying a condo ~S$1.5M risky?

It seems like debt is the least of your concern in this transaction. There are a few property cooling measures which can dampen your plan. You can take a look at this: https://www.fraxtor.com/post/singapores-propert...

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Since you already co-own a property with your parent, your condo will be subjected to 12% ABSD. For a property investor, entering at a price of 12% above market price don't really make financial sense. You should look to sell your interest in the flat back to your parent before acquiring the condo.

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To purchase a condo at $1.5 million, you will need around $375k + $44,600 for stamp duty + $3,000 for conveyancing in cash or CPF. You also need to get a loan for the remaining $1.125 million which works out to be a $4,500 per month mortgage. If the repayment is comfortable to you at your current salary and expenditure levels, I don't foresee too much risk in taking on this debt. Your current $200k in investment (which i assume is liquid) is more than enought to tide you over in the event of any unforeseen circumstances.

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All the best in your property investing advanture.

Having debt is not risky, need to know your affordability. Need to go bank ask. The bank also wont loan to you, if you are not eligible.

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Buying a condo, on the other hand, you must do your research, like any investment, not all condo will make $$$. But if you choose the right condo and enter at right price will be very profitable.