This home was bought by the seller, flipped and remodeled with new roof, completely redone and new kitchen with appliances, new HVAC, furnace, water heater, etc.

I have never rehabbed a house so I don't necessarily know what a contractor would want to do to it, other than obvious stuff like a new roof and paint or replacing old cabinets.

.$1795 for lender fees seems a bit steep, and a $795 settlement fee....here I typically see $350 to $500.

Choose an area and become an expert in this area - drive it all times of the day, look for homes that have characteristics of neglect - poor roof, un-kept yard, signs/notices on the window/doors etc.  

It needs a new roof.

I plan to bring a contractor to the showing to check out major things like roof, foundation, etc., but should I be wary of anything else?

Investment properties aren't cheap in SG relative to MY or IDMy two cents on Singapore's property market from an expat former banker perspective:-cap rates (income-expenses before financing relative to property market price) went through the roof since people see limited land--peaked in 2015ish, but still outrageously low-interest rates dropped low enough to sustain borrowing on these low returns-building has continued without parallel demand growth (supply>demand)-Singapore employment regulations are being more and more protectionist (and an ageing population) so you won't see foreign labour growing significantly in the next 5-10 years IMOPersonally, I would be more interested in Indonesian office/industrial/MF just from macroeconomic factors, but there's opportunities in every market if you find the right niche.

You should have your own criteria, run background checks (always, but especially when putting two strangers under the same roof.  

You water damage could be from a roof.

Imagine a 15 year old roof.