One of the sites i came across that's very helpful on all the steps required to take in SG..
Property Agent Career
and reviews of the course providers for the RES course..
Holland Village, Dempsey and Ghim Moh have some Michelin-listed nice food. See https://hollandproperty.com.sg/why-holland-road-properties/ under the section Food Paradise
Have been contemplating to go back to the work force too and been looking up the steps to join property as a career and which agency to join. Came across some good info here. You can check it out. Let me know if it helps!! All the best!
RES Course and Exams
Which Real Estate Agency To Join
Wow this is gonna be very tough, would advice you guys to really plan well for your trip as its not going to be easy!! Amenities and baby shops locations will be first sorted out