The keyword here is "it depends"...
Schools are expensive, but if you want to send your kids to a normal English school in your neighborhood, that doesn't cost you a fortune. And school standards are high in public schools. Your children will mix with the locals and soon able to speak Mandarin and Malay.
Tiger: You fly more and you earn more. Expanding
Star: slightly better benefits
TRE: You most probably coulnd't start as instructor in the beginning.
Housing: If you stay away from center you can still afford it. It always depends what you want. Pasir Ris and Simei (close to Changi) have still new 4 bedrooms for under 3000$. Or 600 $ psf, if you want to buy. East Coast is very nice but too expensive now.