Welcome. I have 4 kids under 5yrs: a 4yr old girl, 2.5yrs old twin boys & 1 yr old girl. We do not have a car nor a maid & travel mostly on the MRT or taxis.
I completely understand what you go through with your kids:) I finally got a 2nd hand Peg Perego stroller as it has a board for an older child to stand on. So what I do is: strap my youngest in stroller & the other 3 kids takes turn to stand on the board or holding on either side of the stroller.
As in getting in taxis, we too started out with the kids fighting: who sits where etc. They are now appointed where they sit & they wld now happily wait their turns to get in taxis & sit where they are supposed to. And shd anyone of them want to change the seating arrangement, this is to be discussed before we get on the taxi so there is mutual agreement btw the 3 older kids:) The youngest is happy to be on my lap.
At the moment we are renting a place in Toa Payoh which I find is really excellent because its quite central lcation-wise. Also its got everything here that I need ie: supermarkets, food courts, banks, shops, train & bus interchange etc etc
But having said that, we had a problem looking for a good preschool arnd the area for our then 3yr old daughter.
She attends school at Novena which is just 1 train stop away frm home. There are quite a few established schools in the Novena/Newton area such as Eton House, Pat's Schoolhouse, Modern Montessori, Learning Vision, Growing Up Gifted, Cambridge etc. There are also plenty of housing arnd the area, mostly landed housings & condominiums
Maybe you'd like to consider these areas?
Hope this helps!
Hv a great weekend