I would be sending him to school. I don't understand this notion of keeping children back just because they will be younger than other kids at school. There are always some kids younger than others. The prep year is designed to teach through play, it is especially for young children. Some kids will be starting school coming from homes where noone has ever read to them or taught them anything. Prep is supposed to help level those differences out in a more relaxed environment. If your DS struggles then he can do a second year of prep, but I just can't see how keeping him away from the other kids will help his social or academic development.
Its different in NSW, our kindergarten is the 1st year of school where they learn to read and write etc, its formal schooling.
You can't really say its black and white to send or not to send when they are later babies as it is a very individual thing, girls are usually far more ready than boys to start school and sometimes siblings are more ready as they have had the influence of the older ones. When DS was born I thought I would send him at 4 (so this year) but as he grew up I realised he would not be ready and am very happy in my decision to leave him until next year.
For what it is worth both my DSs (born Feb and April) will start prep in the year they are intended to, and unless there is some very good reason for her not to, then my DD who will be a June baby will too.
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