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I lived and worked in Barrington for years before moving to Austin, so I can help you with Barrington.
As for preschools, this is for a bit older (more like nursery school) but I can't rave enough about Red Brick Nursery School. They also offer a private kindergarten. I know the director (Ann McAree) as I was her son's guidance counselor for years at Barrington High School, and grew close to her. Fantastic facility, teachers, and overall atmosphere.
Barrington is very family friendly in that it is very safe and close knit and offers a lot of programs. My son did the youth soccer and loved it - they did a great job with the kids. It can be very difficult if you are not upper class, however (and we are a very professional, educated couple) - there is a lot of "keeping up with the joneses" in Barrington, and that trickles down to the youth. But there are a lot of wonderful qualities about Barrington also.
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