As Mt Pleasant has gotten to premium pricing, I've seen quite a few people (co-workers, family) look towards Highland Park / Tuxedo as the next "reasonable" areas to build infills.
Highwood is probably better than either of those two from a residential perspective, though you are farther from the BRT or future Green Line LRT.
One thing to consider - if you have kids note that the Public High School designate is James Fowler. It is not a high ranked school, by anyone's measure.... There are charter alternatives.
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