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I'm a native Houstonian who just moved back home after living in San Antonio 11 years, so maybe I can offer some insight.
With the exception of the terrain (Sugarland is not hilly or rocky) and demographics, Sugarland is a big suburban area pretty much interchangeable with the devleoped areas of north San Antonio along 1604 like Stone Oak. Gated communities in a wide price range, malls, stores, restaurants, etc. Except that Sugarland is a lot farther from downtown Houston than 1604/281 is to downtown San Antonio. (BTW, in SA I lived between the airport and 1604, off Thousand Oaks).
Sugarland, like Houston generally, is much, much more ethnically diverse than San Antonio. Property taxes are pretty similar, traffic is much worse. Sugarland has this concept mall designed to seem like an old-style town square, but it's not as good for shopping as LaCantera.
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San Antonio to Houston ???
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