Where did Austin settle the first 300 families?

Gulf of Mexico on the south, to near present-day Jones Creek in Brazoria County, Brenham in Washington County, Navasota in Grimes County, and La Grange in Fayette County.

Explanation:

The " Old Three Hundred " were the 297 grantees, made up of families and some partnerships of unmarried men, who purchased 307 parcels of land from Stephen Fuller Austin and established a colony that encompassed an area that ran from the Gulf of Mexico on the south, to near present-day Jones Creek in Brazoria County, Brenham in Washington County, Navasota in Grimes County, and La Grange in Fayette County.

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