This page is intended to document the history of road development in the area.
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- November 1920 – A delegation of citizens from the Covesville area meet with State Highway Commission Shirley and are told that the road between Nelson County and Charlottesville will be improved. At this time, the project was planned as Road No. 28. 
- July 23, 1928 – A company files with the State Corporation Commission to operate a motor freight line between Glenmore, Buckingham County, with Charlottesville. The route would have traveled by way of Howardsville. 
- November 24, 1939 – Daily Progress reports that Frank W. Hoffer, Sociology Professor at the University of Virginia, had recommended to the city that Preston Avenue be widened before the new high school for white students opened before costs became prohibitive. City Manager Seth Burnley told the Kiwanis Club in November of that year that the road would be widened ten feet on the north side between the old Southern Railway tracks and High Street. 
- Web. Road via Covesville Will Be Improved, Daily Progress Digitized Microfilm, Lindsay family, November 24, 1922, retrieved November 24, 2022.
- Web. New Freight Line From the Southside, Daily Progress Digitized Microfilm, Lindsay family, July 24, 1928, retrieved November 24, 2022. Print. July 24, 1928 page 1.
- Web. Preston Ave. Will Be Made Broader, Daily Progress Digitized Microfilm, Lindsay family, November 24, 1939, retrieved November 24, 2022. Print. November 24, 1939 page 1.