Nels Rudger and Viola Eugenia Roundy Benson: The Bensons lived in Highland only for a short while. Viola was living with her parents in Highland in 1920 and Nels was a Sunday School teacher beginning in 1923. They married June 11, 1925, and apparently moved shortly after that. They were in Salt Lake City at the 1930 census.
Nels was born July 12, 1898, in Spring City, Utah to Nels and Mary E. Benson and was still living there in 1920. His WWI draft record in 1918 shows him as a farmer. Viola was born April 21, 1903, in Benson, Cache County, Utah to Samuel H. and Eugenia Elmyra Taylor Roundy (q.v.). They had five children: Elmo Roundy, Cherril, Mary J., Eldon Samuel and David Richard. When Nels registered for the WWII draft he was working for Utah Power and Light. Viola died March 22, 1959, in Salt Lake City and Nels died January 1, 1962, also in Salt Lake. They are buried in the Salt Lake City Cemetery.
Ray Benson: A man by that name owned #55 and sold it to Sherman Evans in about 1956 but I can't locate anyone who seems to have ever lived in Highland. Perhaps he just owned that property.
Source: HIGHLAND HISTORY: A compilation by Charles T Greenland II for the Highland Historical Society
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Highland History Chapters (compiled by: Charles T Greenland):
1958 Highland Aerial Map - Interactive
1958 Highland Aerial Map - Large
Highland Family Histories
1958 Highland Homes & Families (table with addresses)
Highland Censuses (and LDS Ward Membership List)