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The Dixie Drive-In building was present in the 1950's. It looks like a new canopy was added by the 70's and extended. By 1983, the drive-in restaurant was gone and a Key Bank branch was built. It was robbed in 2002 so that gives you a timeline. That closed and used car lot sits on the site as of 2023. There is an interesting little building next door which also looks like a little drive-in.
Update from JB Allen on smaller building next door: Regarding the little building, next to the Dixie Drive-In building: Fourth photo down, noted with a red ''?''. Gramma's Mini Market 15295 S. Dixie, Monroe. https://www.yelp.com/biz/grammas-mini-market-monroe Real estate listing: https://www.loopnet.com/Listing/15295-S-Dixie-Hwy-Monroe-MI/24620398/