Complex sentence: Over the years, Lucy had served as a restaurant, business office, cottage, hotel, and tavern (the last closed by Prohibition), but had fallen into disrepair by the 1960s and was scheduled for demolition.
Split into simpler sentences: Over the years, Lucy had served as a restaurant, business office, cottage, and tavern (the last closed by Prohibition). It had fallen into disrepair by the 1960s and was scheduled for demolition.