The company acquired a majority interest in Supramar AG Switzerland, a leading company in hydrofoil boat design and development, in 1964.
The company continued on its buying spree in 1968 by purchasing Rheem Manufacturing, ZD Products, Inc., Motel 6, Inc., and World Color Press, Inc., one of the largest printers of magazines in the United States.In December 1968, it acquired a 96.78 percent interest in Home Insurance Company.City Investing sold French & Company, an art-antiques dealer in New York, in 1969 and acquired a 51 percent interest in Guerdon Industries. In its first two years, City Investing bought .25 million in real estate in New York City, including the Coal and Iron Exchange Building in downtown Manhattan in January 1906. It began as a small real estate office located at the corner of Columbus Avenue and 104th Street.
Later that year, City Investing began construction of a thirty-story office building in downtown New York that was described as the largest single building project ever undertaken by private capital in the city.
In the decades that followed, until the early 1950s, City Investing bought and sold properties and constructed new buildings and grew into one of the largest owners and managers of apartment and office buildings in New York.
In September 1953, the charter of City Investing was amended to broaden the types of businesses the company could engage in.
It acquired Wilson Line, a company that operated excursion boats out of New York, Washington, and Boston in 1954.
In 1963 City Investing acquired an option to become a minority partner in a major real estate development in Calgary, Alberta.
The site covered 100 acres owned by Canadian Pacific Railway Company.