Jarvis and Conklin, a Chicago investment firm, purchased of land near
Lake Roland in 1891 and founded the Roland Park Company with $1 million in capital. Not long after, the
Panic of 1893 forced Jarvis and Conklin to sell the Roland Park Company to the firm of Stewart and Young. Despite the dire economics after 1893, Stewart and Young continued investment in the development. The Roland Park Company hired Kansas City developer Edward H. Bouton as the general manager and
George Edward Kessler to lay out the lots for the first tract. They hired the
Olmsted Brothers to lay out the second tract, and installed expensive infrastructure, including graded-streets, gutters, sidewalks, and constructed the Lake Roland Elevated Railroad. The company consulted
George E Waring Jr. to advise them on the installation of a sewer system. Bouton placed restrictive covenants on all lots in Roland Park. These included setback requirements and proscriptions against any business operations. It was a modern development, electricity for lighting throughout the neighborhood as well as gas for cooking and lighting. Water came from artesian wells dug up to , nearly of water mains were constructed, in addition to of roadways, and of sidewalks. Bouton and some Baltimore investors purchased the interests of Roland Park and reorganized the company in 1903.
Frederick Law Olmsted Jr. cited Roland Park as a model residential subdivision to his Harvard School of Design students.
Duncan McDuffie, developer of
St. Francis Wood in
San Francisco, called Roland Park "an ideal residential district."
Jesse Clyde Nichols had found inspiration in Roland Park when he was planning the
Country Club District of Kansas City. Nichols continued to refer to Roland Park as an ideal residential development when he counselled other residential developers. The park-like setting designed by the Olmsted brothers was a mark of affluence echoed by other neighborhoods in Baltimore such as
Mayfield and Guilford. == Deed restrictions and further implications ==