Oakdale resides on a land grant surveyed by William Shipley in Feb 16, 1765 named "Fredericks Burgh".

The land was patented in March 1765 by Henry Griffith and repatented as "Addition to Part of Fredericks Borough"[2] Oakdale was built in 1838 by Albert Galltin Warfield, great grandson of Captain Benjamin Warfield of Cherry Grove and his wife Margret Gassaway Watkins.

In 1891 Edwin Warfield moved to the 265 acre Oakdale Manor after the death of his father and expanded the building to over twenty rooms.

[4][5] The Governor hosted troops under the command of his appointee, Adjutant-General of the Maryland National Guard Clinton L. Riggs at Oakdale in 1907.

In 2014 he announced plans to convert the farm use from winter wheat, soybean, corn and timothy crops to a class II winery and agritourism location for events up to 150 persons.