The state highway originally extended south through Wallville to St. Leonard Creek.

MD 265 begins at an arbitrary point on Mackall Road 0.10 miles (0.16 km) south of Constitution Drive near Mutual.

[1][2] MD 265 originally extended south from Mutual 7 miles (11 km) to the hamlet of Mackall at the mouth of St. Leonard Creek.

[4][6] The state highway has been progressively truncated since 1962 when the southern terminus was rolled back from St. Leonard Creek to north of Wallville.

[7] MD 265 was truncated again in 1963 and 1967 before the final adjustment around 1995 that resulted in the state highway's current length.