After crossing the Choptank River, the state highway meets MD 313 (Greensboro Road).

MD 314 continues east as Whiteleysburg Road through the eastern part of Greensboro before it leaves the town limits and passes through farmland.

At the state line, MD 314 becomes DE 12, which immediately turns northeast onto Whites Lane, soon becoming Burnite Mill Road and heading toward the town of Felton.

[5][6] Sunset Avenue west of Main Street was originally designated MD 315.

MD 314A is the unsigned designation for Two State Road, a 0.10-mile (0.16 km) two-lane undivided spur from MD 314 to the Delaware state line at Whiteleysburg, where the spur quickly encounters DE 12.