Here, the route turns east onto Clark Street and passes north of the Harrington Tower Railroad Museum before it crosses the Delmarva Central Railroad's Delmarva Subdivision line at-grade adjacent to the Harrington Yard.

The road continues east through more rural areas, intersecting Killens Pond Road/Deep Grass Lane before passing to the north of the town of Houston.

The road enters commercial areas, passing south of the Milford Solar Farm, and gains a center left-turn lane, coming to an intersection with US 113.

Past this intersection, the route becomes Northwest Front Street and runs past homes and businesses a short distance to the north of the Delmarva Central Railroad's Indian River Subdivision line and Silver Lake along the Mispillion River, narrowing back to two lanes.

Past this intersection, the route runs through areas of farmland with some commercial development, ending at an interchange with the DE 1 bypass of Milford.

[3][4] The section of DE 14 west of US 113 serves as part of a secondary hurricane evacuation route from coastal areas in southern Delaware.

[1] What would become DE 14 originally existed as a county road between the Maryland border in Burrsville and Rehoboth Beach by 1920.

[8] By 1924, the road was built as a state highway between Burrsville and Milford and was proposed as one between Nassau and Rehoboth Beach.

[9] A year later, the state road was completed between Milford and Cedar Creek and from Nassau to just west of Rehoboth Beach, with the sections between Cedar Creek and Nassau and into Rehoboth Beach under proposal.

[11] In 1927, the state highway between Milford and Rehoboth Beach was finished with the construction of a bascule bridge over the Broadkill River.

[2] In 1939, a southern extension of DE 14 was built between Bethany Beach and the Maryland state line in Fenwick Island as a gravel road.

[33][34] In 1971, a contract was awarded to widen DE 14 to a divided highway between Fenwick Island and South Bethany.

[40] On March 26, 2018, a groundbreaking ceremony was held to construct an interchange at the eastern terminus at DE 1 in Milford, with Governor John Carney, U.S.

Senator Tom Carper, U.S. Representative Lisa Blunt Rochester, and DelDOT secretary Jennifer Cohan in attendance.

[42] A ribbon-cutting ceremony for the interchange at DE 1 took place on May 18, 2019, with DelDOT secretary Cohan, Senator Carper, and State Representative Bryan Shupe in attendance.

The road heads back into Harrington and runs through commercial areas, passing to the east of the Delaware State Fairgrounds, which is where the Delaware State Fair is held and the Harrington Raceway & Casino and Centre Ice Rink are located.

US 13/DE 14 Truck crosses the Delmarva Central Railroad's Indian River Subdivision line at-grade, with the median widening to include businesses in it.

The project, which cost $8.5 million, was completed on August 20, 2008, with Senator Carper and other officials in attendance for a ribbon-cutting ceremony.