NC 65 Reidsville to Leaksville

NC 14 Reidsville to Leaksville

Between 1959-63, NC 14 was rerouted on its north end to meet NC 87 in downtown Eden, leaving behind SR 2039. Also in this timeframe, NC 14 was straightended out to its modern alignment, leaving behind SR 2037 Harrison Crossroads Rd.
In 1967 or 1968, NC 14 was rerouted on its north end again to bypass Eden as new construction to the east and north, meeting NC 87 just short of the Virginia line.

NC 14 directly to Eden

NC 14 bypassing Eden

It appears that about 1973 or 1974 NC 14 south was truncated to today's US 29 Business as the new US 29 Bypass was built far to the east.
Between 1980-82, NC 14 south was extended out with a newly routed US 158 out to the US 29 freeway.
In 2000, when all NC routes were moved onto the Eden Bypass and NC 14, NC 14 was signed to 1000 feet from the Virginia State Line instead of ending at the old NC 87 jct. However, the current on-line map of Rockingham County implies NC 14 ends at NC 87.

NC 14 truncated at Reidsville

NC 14 under construction to new US 29

The first NC 14 was an original state highway. The 1921 Official Map shows a state highway from Chapel Hill to Hillsborough, then northeast to Timberlake. No highway is shown on the 1921 map running from Hillsborough northwest to anywhere.
The 1922 Auto Trails map shows NC 14 running from NC 75 (probably Columbia at Franklin) Chapel HIll running to Hillsborough using Old Chapel Hill Rd. After crossing its parent NC 10, NC 14 conitnued northwest to Yanceyville, then north to the Virginia State Line near Danville, VA. The Virginia side was briefly VA 14 but was later renumbered as VA 144 in the mid-20s.

NC 14 Chapel Hill to Hillsborough

NC 14 Chapel Hill to Danville, VA

The first noticeable change to NC 14 occurred in 1924 between Hillsborough and Prospect Hill. NC 14 was given a new alignment to the east bypassing Cedar Grove and McDade. The old route is today's McDade Store Rd and Old Hillsborough Rd.

NC 14 through Cedar Grove

NC 14 on modern alignment

There appears to be evidence NC 14 used Union Grove Church Rd and Arthur Minnis Rd from Calvander halfway to Hillsboro until 1926.

NC 14 wavy through Orange County

NC 14 straight through Orange County

Later, NC 54 was born, which ran through Chapel Hill from Carrboro on what was also NC 14. It is not currently known if NC 14 was truncated to NC 54 at any point (would've been Hillsborough Rd at West Main in Carrsboro).
In late 1940, NC 14 was renumbered in its entirety to NC 86. To follow the last alignment of original NC 14 today is to embark on a secondary route journey, as NC 86 was rebuilt/rerouted in many places in the late 50s.
In addition to using Old Chapel Hill Rd out of Carrsboro, NC 14 followed Main St through Yanceyville, and an extensive "Old NC 86" through northern Caswell County through the villages of Purley and Providence.

NC 14 not long for this world

NC 86 replaces NC 14