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Delaware Route 299

Delaware Route 299 marker

Delaware Route 299
Route information
Maintained by DelDOT
Length: 9.77 mi (15.72 km)
Existed: 1957 – present
Tourist
routes:
Harriet Tubman Underground Railroad Byway
Delaware's Bayshore Byway
Major junctions
West end: MD 282 east of Warwick, Maryland
  US 301 east of Warwick, Maryland
DE 15 west of Middletown
US 301 / DE 15 in Middletown
DE 71 in Middletown

DE 1 west of Odessa
US 13 in Odessa
East end: DE 9 in Mathews Corners
Location
Counties: New Castle
Highway system
I‑295 DE 300

Delaware 4 1955.svg

Delaware Route 4
Location: Near Warwick, Maryland-Odessa
Length: 8.08 mi (13.00 km)
Existed: 1938–1957

Delaware Route 299 marker

Delaware Route 299 (DE 299) is a state highway in New Castle County, Delaware. It runs 9.77 mi (15.72 km) from Maryland Route 282 (MD 282) at the Maryland border east of Warwick, Maryland to DE 9 in Mathews Corners, passing through Middletown and Odessa. It overlaps U.S. Route 301 (US 301) from just east of the Maryland border to the west end of Middletown. It is also concurrent with DE 15 along the eastern part of the US 301 concurrency. The road runs through a mix of suburban development.

Delaware Route 299 was originally designated as DE 4 in 1938, running as far east as US 13 in Odessa. By 1957, DE 4 became DE 299 to match MD 299 (now MD 282) and was extended east to DE 9 in 1959. Over the years, several different routes had followed the DE 299 alignment including DE 71 west of Middletown between 1959 and 1987 and US 301N between Middletown and Odessa from 1959 to 1971. In 2008, a widening of DE 299 in the western part of Middletown began; it was completed in November 2010.

DE 299 heads east from the Maryland border on Warwick Road, passing through farmland. At the state line, the road continues west into Maryland as MD 282. Shortly after the state line, it merges onto US 301 and heads to the northeast on Middletown Warwick Road. DE 15 joins with the two routes, heading from the south on Levels Road, and they head into the commercial western part of Middletown. At the point DE 15 makes a left onto Bunker Hill Road, US 301 continues straight and DE 299 makes a right onto Main Street, heading east across Norfolk Southern's Delmarva Secondary rail line into the downtown area of Middletown. In the center of town, DE 299 intersects DE 71 (Broad Street).


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