The story of College Road begins not with a road but with a purchase. In 1538, Henry VIII sold the area to goldsmith Thomas Calton. Calton’s grandson Sir Francis Calton, due to financial pressures, sold the Manor of Dulwich for £5,000 in 1605 to Elizabethan actor and entrepreneur Edward Alleyn, who vested his wealth in a charitable foundation, the College of God’s Gift, established in 1619. That foundation owned almost all of the land through which College Road would eventually run—and still does through its modern successor, the Dulwich Estate.
14th c.
Estrete
Northern portion of the route recorded as ‘Estrete’ (East Street), the oldest documented name for land on the College Road alignment.
1619
College Founded
Edward Alleyn establishes the College of God’s Gift on 21 June, by letters patent from King James I, cementing the Estate’s ownership of all surrounding land.
1787
Locus Lane Built
John Morgan, Lord of the Manor of Penge, constructs the southern section of the road to link his fields with Penge Common, naming it Locus Lane.
c. 1791
Tollgate Added
A tollgate is installed to fund road maintenance. It becomes the last surviving private tollgate in London, still operational today.
1863
Railway Arrives
Sydenham Hill Station opens, transforming development pressure on College Road’s western side and bringing wealthy commuters to the area.
1868
Building Plots Laid Out
The Dulwich Estate divides the western side of the road into building plots with 100-foot frontages, attracting wealthy owner-occupiers and builder-developers.
1870
Renamed College Road
Dulwich College moves into its new Charles Barry the younger buildings on the road. Penge Road is formally renamed College Road in recognition.
Did You Know?
When Dulwich College was founded in 1619, one of its early statutes ordered that twenty acres of College woodland be felled and sold every year. As documented by British History Online, this systematic clearance gradually eroded the ancient Dulwich Wood over centuries — making the surviving patch of woodland visible from College Road today all the more remarkable.
The southernmost section of College Road, between the Tollgate and Sydenham Hill, dates from 1787. Built by John Morgan, Lord of the Manor of Penge, its aim was to provide better access for his cattle and carts between the Penge and Dulwich Commons. To stop the road being damaged by other people’s animals, the tollgate was added in 1791. The College “pound,” which formerly stood near the toll-gate in the Penge Road, was in 1862 ordered to be removed to the end of Croxted Lane.
Prior to the construction of Sydenham Hill Station in 1863, the imposing Woodhouse was the only house on the road. In 1868 the Dulwich Estate divided the land along the west side of the road, from the new railway station as far as Union Road, into potential building sites with 100-foot frontages. The result was a street of substantial detached Victorian houses for wealthy merchants and professionals. Like most of the other residents in the road, generous numbers of domestic staff were an essential prerequisite to the enjoyment of the College Road lifestyle.