Though Windsor Mill Road has no interchange with the Baltimore Beltway, it crosses over the highway, and this point is frequently mentioned in traffic reports.

Windsor Mill Road once continued east to near the intersection of Pennsylvania and Fremont Avenues; a short piece survives as School Street.

[3] Currently, Windsor Mill Road begins near Walbrook Junction in West Baltimore as a one-way street for several blocks, but becomes a larger two-way road at Gwynns Falls Parkway and crosses under a large arch bridge carrying Clifton Avenue.

[6] Woodlawn middle school Powhatan elementary Northwest academy When traveling westbound on Windsor Mill Road, after passing the parks, Windsor Mill Road crosses Baltimore County after Forest Park Avenue.

A left turn, which is more common, and is permitted without stopping, will bring the motorist onto Gwynns Falls Parkway, a major road that continues west–east for about two miles (3 km) up until the entrance to Druid Hill Park and the Maryland Zoo in Baltimore after City home communities.