Late 20th century housing developments, many of them planned using winding streets or cul de sacs, have now surrounded the early community.

Pendleton Pike was rerouted in the early 20th century to pass along the southern edge of the community, and is now a busy six−lane thoroughfare lined with commercial development.

[10] Oaklandon never incorporated, and therefore had no official town limits, but appears never to have developed south of present-day Pendleton Pike.

Today a retail development occupies the school's site, but that development's sign includes a panel reading “Oaklandon Community established 1849.” Upon passing that sign and heading into the historic district, one immediately notices that the area differs from the surrounding commercial and residential area.

That atmosphere is reinforced by the small lots and modest setbacks that characterize the housing stock on Oaklandon Road, the older part of the district.