Tokyo is the most aged mega-city in the world, yet it has been subjected to few micro-scale evaluations of walkability in its super-aged neighborhoods. Systematic walking audits were conducted in two aging cities within western aspect of Tokyo to assess street-level walkability from older-adult housing to local destinations. A multi-method approach included administration of the Microscale Analysis of Pedestrian Streetscapes (MAPS-mini) tool augmented with GIS analyses and photography across 10 super-aged neighborhoods (40 walking routes and 102 street segments) in the cities of Musashino and Mitaka. Musashino city had measurably better conditions for walking than the adjacent municipality of Mitaka with evidence of significant intra- and inter-city environmental variations. Prevailing barriers across both cities included poor access to parks and public transit, limited seating and shelter, inconsistent pedestrian infrastructure, narrow roadways, and few traffic calming measures. Signs of neighborhood disorder were conspicuously absent suggesting that sociocultural influences may enhance walkability in the context of sparse infrastructural support. These findings have implications for age-friendly remediation of pedestrian conditions in aging mega cities.