This research examines neighborhood-scale physical and social environmental conditions that are associated with active living among seniors in Greendale, Wisconsin. The town's demographics reflect a naturally occurring retirement community. From survey responses of over 700 seniors, findings show that far more seniors reported walking for health and exercise reasons than for instrumental reasons or for social interaction. Senior Greendalers rarely reported deterrents to walking because of poor safety. Most residents feel safe being out in their neighborhood at night, and show a strong sense of belongingness to one's neighborhood. The latter may be linked to one's feeling of safety, and NORC qualities themselves may elicit these perceptions. Proximity to amenities in one's neighborhood seems to be a key factor in reports of walking behavior, regardless of the specific amenity itself. Retrofitting communities may be necessary to promote healthier environments in which adults age and remain vital.