A day spent in the Town of Oakland will take you back in time to the old, quaint Florida of yesterday - even as new residents begin to discover what just a few have known for generations. Due to growth in Orange County, maintaining Oakland’s small-town character as “Nestled Among the Oaks” has been one of its most difficult challenges – and greatest accomplishments.
While new homes have been built in Oakland over the last several years, Oakland remains a quaint, unhurried community not unlike it was in 1887, when the town was incorporated. Tree-lined roads are nostalgic reminders of an era when life was simple, and everyone knew their neighbors.