Olde Oakville is known for its mix of historic heritage homes and new custom built residences. Some of Oakville’s most prestigious streets are located here – including Balsam Drive, Chartwell Road and Gloucester Drive. Residents here enjoy taking advantage of the proximity to Downtown Oakville, strolling to the quaint shops and fine restaurants along Lakeshore Road. Nestled south of Lakeshore Road are private lakefront properties, public walkways and parks. This vibrant community boasts annual events such as the Midnight Madness, and various Arts and Craft shows.

Olde Oakville possesses distinct Heritage districts just to the north of downtown, as well as south of Lakeshore Road. Protected by the Ontario Heritage Act, modification of homes with historic significance is regulated to maintain and preserve the distinct charm of the era in which they were built.