- O'Brien Street
- Ogden Street
- Old Barrie Road East
- Old Coldwater Road
- Old Muskoka Road
- Old Scotia Place
- Old Udney
- Old Wilson Point Lane
- Olive Crescent
- Olive Drive
- Ontario Street
- Orchard Point Road
- Orion Boulevard
- Orkney Beach Road
- Orkney Heights
- Orma Drive
- Orr Drive
- Orser Drive
- Orsi Drive
- Osprey Lane
- Oxford Street