Olde Oakville Real Estate

Welcome to Historic OLDE OAKVILLE!

Established in 1827 Olde Oakville contains numerous historical homes and churches. It’s streets that are bounded by the QEW highway to the north, Chartwell Road to the east, Lake Ontario to the south and 16 Mile Creek to the west are lined with mature trees and numerous walking paths along Lake Ontario. The houses range from heritage homes, to in-fill homes and townhomes as well as luxury condominium apartments with some newly built detached homes and major renovations to existing detached homes. With it’s downtown Oakville location it is within walking distance to downtown’s shops, restaurants, schools, library, Lake Ontario and several parks. The Entertainment District of Oakville can be found in Olde Oakville and it is about to undergo an extensive renovation with a new home for the Oakville Galleries and a new recreation centre to be built. Other hotspots in this District include the Oakville Theatre of Performing Arts, Oakville Yacht Squadron and Oakville Power Boat Club. It offers an easy commute with easy access to the QEW and the 403.

Alex Irish & Associates Old Oakville


While in Old Oakville you can look forward to grabbing a Starbucks and heading for the waterfront path and visiting the Oakville Museum that lies in Erchless Estate. Oakville Museum is a family friendly property that once belonged to the founder of Oakville Colonel William Chisholm and his family. You can enjoy a guided tour of the property and learn about the history of Oakville and the founder’s family. Visit the Old Post Office on Lake Ontario and you can imagine you are back in the 1800’s.

If you feel like a game of tennis, drop by the Oakville Club, where they offer racquet sports, fitness, yachting, swimming, special events, children’s programs and a private club with waterfront casual and event dining. The Oakville Club has offered memberships for over a century to entire families in areas such as sports, recreation and social activities. The Oakville Club offers 5 outdoor tennis courts, 4 indoor badminton courts, a full fitness centre with gorgeous views of Sixteen Mile Creek and Lake Ontario, holiday day camps, racquet programs for kids, special events and great dining.

Alex Irish & Associates Old Oakville

Midnight madness is held in July every year and just celebrated 40 years of community fun. It is known as Oakville’ largest retail event and is always a big hit. Take a stroll downtown to enjoy featured food, live music and entertainment. It features 6 blocks of family friendly entertaining and deals that you won’t want to miss. There is a free bike corral as well as free shuttle bus services that night.

Jonathan’s Souffle and Seafood Bar is the only place to go if you are craving a lobster souffle then grab a martini during Happy Hour at Harper’s Landing.

Don’t forget the Tree Lighting Ceremony in Town Square that will help you get into the Christmas spirit. Downtown Oakville kicks off the Christmas season with it’s Tree Lighting Ceremony that includes live entertainment, tree lighting and a pop-up market. You can meet Santa, enjoy some good food and treats and join the fun in caroling.

The Santa Claus Parade features amazing floats favourite to many locals and many new ones every year for you to go out and watch. What a great way to celebrate the spirit of Christmas than to line the streets of Downtown Oakville to watch. Bring a lawn chair and a blanket.

Alex Irish & Associates Old Oakville
Alex Irish & Associates Old Oakville
Alex Irish & Associates Old Oakville

Halton District School Board

New Central Public School
133 Balsam Drive, Oakville
Phone: 905.844.3081

Maple Grove Public School
288 Maple Grove Drive, Oakville
Phone: 905.844.9322

E.J. James Public School
338 Cairncroft Road, Oakville
Phone: 905.845.2015

Oakville Trafalgar High School
1460 Devon Road, Oakville
Phone: 905.845.2875

Halton Catholic District School Board

St. Vincent Catholic Elementary School
1280 Braeside Drive, Oakville
Phone: 905.849.0777

St. Thomas Aquinas Secondary School
124 Dorval Drive, Oakville
Phone: 905.842.9494

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