Oakville, Ontario
As of September 26, 2026, the median asking price in Oakville is $1,526,950, across 919 active MLS® listings.
Those listings have been on the market an average of 50 days.
447 new listings came to market in Oakville in the last 30 days.
Detached homes in Oakville are listed at an average of $2,547,514 across 555 active listings.
Townhouses in Oakville are listed at an average of $1,147,852 across 189 active listings.
Condos in Oakville are listed at an average of $740,073 across 173 active listings.
Harbour Light, Heritage Heart
Downtown Oakville is the town’s original lakeside core—where Trafalgar Road meets Lakeshore and history still feels lived-in. Restored brick storefronts, mature trees, and church steeples frame a main-street rhythm of cafés, patios, independent retailers, and gallery windows. You’re never far from the water: the harbour, the pier, and the lakefront parks give the neighbourhood its unmistakably coastal Ontario pulse.
The crowd is polished but neighbourly—longtime Oakville families, executives commuting to Toronto, and downsizers trading acreage for walkable errands and a front-row seat to the waterfront. Weekends revolve around brunch lines, farmers’ market bags, sailboat masts in the distance, and long walks through Lakeside Park and the Sixteen Mile Creek trails. Despite the “downtown” label, the Walk Score sits around 46, so many residents still drive for bigger-box shopping and some daily needs, but the core itself is compact and easy to cover on foot.
Real estate here reads like a catalogue of Oakville eras: heritage homes tucked on quiet streets, updated mid-century properties, and newer luxury townhomes/condos that keep the lifestyle low-maintenance. Prices tend to hold a premium for proximity to the lake, mature streetscapes, and the cachet of a true main street. Inventory can be tight, and buyers often compete for renovated character homes and well-managed boutique condo buildings—especially those offering an easy stroll to the harbour and dinner on Lakeshore.
Oakville covers about 139 km², so a single Walk Score®, Transit Score® or Bike Score® measured at one point would not describe it. How easily you can get around depends on which part of Oakville you are in — check the score for a specific address.
Communities.ca Inc.
Stuart Hall, REALTOR® · Licence #LIC-00651009 · Century 21 Bravo
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