Oakville, Ontario
Old Oakville
Historic charm meets lakefront luxury
Overview
Old Oakville is the historic downtown core of the town, anchored by a picturesque harbour, mature tree-lined streets, and some of the most expensive real estate in the GTA. You can walk from Lakeshore Road down to the water and feel like you're in a New England seaside village.
The housing mix runs from restored 1880s Victorians through mid-century bungalows on Chartwell and Maple Grove, to brand-new custom builds on oversized lots. Average detached prices regularly cross $3M, though smaller bungalows and townhomes can still be found for under $1.5M.
Neighbourhood stats
Median home price
$2.89M
Average rent
$4,400 / mo
Walk Score
78/100
Transit Score
52/100
Population
9,800
Avg days on market
26 days
+3.1% year over year
Median price trend
12-month median sale price in Old Oakville
What locals love
- Waterfront harbour + Tannery Park
- Walk to boutique Lakeshore Road shops
- Top-ranked schools across all levels
- Oakville GO, 35 min to Union Station
Schools
| School | Level | Rating |
|---|---|---|
| New Central Public School | Elementary | 9.0 / 10 |
| Oakville Trafalgar High School | High | 9.3 / 10 |
| St. Mildred's-Lightbourn School | Private | 9.5 / 10 |
Parks & recreation
- Tannery Park
- Lakeside Park
- Gairloch Gardens
Dining & shopping
- George's Bistro — lakeside
- Seasons — Canadian fine dining
- Paradiso — classic Italian
- The Dickens — gastropub
Current listings
Homes for sale in Oakville

For Sale10 h ago
$1,678,000
Detached
est. $9,572/mo
2051 ASHMORE Drive, 1019 - WM Westmount
Oakville, ON
4+1 bd
5 ba
2,750
5
MLS# W13004194Aimhome Realty Inc.

For Sale14 days ago
$1,144,900
Townhouse
est. $6,531/mo
3053 Perkins Way, 1010 - JM Joshua Meadows
Oakville, ON
4 bd
4 ba
2,750
2
MLS# W12945552Stonecastle Realty Group Inc.

For Sale6 days ago
$1,299,000
Detached
est. $7,410/mo
2665 Castle Hill Crescent, 1015 - RO River Oaks
Oakville, ON
3+1 bd
4 ba
1,750
6
MLS# W12976132Re/Max Aboutowne Realty Corp.