RealOrca Realty · Ontario, Canada

Old Oakville / South Oakville Luxury Homes For Sale

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Old Oakville / South Oakville Luxury Homes For Sale

Discover 57 luxury homes for sale in Old Oakville and South Oakville, with listings ranging from $2,100,000 to $23,980,000 and a median price of $3,788,000. Old Oakville is the leading neighbourhood in this collection. Its historic downtown, nearby Lake Ontario waterfront and access to GO service help define the setting for this search.

Old Oakville forms part of the town’s historic downtown and lakeshore core, with heritage streets, walkable amenities and nearby waterfront parks. GO Transit’s Lakeshore West corridor serves Oakville and the broader area, alongside local Oakville Transit. Public and Catholic school options are available through Halton District School Board and Halton Catholic District School Board, with school assignments dependent on address and catchment.

This collection includes 57 listings from $2,100,000 to $23,980,000, with a median price of $3,788,000. Old Oakville is the top neighbourhood represented. Buyers searching the luxury market can compare homes in the historic core and surrounding South Oakville area, considering location, access to the lakefront and nearby services.

Featured Properties

Each home includes a RealOrca AI valuation and confidence score.

$2,395,000

221 Hanover Oakville,ON L6K 0G9

Oakville, ON, Canada

4 bd5 ba0–0 sqft

Listed 0 days ago

$2,200,000

372 Trafalgar Oakville,ON L6J 3H5

Oakville, ON, Canada

4 bd3 ba2,000–2,000 sqft

Listed 1 day ago

$6,975,000

21 2 Oakville,ON L6J 3T1

Oakville, ON, Canada

3 bd3 ba2,500–2,500 sqft

Listed 1 day ago

$5,130,000

317 Gloucester Oakville,ON L6J 3W8

Oakville, ON, Canada

4 bd4 ba5,000–5,000 sqft

Listed 1 day ago

$3,758,000

203 Weybourne Oakville,ON L6K 2T7

Oakville, ON, Canada

4 bd5 ba3,500–3,500 sqft

Listed 1 day ago

$3,149,000

124 Paliser Oakville,ON L6K 2H1

Oakville, ON, Canada

5 bd6 ba5,000–5,000 sqft

Listed 1 day ago

$3,199,000

305 Randall Oakville,ON L6J 6B4

Oakville, ON, Canada

2 bd4 ba2,500–2,500 sqft

Listed 2 days ago

$3,750,000

56 Birch Hill Oakville,ON L6K 2N9

Oakville, ON, Canada

5 bd5 ba5,000–5,000 sqft

Listed 5 days ago

$2,749,000

139 Allan Oakville,ON L6J 3N6

Oakville, ON, Canada

4 bd3 ba3,000–3,000 sqft

Listed 5 days ago

$5,999,000

112 Elton Park Oakville,ON L6J 4C1

Oakville, ON, Canada

4 bd8 ba5,000–5,000 sqft

Listed 5 days ago

$2,240,000

316 River Side Oakville,ON L6K 3N4

Oakville, ON, Canada

3 bd2 ba2,000–2,000 sqft

Listed 5 days ago

$6,700,000

123 Tavistock Oakville,ON L6K 2V1

Oakville, ON, Canada

4 bd7 ba5,000–5,000 sqft

Listed 6 days ago

$2,438,000

48 Forsythe Oakville,ON L6K 3J7

Oakville, ON, Canada

3 bd4 ba3,000–3,000 sqft

Listed 7 days ago

$4,265,000

343 Douglas Oakville,ON L6J 3S7

Oakville, ON, Canada

4 bd6 ba3,500–3,500 sqft

Listed 8 days ago

$2,299,000

467 Caesar Oakville,ON L6J 3Z1

Oakville, ON, Canada

4 bd3 ba2,500–2,500 sqft

Listed 8 days ago

$5,590,000

138 Dianne Oakville,ON L6J 4G9

Oakville, ON, Canada

4 bd7 ba5,000–5,000 sqft

Listed 8 days ago

$5,799,000

1074 Lavender Oakville,ON L6J 1V2

Oakville, ON, Canada

4 bd6 ba5,000–5,000 sqft

Listed 8 days ago

$4,879,000

70 Shorewood Oakville,ON L6K 3Y4

Oakville, ON, Canada

4 bd6 ba5,000–5,000 sqft

Listed 8 days ago

$3,199,900

379 River Side Oakville,ON L6K 3N6

Oakville, ON, Canada

3 bd4 ba3,000–3,000 sqft

Listed 9 days ago

$4,149,000

426 Trafalgar Oakville,ON L6J 3H7

Oakville, ON, Canada

4 bd6 ba3,000–3,000 sqft

Listed 9 days ago

$2,799,000

111 Forsythe Oakville,ON L6K 3J9

Oakville, ON, Canada

2 bd3 ba2,499–2,499 sqft

Listed 9 days ago

$3,950,000

489 Lakeshore Oakville,ON L6K 1G4

Oakville, ON, Canada

4 bd6 ba5,000–5,000 sqft

Listed 9 days ago

$2,185,000

89 Holyrood Oakville,ON L6K 2V4

Oakville, ON, Canada

3 bd4 ba1,500–1,500 sqft

Listed 9 days ago

$2,800,000

25 Howard Oakville,ON L6J 3Y2

Oakville, ON, Canada

3 bd2 ba2,500–2,500 sqft

Listed 11 days ago

$2,299,000

23 Chisholm Oakville,ON L6K 3W2

Oakville, ON, Canada

3 bd3 ba0–0 sqft

Listed 12 days ago

$2,380,000

406 Christina Oakville,ON L6K 1H6

Oakville, ON, Canada

4 bd4 ba1,500–1,500 sqft

Listed 13 days ago

$2,688,880

18 Florence Oakville,ON L6K 1V6

Oakville, ON, Canada

4 bd5 ba3,500–3,500 sqft

Listed 13 days ago

$2,495,000

32 Park Oakville,ON L6J 3X8

Oakville, ON, Canada

3 bd2 ba2,000–2,000 sqft

Listed 14 days ago

$5,500,000

1073 Lakeshore Oakville,ON L6J 1K9

Oakville, ON, Canada

3 bd6 ba5,000–5,000 sqft

Listed 14 days ago

$2,459,000

257 Hanover Oakville,ON L6K 0H3

Oakville, ON, Canada

4 bd4 ba3,500–3,500 sqft

Listed 15 days ago

$3,750,000

321 Morden Oakville,ON L6K 2S6

Oakville, ON, Canada

4 bd7 ba5,000–5,000 sqft

Listed 19 days ago

$23,980,000

489 Lakeshore Oakville,ON L6J 1K4

Oakville, ON, Canada

4 bd8 ba5,000–5,000 sqft

Listed 20 days ago

$4,999,000

488 Macdonald Oakville,ON L6J 2B9

Oakville, ON, Canada

4 bd5 ba5,000–5,000 sqft

Listed 20 days ago

$2,850,000

89 Forsythe Oakville,ON L6K 3R7

Oakville, ON, Canada

2 bd3 ba3,500–3,500 sqft

Listed 20 days ago

$6,575,000

153 Balsam Oakville,ON L6J 3X4

Oakville, ON, Canada

4 bd5 ba5,000–5,000 sqft

Listed 20 days ago

$4,575,000

45 Shorewood Oakville,ON L6K 3Y3

Oakville, ON, Canada

4 bd5 ba5,000–5,000 sqft

Listed 20 days ago

$2,790,000

370 Christina Oakville,ON L6K 1H6

Oakville, ON, Canada

4 bd6 ba3,500–3,500 sqft

Listed 21 days ago

$7,249,000

54 Raymar Oakville,ON L6J 6M1

Oakville, ON, Canada

3 bd5 ba5,000–5,000 sqft

Listed 22 days ago

$4,390,000

235 Lakewood Oakville,ON L6K 1B3

Oakville, ON, Canada

3 bd5 ba5,000–5,000 sqft

Listed 22 days ago

$3,000,000

253 Church Oakville,ON L6J 1N7

Oakville, ON, Canada

2 bd3 ba2,249–2,249 sqft

Listed 27 days ago

$5,600,000

7 Colonial Oakville,ON L6J 4K8

Oakville, ON, Canada

4 bd3 ba5,000–5,000 sqft

Listed 27 days ago

$2,999,000

105 Whittington Oakville,ON L6K 3W1

Oakville, ON, Canada

4 bd6 ba3,500–3,500 sqft

Listed 28 days ago

$2,999,000

200 William Oakville,ON L6J 1C7

Oakville, ON, Canada

5 bd3 ba2,500–2,500 sqft

Listed 28 days ago

$3,998,900

36 Anderson Oakville,ON L6K 1A5

Oakville, ON, Canada

3 bd4 ba2,500–2,500 sqft

Listed 28 days ago

$4,998,000

74 Howard Oakville,ON L6J 3Y5

Oakville, ON, Canada

4 bd4 ba3,500–3,500 sqft

Listed 28 days ago

$3,999,000

61 Highland Oakville,ON L6K 1S8

Oakville, ON, Canada

4 bd7 ba5,000–5,000 sqft

Listed 30 days ago

$3,995,000

16 Colonial Oakville,ON L6J 4K9

Oakville, ON, Canada

4 bd4 ba5,000–5,000 sqft

Listed 33 days ago

$3,788,000

1049 Cedar Grove Oakville,ON L6J 2C2

Oakville, ON, Canada

3 bd5 ba5,000–5,000 sqft

Listed 34 days ago

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Old Oakville / South Oakville Luxury Homes For Sale