✨ Luxury ($2M+) in Oakville

Luxury Homes for Sale in Oakville

High-end custom builds, acreage properties, and executive homes. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
Residential Freehold for sale - 2 Bed, 3 Bath Home at 89 Forsythe Street Oakville ON listed at $2,700,000 (MLS# W14131048)
Added 1 day ago
$2,700,000Est. $8,987/mo
2bd
3ba
Residential Freehold

89 Forsythe Street, Oakville

Oct 30, 2026
DOM: 2

Unrivalled downtown location backing onto 16 Mile Creek. A generous 2-storey freehold TH 2800+ SF (p...

MLS#: W14131048
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 239 Jones Street Oakville ON listed at $3,600,000 (MLS# W14133560)
Added 1 day ago
$3,600,000Est. $11,983/mo
4bd
6ba
Residential Freehold

239 Jones Street, Oakville

Oct 30, 2026
DOM: 2

Beautifully designed modern home with a unique layout in Bronte, a short walk to the lake and Bronte...

MLS#: W14133560
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 243 Rebecca Street Oakville ON listed at $2,489,000 (MLS# W14134582)
Added 1 day ago
$2,489,000Est. $8,285/mo
3bd
4ba
Residential Freehold

243 Rebecca Street, Oakville

Oct 30, 2026
DOM: 2

Discover The Matheson, an exclusive collection of six luxury freehold townhomes in the heart of Oakv...

MLS#: W14134582
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 3447 Liptay Avenue Oakville ON listed at $2,579,900 (MLS# W14127168)
Added 2 days ago
$2,579,900Est. $8,588/mo
5bd
5ba
Residential Freehold

3447 Liptay Avenue, Oakville

Oct 29, 2026
DOM: 3

Situated on a premium ravine lot in Oakville's sought-after Bronte Creek community, this beautifully...

MLS#: W14127168
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2349 Presquile Drive Oakville ON listed at $2,399,000 (MLS# W14127228)
Added 2 days ago
$2,399,000Est. $7,985/mo
4bd
4ba
Residential Freehold

2349 Presquile Drive, Oakville

Oct 29, 2026
DOM: 3

Welcome to a home designed for both everyday living and entertaining, with a spacious, well-planned ...

MLS#: W14127228
For Sale
Residential Freehold for sale - 6 Bed, 7 Bath Home at 533 Carson Lane Oakville ON listed at $5,950,000 (MLS# W14127864)
Added 2 days ago
$5,950,000Est. $19,805/mo
6bd
7ba
Residential Freehold

533 Carson Lane, Oakville

Oct 29, 2026
DOM: 3

This magnificent custom residence is nestled in one of Oakville's most prestigious neighbourhoods, j...

MLS#: W14127864
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 129 Watson Avenue Oakville ON listed at $4,350,000 (MLS# W14128732)
Added 2 days ago
$4,350,000Est. $14,480/mo
4bd
5ba
Residential Freehold

129 Watson Avenue, Oakville

Oct 29, 2026
DOM: 3

5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Custom-Designed Kitchen Bo...

MLS#: W14128732
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 2365 Hertfordshire Way Oakville ON listed at $2,098,000 (MLS# W14128768)
Added 2 days ago
$2,098,000Est. $6,983/mo
5bd
5ba
Residential Freehold

2365 Hertfordshire Way, Oakville

Oct 29, 2026
DOM: 3

Spacious Fernbrook built home on a quiet street in Oakville's sought after Joshua Creek community. O...

MLS#: W14128768
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 1529 Venetia Drive Oakville ON listed at $4,995,000 (MLS# W14129458)
Added 2 days ago
$4,995,000Est. $16,627/mo
5bd
6ba
Residential Freehold

1529 Venetia Drive, Oakville

Oct 29, 2026
DOM: 3

Welcome to 1529 Venetia Drive, a turn-key masterpiece in Oakville's Coronation Park. Set on more tha...

MLS#: W14129458
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 431 Seaton Drive Oakville ON listed at $3,049,000 (MLS# W14125914)
Added 3 days ago
$3,049,000Est. $10,149/mo
6bd
5ba
Residential Freehold

431 Seaton Drive, Oakville

Oct 28, 2026
DOM: 4

Beautifully custom-built home showcasing luxury finishes throughout in one of the area's most presti...

MLS#: W14125914
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 407 Maple Grove Drive Oakville ON listed at $2,998,000 (MLS# W14121326)
Added 4 days ago
$2,998,000Est. $9,979/mo
6bd
4ba
Residential Freehold

407 Maple Grove Drive, Oakville

Oct 27, 2026
DOM: 5

Classic Oakville Setting. Contemporary Family Living. Positioned in one of Southeast Oakville's most...

MLS#: W14121326
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 408 Seabourne Drive Oakville ON listed at $2,575,000 (MLS# W14122148)
Added 4 days ago
$2,575,000Est. $8,571/mo
5bd
5ba
Residential Freehold

408 Seabourne Drive, Oakville

Oct 27, 2026
DOM: 5

Welcome to 408 Seabourne Drive, a charming 4 + 1 bedroom and 4.5 Bath custom-built home in desirable...

MLS#: W14122148
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 416 Wedgewood Drive Oakville ON listed at $3,995,000 (MLS# W14122216)
Added 4 days ago
$3,995,000Est. $13,298/mo
5bd
7ba
Residential Freehold

416 Wedgewood Drive, Oakville

Oct 27, 2026
DOM: 5

Set on a prime west-backing lot in Morrison, one of SE Oakville's most established + distinguished n...

MLS#: W14122216
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 240 Colchester Drive Oakville ON listed at $3,130,000 (MLS# W14116714)
Added 5 days ago
$3,130,000Est. $10,419/mo
6bd
4ba
Residential Freehold

240 Colchester Drive, Oakville

Oct 26, 2026
DOM: 6

Set on a remarkable estate-sized lot in coveted Morrison, this traditional family home offers an exc...

MLS#: W14116714
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1153 Maverick Way Oakville ON listed at $2,053,173 (MLS# W14117240)
Added 5 days ago
$2,053,173Est. $6,834/mo
5bd
4ba
Residential Freehold

1153 Maverick Way, Oakville

Oct 26, 2026
DOM: 6

Welcome To 1153 Maverick Way, An Exceptional Fairbank (English Manor) Deluxe Double Car Model By Mat...

MLS#: W14117240
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 2107 Lakeshore Road Oakville ON listed at $4,349,999 (MLS# W14117700)
Added 5 days ago
$4,349,999Est. $14,480/mo
5bd
7ba
Residential Freehold

2107 Lakeshore Road, Oakville

Oct 26, 2026
DOM: 6

Exceptional custom-built detached residence offering refined luxury, elegant design, and outstanding...

MLS#: W14117700
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 2220 Dunvegan Avenue Oakville ON listed at $2,230,000 (MLS# W14118320)
Added 5 days ago
$2,230,000Est. $7,423/mo
5bd
4ba
Residential Freehold

2220 Dunvegan Avenue, Oakville

Oct 26, 2026
DOM: 6

What a Lifestyle....Let's get you Home! Welcome to this One of a Kind Executive Home with Curb Appea...

MLS#: W14118320
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 2086 Glenforest Crescent Oakville ON listed at $2,795,000 (MLS# W14118346)
Added 5 days ago
$2,795,000Est. $9,304/mo
4bd
3ba
Residential Freehold

2086 Glenforest Crescent, Oakville

Oct 26, 2026
DOM: 6

An exceptional opportunity in one of South East Oakville's most desirable enclaves. Set on a mature,...

MLS#: W14118346
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 131 Mayfield Drive Oakville ON listed at $3,999,000 (MLS# W14118406)
Added 5 days ago
$3,999,000Est. $13,311/mo
4bd
5ba
Residential Freehold

131 Mayfield Drive, Oakville

Oct 26, 2026
DOM: 6

Welcome to 131 Mayfield Drive. Poised on a premium 60 x 131ft lot, this designer custom-built reside...

MLS#: W14118406
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 1426 Lakeshore Road Oakville ON listed at $6,499,900 (MLS# W14118452)
Added 5 days ago
$6,499,900Est. $21,636/mo
5bd
6ba
Residential Freehold

1426 Lakeshore Road, Oakville

Oct 26, 2026
DOM: 6

Discover an extraordinary custom residence in Oakville's prestigious Morrison neighbourhood, where t...

MLS#: W14118452
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 455 Samford Place Oakville ON listed at $2,599,000 (MLS# W14115228)
Added 6 days ago
$2,599,000Est. $8,651/mo
5bd
6ba
Residential Freehold

455 Samford Place, Oakville

Oct 25, 2026
DOM: 7

Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's m...

MLS#: W14115228
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 369 Wade Street Oakville ON listed at $3,299,999 (MLS# W14116002)
Added 7 days ago
$3,299,999Est. $10,984/mo
5bd
6ba
Residential Freehold

369 Wade Street, Oakville

Oct 24, 2026
DOM: 8

Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square fe...

MLS#: W14116002
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 254 Donessle Drive Oakville ON listed at $5,349,000 (MLS# W14110352)
Added 8 days ago
$5,349,000Est. $17,805/mo
6bd
6ba
Residential Freehold

254 Donessle Drive, Oakville

Oct 23, 2026
DOM: 9

From the moment you arrive, 254 Donessle Drive makes a lasting impression. Stately and estate-like, ...

MLS#: W14110352
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 287 MacDonald Road Oakville ON listed at $3,769,000 (MLS# W14110702)
Added 8 days ago
$3,769,000Est. $12,546/mo
4bd
5ba
Residential Freehold

287 MacDonald Road, Oakville

Oct 23, 2026
DOM: 9

This completely renovated contemporary residence represents the pinnacle of modern design and sophis...

MLS#: W14110702
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 1036 Valley Crest Circle Oakville ON listed at $2,988,000 (MLS# W14110728)
Added 8 days ago
$2,988,000Est. $9,946/mo
5bd
6ba
Residential Freehold

1036 Valley Crest Circle, Oakville

Oct 23, 2026
DOM: 9

RAVINE! PRIVATE BACKYARD OASIS! RARE THREE-CAR GARAGE! Discover an exceptional River Oaks residence ...

MLS#: W14110728
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 383 Maplehurst Avenue Oakville ON listed at $2,295,000 (MLS# W14111246)
Added 8 days ago
$2,295,000Est. $7,639/mo
4bd
3ba
Residential Freehold

383 Maplehurst Avenue, Oakville

Oct 23, 2026
DOM: 9

An exceptional opportunity to secure a substantial 75 272 ft lot (approximately 20,505 sq. ft.) in o...

MLS#: W14111246
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 2339 Hyacinth Crescent Oakville ON listed at $3,275,000 (MLS# W14111822)
Added 8 days ago
$3,275,000Est. $10,901/mo
5bd
6ba
Residential Freehold

2339 Hyacinth Crescent, Oakville

Oct 23, 2026
DOM: 9

Welcome to Glen Abbey Encore, one of Oakville's most coveted communities. Built in 2022 and never li...

MLS#: W14111822
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 203 Burloak Drive Oakville ON listed at $2,799,900 (MLS# W14112590)
Added 8 days ago
$2,799,900Est. $9,320/mo
4bd
5ba
Residential Freehold

203 Burloak Drive, Oakville

Oct 23, 2026
DOM: 9

Beautifully updated executive residence showcasing exceptional pride of ownership, thoughtful design...

MLS#: W14112590
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 249 Rebecca Street Oakville ON listed at $2,499,999 (MLS# W14112836)
Added 8 days ago
$2,499,999Est. $8,322/mo
3bd
4ba
Residential Freehold

249 Rebecca Street, Oakville

Oct 23, 2026
DOM: 9

This newly completed, three-storey luxury townhome is part of The Matheson, an exclusive six-unit en...

MLS#: W14112836
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 105 WHITTINGTON Place Oakville ON listed at $2,850,000 (MLS# W14113358)
Added 8 days ago
$2,850,000Est. $9,487/mo
4bd
6ba
Residential Freehold

105 WHITTINGTON Place, Oakville

Oct 23, 2026
DOM: 9

Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more ...

MLS#: W14113358
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 175 Burloak Drive Oakville ON listed at $2,599,000 (MLS# W14113488)
Added 8 days ago
$2,599,000Est. $8,651/mo
5bd
6ba
Residential Freehold

175 Burloak Drive, Oakville

Oct 23, 2026
DOM: 9

Just 2 blocks from Lake Ontario in sought-after Bronte, this upscale Oakville home with approx. $400...

MLS#: W14113488
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 222 Burgundy Drive Oakville ON listed at $7,595,000 (MLS# W14118270)
Added 8 days ago
$7,595,000Est. $25,281/mo
5bd
7ba
Residential Freehold

222 Burgundy Drive, Oakville

Oct 23, 2026
DOM: 9

Set within Morrison, one of Southeast Oakville's most distinguished neighbourhoods, this meticulousl...

MLS#: W14118270
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 18 Florence Drive Oakville ON listed at $2,688,880 (MLS# W14107320)
Added 9 days ago
$2,688,880Est. $8,950/mo
5bd
5ba
Residential Freehold

18 Florence Drive, Oakville

Oct 22, 2026
DOM: 10

Nestled on a quiet cul-de-sac beside Florence Park in the heart of Kerr Village this custom-built ho...

MLS#: W14107320
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 257 Hanover Street Oakville ON listed at $2,459,000 (MLS# W14109242)
Added 9 days ago
$2,459,000Est. $8,185/mo
4bd
4ba
Residential Freehold

257 Hanover Street, Oakville

Oct 22, 2026
DOM: 10

Fernbrook-built luxury elevator townhome in central Oakville's prestigious Royal Oakville Club, offe...

MLS#: W14109242
For Sale
Residential Freehold for sale - 7 Bed, 8 Bath Home at 1415 Rebecca Street Oakville ON listed at $3,895,000 (MLS# W14101204)
Added 10 days ago
$3,895,000Est. $12,965/mo
7bd
8ba
Residential Freehold

1415 Rebecca Street, Oakville

Oct 21, 2026
DOM: 11

A bold statement in luxury living. Set on an impressive 75 x 150 ft. lot in prestigious SouthOakvill...

MLS#: W14101204
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 14 Threshing Mill Boulevard Oakville ON listed at $2,188,800 (MLS# W14101484)
Added 10 days ago
$2,188,800Est. $7,286/mo
4bd
5ba
Residential Freehold

14 Threshing Mill Boulevard, Oakville

Oct 21, 2026
DOM: 11

EXCEPTIONAL RAVINE LOT | OVER $150,000 IN PREMIUM UPGRADES | LUXURY LIVING IN OAKVILLE Backing onto ...

MLS#: W14101484
For Sale
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