✨ 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 - 6 Bed, 4 Bath Home at 407 Maple Grove Drive Oakville ON listed at $2,998,000 (MLS# W14121326)
Added 1 day ago
$2,998,000Est. $9,979/mo
6bd
4ba
Residential Freehold

407 Maple Grove Drive, Oakville

Oct 27, 2026
DOM: 2

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 1 day ago
$2,575,000Est. $8,571/mo
5bd
5ba
Residential Freehold

408 Seabourne Drive, Oakville

Oct 27, 2026
DOM: 2

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 1 day ago
$3,995,000Est. $13,298/mo
5bd
7ba
Residential Freehold

416 Wedgewood Drive, Oakville

Oct 27, 2026
DOM: 2

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 2 days ago
$3,130,000Est. $10,419/mo
6bd
4ba
Residential Freehold

240 Colchester Drive, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$2,053,173Est. $6,834/mo
5bd
4ba
Residential Freehold

1153 Maverick Way, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$4,349,999Est. $14,480/mo
5bd
7ba
Residential Freehold

2107 Lakeshore Road, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$2,230,000Est. $7,423/mo
5bd
4ba
Residential Freehold

2220 Dunvegan Avenue, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$2,795,000Est. $9,304/mo
4bd
3ba
Residential Freehold

2086 Glenforest Crescent, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$3,999,000Est. $13,311/mo
4bd
5ba
Residential Freehold

131 Mayfield Drive, Oakville

Oct 26, 2026
DOM: 3

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 2 days ago
$6,499,900Est. $21,636/mo
5bd
6ba
Residential Freehold

1426 Lakeshore Road, Oakville

Oct 26, 2026
DOM: 3

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 3 days ago
$2,599,000Est. $8,651/mo
5bd
6ba
Residential Freehold

455 Samford Place, Oakville

Oct 25, 2026
DOM: 4

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 4 days ago
$3,299,999Est. $10,984/mo
5bd
6ba
Residential Freehold

369 Wade Street, Oakville

Oct 24, 2026
DOM: 5

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 5 days ago
$5,349,000Est. $17,805/mo
6bd
6ba
Residential Freehold

254 Donessle Drive, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$3,769,000Est. $12,546/mo
4bd
5ba
Residential Freehold

287 MacDonald Road, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,988,000Est. $9,946/mo
5bd
6ba
Residential Freehold

1036 Valley Crest Circle, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,295,000Est. $7,639/mo
4bd
3ba
Residential Freehold

383 Maplehurst Avenue, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$3,275,000Est. $10,901/mo
5bd
6ba
Residential Freehold

2339 Hyacinth Crescent, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,799,900Est. $9,320/mo
4bd
5ba
Residential Freehold

203 Burloak Drive, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,499,999Est. $8,322/mo
3bd
4ba
Residential Freehold

249 Rebecca Street, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,850,000Est. $9,487/mo
4bd
6ba
Residential Freehold

105 WHITTINGTON Place, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$2,599,000Est. $8,651/mo
5bd
6ba
Residential Freehold

175 Burloak Drive, Oakville

Oct 23, 2026
DOM: 6

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 5 days ago
$7,595,000Est. $25,281/mo
5bd
7ba
Residential Freehold

222 Burgundy Drive, Oakville

Oct 23, 2026
DOM: 6

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 6 days ago
$2,688,880Est. $8,950/mo
5bd
5ba
Residential Freehold

18 Florence Drive, Oakville

Oct 22, 2026
DOM: 7

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 6 days ago
$2,459,000Est. $8,185/mo
4bd
4ba
Residential Freehold

257 Hanover Street, Oakville

Oct 22, 2026
DOM: 7

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 7 days ago
$3,895,000Est. $12,965/mo
7bd
8ba
Residential Freehold

1415 Rebecca Street, Oakville

Oct 21, 2026
DOM: 8

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 7 days ago
$2,188,800Est. $7,286/mo
4bd
5ba
Residential Freehold

14 Threshing Mill Boulevard, Oakville

Oct 21, 2026
DOM: 8

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

MLS#: W14101484
For Sale
Residential Condo & Other for sale - 2 Bed, 3 Bath Home at 111 Forsythe Street Oakville ON listed at $2,395,000 (MLS# W14102924)
Added 7 days ago
$2,395,000Est. $7,972/mo
2bd
3ba
Residential Condo & Other

111 Forsythe Street, Unit 305, Oakville

Oct 21, 2026
DOM: 8

Welcome to this spectacular East facing Suite in luxurious One Eleven Forsythe, one of Downtown Oakv...

MLS#: W14102924
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 450 Bedford Road Oakville ON listed at $4,389,000 (MLS# W14104200)
Added 7 days ago
$4,389,000Est. $14,609/mo
6bd
5ba
Residential Freehold

450 Bedford Road, Oakville

Oct 21, 2026
DOM: 8

Outstanding One Of A Kind Custom Residence Designed By European Architect Showcasing Timeless Finish...

MLS#: W14104200
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1200 Speers Road Oakville ON listed at $2,100,000 (MLS# W14104328)
Added 7 days ago
$2,100,000Est. $6,990/mo
0bd
0ba
Commercial

1200 Speers Road, Unit 45-46, Oakville

Oct 21, 2026
DOM: 8

Extremely Clean Industrial Condominium Units With Useable Mezzanine And Two Drive-In Doors. Located ...

MLS#: W14104328
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 760 Pacific Road Oakville ON listed at $2,595,000 (MLS# W14104350)
Added 7 days ago
$2,595,000Est. $8,638/mo
0bd
0ba
Commercial

760 Pacific Road, Unit 25-27, Oakville

Oct 21, 2026
DOM: 8

Exceptional opportunity to own 3,992 SF of boutique medical office condominium space in Oakville's p...

MLS#: W14104350
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 240 Poplar Drive Oakville ON listed at $5,845,000 (MLS# W14104434)
Added 7 days ago
$5,845,000Est. $19,456/mo
5bd
6ba
Residential Freehold

240 Poplar Drive, Oakville

Oct 21, 2026
DOM: 8

Space, privacy and an exceptional Southeast Oakville location. Set on a generous 130 x 130 ft lot su...

MLS#: W14104434
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 2343 Edward Leaver Trail Oakville ON listed at $2,668,000 (MLS# W14104712)
Added 7 days ago
$2,668,000Est. $8,881/mo
5bd
5ba
Residential Freehold

2343 Edward Leaver Trail, Oakville

Oct 21, 2026
DOM: 8

Discover an exceptional, fully furnished residence in Glen Abbey Encore, one of Oakville's most soug...

MLS#: W14104712
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 529 Pineland Avenue Oakville ON listed at $2,788,000 (MLS# W14096876)
Added 8 days ago
$2,788,000Est. $9,280/mo
4bd
5ba
Residential Freehold

529 Pineland Avenue, Oakville

Oct 20, 2026
DOM: 9

An exceptional family residence in desirable Oakville, offering approximately 3,550 sq. ft. above gr...

MLS#: W14096876
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 54 RAYMAR Place Oakville ON listed at $6,500,000 (MLS# W14097832)
Added 8 days ago
$6,500,000Est. $21,636/mo
5bd
5ba
Residential Freehold

54 RAYMAR Place, Oakville

Oct 20, 2026
DOM: 9

This exceptional residence has been extensively upgraded with curated enhancements that seamlessly b...

MLS#: W14097832
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 3096 Daniel Way Oakville ON listed at $2,229,900 (MLS# W14098532)
Added 8 days ago
$2,229,900Est. $7,423/mo
5bd
5ba
Residential Freehold

3096 Daniel Way, Oakville

Oct 20, 2026
DOM: 9

Exquisite Luxury Home on a Ravine Lot in Prestigious Seven Oaks! Boasting over 5,400 sq. ft. of opul...

MLS#: W14098532
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 393 Maple Grove Drive Oakville ON listed at $5,888,000 (MLS# W14098868)
Added 8 days ago
$5,888,000Est. $19,599/mo
5bd
6ba
Residential Freehold

393 Maple Grove Drive, Oakville

Oct 20, 2026
DOM: 9

Nestled within one of Oakville's esteemed neighborhoods, this exceptional residence epitomizes luxur...

MLS#: W14098868
For Sale
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