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Oakville, ON Luxury Homes

Showing results 1 - 30 of 169

With Square Yards Canada, you can find your dream luxury homes for sale in Oakville. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Oakville


Last Updated: December 26, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
49 Photos
Last Updated : 1 Day ago
1342 Kestell Boulevard, Halton, ON , MLS #W12571882 , Image - 1
Image With Blur overlay

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1342 Kestell Boulevard 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W12571882

Residential Freehold (Detached)

$2299000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Bright & Beautiful Gourmet Kitchen Boasting Large Centre Island with Breakfast Bar, G
35 Photos
Last Updated : 2 Days ago
15 Chartwell Road, Halton, ON , MLS #W12638436 , Image - 1

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15 Chartwell Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12638436

Residential Freehold (Detached)

$11750000.0
  • 4 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore
50 Photos
Last Updated : 3 Days ago
421 Ginger Gate N, Halton, ON , MLS #W12606966 , Image - 1

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421 Ginger Gate N 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12606966

Residential Freehold (Detached)

$2199000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to your dream home in the heart of Rural Oakville-a truly exceptional 45-ft detached residence offering 3,556 sq. ft. of refined luxury on a q
31 Photos
Last Updated : 3 Days ago
1123 Lakeshore Road E, Halton, ON , MLS #W12375640 , Image - 1

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1123 Lakeshore Road E 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12375640

Residential Freehold (Detached)

$2699000.0
price drop iconPrice drop by 3.6%
  • 2 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 1123 Lakeshore Road, located in one of Oakville's most sought-after neighbourhoods, a bright, sun-filled home nestled on a rare and expansi
Pre-Construction
Rosehaven Ivy Rouge
5 Photos

Rosehaven Ivy Rouge

Burnhamthorpe Road West & Sixth Line, Oakville
From $1,099,990 to $2,079,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
32 Photos
Last Updated : 5 Days ago
3178 Buttonbush Trail, Halton, ON , MLS #W12644392 , Image - 1

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3178 Buttonbush Trail 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12644392

Residential Freehold (Detached)

$2180000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 3178 Buttonbush Trail! A Grand 5-Bedroom Estate Residence Overlooking Park, South-Facing large detach home! This home commanding a prestigi
50 Photos
Last Updated : 8 Days ago
494 Chartwell Road, Halton, ON , MLS #W12109804 , Image - 1

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494 Chartwell Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12109804

Residential Freehold (Detached)

$2199000.0
  • 4 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this imm
41 Photos
Last Updated : 8 Days ago
2309 Dunedin Road, Halton, ON , MLS #W12381555 , Image - 1

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2309 Dunedin Road 1006 - FD Ford, Oakville, Halton, ON MLS® W12381555

Residential Freehold (Detached)

$2749000.0
price drop iconPrice drop by 1.8%
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Exquisite Luxury Living in Southeast OakvilleStunning top-to-bottom renovation on a rare -acre estate lot in one of Oakvilles most prestigious neighbo
40 Photos
Last Updated : 13 Days ago
235 LAKEWOOD Drive, Halton, ON , MLS #W12346602 , Image - 1

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235 LAKEWOOD Drive 1002 - CO Central, Oakville, Halton, ON MLS® W12346602

Residential Freehold (Detached)

$4390000.0
price drop iconPrice drop by 2.4%
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majesti
Pre-Construction
Menkes South Lake
7 Photos

Menkes South Lake

193 Nautical Blvd, Oakville
From $2,309,900 to $2,609,900
project size image
Project Info
  • 37 Units
building outline
Property Mix
Floorplans coming soon
Developer:Menkes Developments Ltd
49 Photos
Last Updated : 14 Days ago
1253 Crawford Court, Halton, ON , MLS #W12154270 , Image - 1

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1253 Crawford Court 1011 - MO Morrison, Oakville, Halton, ON MLS® W12154270

Residential Freehold (Detached)

$6650000.0
price drop iconPrice drop by 7.2%
  • 4 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to 1253 Crawford Court, an exceptional custom-built luxury estate situated in the prestigious Morrison neighborhood of South Oakville. Located
50 Photos
Last Updated : 14 Days ago
44 Head Street, Halton, ON , MLS #W12379865 , Image - 1

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44 Head Street 1002 - CO Central, Oakville, Halton, ON MLS® W12379865

Residential Freehold (Detached)

$2399000.0
price drop iconPrice drop by 2.1%
  • 3 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to 44 Head St - an exceptional home in the heart of Oakville- steps from Kerr Village & downtown. Enjoy walkable access to local shops, dining
37 Photos
Last Updated : 15 Days ago
1207 Linbrook Road, Halton, ON , MLS #W12626916 , Image - 1

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1207 Linbrook Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W12626916

Residential Freehold (Detached)

$2690000.0
  • 4 +1 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Stunning William Hicks designed custom residence located on an outstanding premium wooded lot in sought after community of Morrison in prestigious Sou
50 Photos
Last Updated : 15 Days ago
1362 Sedgewick Crescent, Halton, ON , MLS #W12533852 , Image - 1

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1362 Sedgewick Crescent 1017 - SW Southwest, Oakville, Halton, ON MLS® W12533852

Residential Freehold (Detached)

$3999900.0
  • 5 +1 Beds
  • 8 Baths
  • 3500-5000 sq-ft
Luxury Meets Modern Design in South Oakville! Welcome to this stunning, custom-built masterpiece in prestigious South Oakville, offering 5+1 spacious
Pre-Construction
ClockWork Buildings 4, 5 & 6
3 Photos

ClockWork Buildings 4, 5 & 6

1395-1405 Dundas Street East, Oakville
project size image
Project Info
  • 3 Buildings
  • 503 Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:Mattamy Homes
47 Photos
Last Updated : 16 Days ago
21 LAMBERT Common, Halton, ON , MLS #W12360522 , Image - 1

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21 LAMBERT Common 1017 - SW Southwest, Oakville, Halton, ON MLS® W12360522

Residential Freehold (Detached)

$5999000.0
  • 4 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Elegant lakeside living in SW Oakville. Welcome to 21 Lambert Common! Tremendous opportunity to own a custom-built executive home by the water on a pr
40 Photos
Last Updated : 17 Days ago
2238 Lyndhurst Drive, Halton, ON , MLS #W12450862 , Image - 1

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2238 Lyndhurst Drive 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W12450862

Residential Freehold (Detached)

$2499000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to an elegant and immaculately maintained estate home offering over 4,200 sq. ft. of finished living space in one of Oakville's most coveted n
44 Photos
Last Updated : 17 Days ago
1260 Braeside Drive, Halton, ON , MLS #W12211319 , Image - 1

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1260 Braeside Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12211319

Residential Freehold (Detached)

$6200000.0
price drop iconPrice drop by 2.4%
  • 4 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to 1260 Braeside Drive, a distinguished custom-built luxury residence located in the prestigious Morrison neighborhood of South East Oakville.
50 Photos
Last Updated : 18 Days ago
3100 Daniel Way, Halton, ON , MLS #W12414003 , Image - 1

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3100 Daniel Way 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12414003

Residential Freehold (Detached)

$2499000.0
price drop iconPrice drop by 12.3%
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 3100 Daniel Way The Rockefeller, the largest model offered by Fernbrook in the sought-after SevenOaks community. Built in 2019, this impres
48 Photos
Last Updated : 20 Days ago
350 Weighton Drive, Halton, ON , MLS #W12430075 , Image - 1

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350 Weighton Drive 1020 - WO West, Oakville, Halton, ON MLS® W12430075

Residential Freehold (Detached)

$2799900.0
price drop iconPrice drop by 1.7%
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Breathtaking Custom-Built Residence Nestled In Oakville's Highly Coveted Bronte Neighbourhood. Offering over 3,300 sq. ft. of luxurious above-grade li
42 Photos
Last Updated : 20 Days ago
1340 Greeneagle Drive, Halton, ON , MLS #W12513730 , Image - 1

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1340 Greeneagle Drive 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12513730

Residential Freehold (Detached)

$2599000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Chef's Kitchen ('20) Boasting Unique Mounted Lighting, Custom Cabinetry, Dou
50 Photos
Last Updated : 22 Days ago
1225 Old Post Drive, Halton, ON , MLS #W12598936 , Image - 1

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1225 Old Post Drive 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12598936

Residential Freehold (Detached)

$2259900.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Stunning! Fantastic TURN KEY Home in One of the Most Sought After Parts of Glen Abbey. This Property is a Step above its Competitors. Fully Renovated
30 Photos
Last Updated : 23 Days ago
302 William Street, Halton, ON , MLS #W12419024 , Image - 1

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302 William Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12419024

Residential Freehold (Detached)

$2899000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 302 William Street, a distinguished Heritage home in the heart of Old Oakville. This timeless red-brick residence exudes character and char
38 Photos
Last Updated : 25 Days ago
300 Randall Street, Halton, ON , MLS #W12418332 , Image - 1

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Unit-203, 300 Randall Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12418332

Residential Condo & Other (Condo Apartment)

$2698000.0
price drop iconPrice drop by 1.9%
  • 2 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Nestled in the heart of Downtown Oakville, Suite 203 at The Randall Residences offers an unparalleled standard of luxury condominium living. Crafted b
50 Photos
Last Updated : 25 Days ago
1311 Playter Place, Halton, ON , MLS #W12531480 , Image - 1

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1311 Playter Place 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12531480

Residential Freehold (Detached)

$2190000.0
price drop iconPrice drop by 4.4%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Rare Gem in Glen Abbey! Discover this beautifully renovated 4-bedroom family home nestled on a quiet, child-safe street. Inside, a refined open-concep
1 Photos
Last Updated : 26 Days ago
4116 Fourth Line, Halton, ON
4116 Fourth Line 1016 - SH Sixteen Hollow, Oakville, Halton, ON MLS® W12024508

Residential Freehold (Vacant Land)

$13500000.0
  • 2500-3000 sq-ft
Upgraded Home With New Floors And Renovated Washrooms And Kitchen. Future Employment Lands . 8.85 Acres Priced To Sell. Huge Garage With Double Height
45 Photos
Last Updated : 26 Days ago
3420 MISTWELL Crescent, Halton, ON , MLS #W12497436 , Image - 1

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3420 MISTWELL Crescent 1001 - BR Bronte, Oakville, Halton, ON MLS® W12497436

Residential Freehold (Detached)

$2249900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Luxurious Home 4228 sq ft ( above ground) with 5 Bedrooms. This home has it all, opulence and character. Only a street fromLake Ontario. 11 feet ceili
50 Photos
Last Updated : 28 Days ago
1268 Meadowside Path N/A, Halton, ON , MLS #W12583582 , Image - 1

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1268 Meadowside Path N/A 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12583582

Residential Freehold (Detached)

$2549888.0
  • 6 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Glen Abbey Encore - Where Your Fairytale Begins. Step into luxury with this exquisite executive Vanderbilt model by Hallet Homes- a 5-bedro
50 Photos
Last Updated : 28 Days ago
398 Maple Grove Drive, Halton, ON , MLS #W12582938 , Image - 1

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398 Maple Grove Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12582938

Residential Freehold (Detached)

$2390000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
5 Elite Picks! Here Are 5 Reasons to Make This Home Your Own: 1. Private, Oversized 88' X 146' Lot with Spectacular BackyardOasis Boasting Mature Tree
41 Photos
Last Updated : 28 Days ago
227 Beechtree Crescent, Halton, ON , MLS #W12368722 , Image - 1

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227 Beechtree Crescent 1001 - BR Bronte, Oakville, Halton, ON MLS® W12368722

Residential Freehold (Detached)

$2179000.0
price drop iconPrice drop by 8.4%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Step into luxury as you enter this beautiful home in the highly coveted Lakeshore Woods. Perfectly situated on a large, pie shaped lot, for the ultima
35 Photos
Last Updated : 28 Days ago
344 Dalewood Drive, Halton, ON , MLS #W12366542 , Image - 1

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344 Dalewood Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12366542

Residential Freehold (Detached)

$3599900.0
price drop iconPrice drop by 1.9%
  • 3 +3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Modern luxury renovated bungalow on a massive, third-of-an-acre pie-shaped lot, backing into a park. Almost 3800 square feet of the total luxury finis
50 Photos
Last Updated : 29 Days ago
1551 Warland Road, Halton, ON , MLS #W12503506 , Image - 1

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1551 Warland Road 1017 - SW Southwest, Oakville, Halton, ON MLS® W12503506

Residential Freehold (Detached)

$4289000.0
  • 2 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 1551 Warland Rd, a stunning custom-built bungaloft in the heart of highly sought-after South Oakville. Nestled just a 5-minute walk from Co
18 Photos
Last Updated : 29 Days ago
301 Helen Lawson Lane, Halton, ON , MLS #W11980340 , Image - 1

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301 Helen Lawson Lane 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W11980340

Residential Freehold (Detached)

$4390000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, of
Shortlisted Properties
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