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Oakville, ON Luxury Homes

Showing results 1 - 30 of 187

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 05, 2025

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235 LAKEWOOD Drive, Halton, ON , MLS #W12346602 , Image - 1

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

Residential Freehold (Detached)

$4390000.0

Price 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

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1225 Old Post Drive, Halton, ON , MLS #W12598936 , Image - 1

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

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302 William Street, Halton, ON , MLS #W12419024 , Image - 1

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

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21 LAMBERT Common, Halton, ON , MLS #W12360522 , Image - 1

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

Pre-Construction

ClockWork Buildings 4, 5 & 6

1395-1405 Dundas Street East, Oakville

Project Info

3 Buildings
503 Units
Condos

Property Mix

Floorplans coming soon

Developer:Mattamy Homes

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300 Randall Street, Halton, ON , MLS #W12418332 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$2698000.0

Price 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

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1311 Playter Place, Halton, ON , MLS #W12531480 , Image - 1

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

Residential Freehold (Detached)

$2190000.0

Price 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

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1362 Sedgewick Crescent, Halton, ON , MLS #W12533852 , Image - 1

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

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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

Pre-Construction

Rosehaven Ivy Rouge

Burnhamthorpe Road West & Sixth Line, Oakville

From $1,099,990 to $2,079,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

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3420 MISTWELL Crescent, Halton, ON , MLS #W12497436 , Image - 1

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

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68 Navy Street, Halton, ON , MLS #W12434136 , Image - 1

68 Navy Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12434136

Residential Freehold (Att/Row/Townhouse)

$3998000.0

3 Beds
4 Baths
2500-3000 sq-ft

Premium Features: Architectural Steel frame, 3 floor Elevator, Car Lift, 2 Laundry rooms, 10.5 ft ceilings, 22' tall rear windows overlooking Oakville

43 Photos

70 Navy Street, Halton, ON , MLS #W12434139 , Image - 1

70 Navy Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12434139

Residential Freehold (Att/Row/Townhouse)

$4998000.0

3 Beds
4 Baths
3500-5000 sq-ft

Premium Features: Architectural Steel frame, 3 floor Elevator, Car Lift, 2 Laundry rooms, walk-in pantry, 10.5 ft ceilings, 22' tall rear windows over

50 Photos

1268 Meadowside Path N/A, Halton, ON , MLS #W12583582 , Image - 1

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

Pre-Construction

Menkes South Lake

193 Nautical Blvd, Oakville

From $2,309,900 to $2,609,900

Project Info

37 Units

Property Mix

Floorplans coming soon

Developer:Menkes Developments Ltd

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398 Maple Grove Drive, Halton, ON , MLS #W12582938 , Image - 1

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

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227 Beechtree Crescent, Halton, ON , MLS #W12368722 , Image - 1

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

Residential Freehold (Detached)

$2179000.0

Price 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

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344 Dalewood Drive, Halton, ON , MLS #W12366542 , Image - 1

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

Residential Freehold (Detached)

$3599900.0

Price 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

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1551 Warland Road, Halton, ON , MLS #W12503506 , Image - 1

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

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301 Helen Lawson Lane, Halton, ON , MLS #W11980340 , Image - 1

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

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319 Helen Lawson Lane, Halton, ON , MLS #W12320208 , Image - 1

319 Helen Lawson Lane 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12320208

Residential Freehold (Att/Row/Townhouse)

$3210000.0

3 +0 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

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44 Head Street, Halton, ON , MLS #W12379865 , Image - 1

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

Residential Freehold (Detached)

$2399000.0

Price 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

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1310 Duncan Road, Halton, ON , MLS #W12379671 , Image - 1

1310 Duncan Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W12379671

Residential Freehold (Detached)

$3699000.0

3 +1 Beds
5 Baths
3000-3500 sq-ft

This spectacular residence has been completely renovated to the studs with high-end finishes and a thoughtfully reimagined floor plan, blending timele

48 Photos

350 Weighton Drive, Halton, ON , MLS #W12430075 , Image - 1

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

Residential Freehold (Detached)

$2849000.0

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

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251 Hanover Street, Halton, ON , MLS #W12496554 , Image - 1

251 Hanover Street 1020 - WO West, Oakville, Halton, ON MLS® W12496554

Residential Freehold (Att/Row/Townhouse)

$2499000.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to the Royal Oakville Club, where prestige, elegance, & modern luxury define an exceptional lifestyle. Premium lot overlooking Park! Luxury li

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282 Maurice Drive, Halton, ON , MLS #W12573744 , Image - 1

282 Maurice Drive 1002 - CO Central, Oakville, Halton, ON MLS® W12573744

Residential Freehold (Detached)

$3900000.0

5 +1 Beds
8 Baths
3500-5000 sq-ft

Built with architectural design by Keeren Design Inc. This newly completed luxury residence offers over 5,700 square feet of thoughtfully designed liv

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494 Chartwell Road, Halton, ON , MLS #W12109804 , Image - 1

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

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1367 Pelican Passage, Halton, ON , MLS #W12572956 , Image - 1

1367 Pelican Passage 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12572956

Residential Freehold (Detached)

$2250000.0

5 +2 Beds
6 Baths
3000-3500 sq-ft

Stunning 5+2 Bedroom, 6 Bathroom Luxury Home in Prestigious Joshua Creek Montage by Valery Homes!Welcome to this exceptional modern residence, thought

33 Photos

145 Wolfdale Avenue, Halton, ON , MLS #W12461604 , Image - 1

145 Wolfdale Avenue 1017 - SW Southwest, Oakville, Halton, ON MLS® W12461604

Residential Freehold (Detached)

$2749000.0

4 Beds
4 Baths
2500-3000 sq-ft

Exclusive South Oakville Expansive Estate Lot Steps from Lake Ontario. This is a rare and remarkable opportunity to acquire an impressive 100 x 146 ft

40 Photos

2212 Urwin Crescent, Halton, ON , MLS #W12374820 , Image - 1

2212 Urwin Crescent 1020 - WO West, Oakville, Halton, ON MLS® W12374820

Residential Freehold (Detached)

$2299000.0

4 +1 Beds
6 Baths
2000-2500 sq-ft

Welcome To 2212 Urwin Crescent, Nestled In The Prestigious Bronte Village Of Southwest Oakville, Just A Short Walk From The Lake. Immerse Yourself In

48 Photos

1460 Caulder Drive, Halton, ON , MLS #W12436812 , Image - 1

1460 Caulder Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12436812

Residential Freehold (Detached)

$2499000.0

Price drop by 9.1%

5 Beds
4 Baths
2000-2500 sq-ft

This beautifully updated 5-bedroom executive home offers 3,568 sq ft of total living space and sits on a rare 138.86 ft x 110.35 ft south-facing corne

50 Photos

2298 North Ridge Trail, Halton, ON , MLS #W12336558 , Image - 1

2298 North Ridge Trail 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W12336558

Residential Freehold (Detached)

$2438000.0

4 +2 Beds
5 Baths
3500-5000 sq-ft

Crème de la crème! Rare find in Joshua Creek: 4,000 sq ft + fully finished walk-out basement backing onto ravine, pond & nature! Modern construction w

42 Photos

1340 Greeneagle Drive, Halton, ON , MLS #W12513730 , Image - 1

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

Shortlisted Properties

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Maximum 4 project can be compared at one go.

Oakville, ON Luxury Homes

ClockWork Buildings 4, 5 & 6

Rosehaven Ivy Rouge

Menkes South Lake

Property Types Available in Oakville

Bedroom Types Available in Oakville

Properties By Budget in Oakville