minPriceVal

maxPriceVal

minSize

maxSize

Oakville, ON Luxury Homes - P2

Showing results 31 - 60 of 67

Last Updated: May 14, 2026

50 Photos

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

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

Residential Freehold (Detached)

$2090000.0

Price drop by 8.7%

4 +1 Beds
4 Baths
2500-3000 sq-ft

Rare Gem in Glen Abbey! Discover this beautifully renovated 4-bdrm family home nestled on a quiet, child-safe street. Inside, a refined open-concept l

40 Photos

444 Drummond Road, Halton, ON , MLS #W13041350 , Image - 1

444 Drummond Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13041350

Residential Freehold (Detached)

$3599000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 444 Drummond Road in prime Southeast Oakville. Set on an exceptional 75 x 185 ft private, park-like lot backing onto serene green space, th

45 Photos

1389 Weaver Avenue, Halton, ON , MLS #W12915686 , Image - 1

1389 Weaver Avenue 1011 - MO Morrison, Oakville, Halton, ON MLS® W12915686

Residential Freehold (Detached)

$5966800.0

4 +2 Beds
6 Baths
5000 + sq-ft

A French Château Estate build 2016, newly renovated magnificent 112' x 137.01' ravine facing LOT in Oakville's best neighborhood, this 7,012 sq ft st

35 Photos

15 Chartwell Road, Halton, ON , MLS #W13038432 , Image - 1

15 Chartwell Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13038432

Residential Freehold (Detached)

$10800000.0

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

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

50 Photos

1259 Cleaver Drive, Halton, ON , MLS #W13047610 , Image - 1

1259 Cleaver Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W13047610

Residential Freehold (Detached)

$4890000.0

4 +1 Beds
8 Baths
3500-5000 sq-ft

Welcome to this exceptional luxury residence located In A Prime Morrison Area South Eastlake Oakville! This home offers an combination of lifestyle, l

50 Photos

44 Head Street, Halton, ON , MLS #W13044812 , Image - 1

44 Head Street 1002 - CO Central, Oakville, Halton, ON MLS® W13044812

Residential Freehold (Detached)

$2299000.0

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

46 Photos

231 Wedgewood Drive, Halton, ON , MLS #W12736948 , Image - 1

231 Wedgewood Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12736948

Residential Freehold (Detached)

$6399998.0

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

Welcome to an approx. 7,500 sq ft of exceptional living in Southeast Oakville! Set on a professionally landscaped almost half-acre lot in the prestigi

2 Photos

2350 Eighth Line, Halton, ON , MLS #W13032326 , Image - 1

2350 Eighth Line 1018 - WC Wedgewood Creek, Oakville, Halton, ON MLS® W13032326

Residential Freehold (Detached)

$2899000.0

4 Beds
5 Baths
3500-5000 sq-ft

This brand new custom home built by Award winning builder sits on a rare 170'+ deep lot, offering unparalleled backyard privacy in the heart of Oakvil

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

50 Photos

55 Chisholm Street, Halton, ON , MLS #W13018186 , Image - 1

55 Chisholm Street 1002 - CO Central, Oakville, Halton, ON MLS® W13018186

Residential Freehold (Detached)

$3850000.0

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

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55

40 Photos

1310 Duncan Road, Halton, ON , MLS #W12876980 , Image - 1

1310 Duncan Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W12876980

Residential Freehold (Detached)

$3660000.0

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

Spectacular fully renovated residence taken down to the studs, offering a thoughtfully redesigned floor plan with timeless elegance and modern functio

50 Photos

1337 Waverly Avenue, Halton, ON , MLS #W12990848 , Image - 1

1337 Waverly Avenue 1020 - WO West, Oakville, Halton, ON MLS® W12990848

Residential Freehold (Detached)

$3000000.0

4 +1 Beds
5 Baths
3000-3500 sq-ft

Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakvil

6 Photos

74A Howard Avenue, Halton, ON , MLS #W12893386 , Image - 1

74A Howard Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12893386

Residential Freehold (Vacant Land)

$2780000.0

EXCEPTIONAL BUILDING LOT IN OLD OAKVILLE'S MOST SOUGHT-AFTER ENCLAVE Discover an exceptional opportunity to create your bespoke luxury residence on a

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

2 Photos

2354 Eighth Line, Halton, ON , MLS #W12905772 , Image - 1

2354 Eighth Line 1018 - WC Wedgewood Creek, Oakville, Halton, ON MLS® W12905772

Residential Freehold (Detached)

$3049000.0

4 Beds
5 Baths
3500-5000 sq-ft

MOVE IN READY! This brand new custom home is situated on a deep pool sized 170'+ deep lot, offering unparalleled backyard privacy in the heart of Oakv

38 Photos

169 Morrison Road, Halton, ON , MLS #W12947694 , Image - 1

169 Morrison Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W12947694

Residential Freehold (Detached)

$2530000.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Nestled in the heart of prestigious Morrison, this fabulous bright open-concept bungalow sits on an exceptional 0.35-acre premium lot backing onto tra

50 Photos

382 Trafalgar Road, Halton, ON , MLS #W12991350 , Image - 1

382 Trafalgar Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12991350

Residential Freehold (Detached)

$3950000.0

2 +2 Beds
4 Baths
1500-2000 sq-ft

Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-w

33 Photos

477 Candler Road, Halton, ON , MLS #W12995114 , Image - 1

477 Candler Road 1006 - FD Ford, Oakville, Halton, ON MLS® W12995114

Residential Freehold (Detached)

$3220000.0

4 +1 Beds
6 Baths
3000-3500 sq-ft

Custom-built home in a highly desirable Southeast Oakville location. Set on an expansive corner lot, this impressive two-storey residence offers over

12 Photos

2322 Bennington Gate, Halton, ON , MLS #W12983774 , Image - 1

2322 Bennington Gate 1006 - FD Ford, Oakville, Halton, ON MLS® W12983774

Residential Freehold (Vacant Land)

$4699000.0

Welcome to 2232 Bennington Gate-an exceptional opportunity in one of southeast Oakville's most desirable pockets. Tucked discreetly down a private lan

38 Photos

21 Chisholm Street, Halton, ON , MLS #W12747126 , Image - 1

21 Chisholm Street 1002 - CO Central, Oakville, Halton, ON MLS® W12747126

Residential Freehold (Att/Row/Townhouse)

$2999999.0

Price drop by 7.7%

4 Beds
5 Baths
3000-3500 sq-ft

Executive Harbour Living in the Heart of Oakville. A rare three-storey townhouse just steps from the lake and a short stroll to downtown Oakville. Tho

50 Photos

282 Maurice Drive, Halton, ON , MLS #W12934620 , Image - 1

282 Maurice Drive 1002 - CO Central, Oakville, Halton, ON MLS® W12934620

Residential Freehold (Detached)

$3698000.0

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

50 Photos

528 Wellington Crescent, Halton, ON , MLS #W12796538 , Image - 1

528 Wellington Crescent 1020 - WO West, Oakville, Halton, ON MLS® W12796538

Residential Freehold (Detached)

$3495900.0

Price drop by 5.4%

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

Experience the pinnacle of West Oakville living in this custom-built architectural triumph designed by local luminary Joris Keeren. Sited on a rare, p

42 Photos

69 Allan Street, Halton, ON , MLS #W12965194 , Image - 1

69 Allan Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12965194

Residential Freehold (Detached)

$3550000.0

3 Beds
4 Baths
2500-3000 sq-ft

This beautiful turn-key residence offers the rare combination of contemporary finishes and conveniences all within steps of the Waterfront trail and D

35 Photos

179 Shanley Terrace, Halton, ON , MLS #W12963186 , Image - 1

179 Shanley Terrace 1020 - WO West, Oakville, Halton, ON MLS® W12963186

Residential Freehold (Detached)

$2299000.0

4 +1 Beds
5 Baths
2500-3000 sq-ft

5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Simply BREATHTAKING Private & Tranquil Backyard/Pool Oasis Backing onto Forested Ravi

49 Photos

1081 Argyle Drive, Halton, ON , MLS #W12960602 , Image - 1

1081 Argyle Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12960602

Residential Freehold (Detached)

$7749000.0

4 +1 Beds
7 Baths
5000 + sq-ft

An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than half

50 Photos

421 Ginger Gate N, Halton, ON , MLS #W12883404 , Image - 1

421 Ginger Gate N 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12883404

Residential Freehold (Detached)

$2099000.0

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

40 Photos

2238 Lyndhurst Drive, Halton, ON , MLS #W12949344 , Image - 1

2238 Lyndhurst Drive 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W12949344

Residential Freehold (Detached)

$2449000.0

4 Beds
4 Baths
3500-5000 sq-ft

MOVE BEYOND THE STANDARD in Oakville's prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and

50 Photos

3346 Lakeshore Road W, Halton, ON , MLS #W12915628 , Image - 1

3346 Lakeshore Road W 1001 - BR Bronte, Oakville, Halton, ON MLS® W12915628

Residential Freehold (Detached)

$4899000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

**Stunning Waterfront Living on Lake Ontario**. Nestled along the shores of Lake Ontario with approximately 100 feet of lake frontage, this exceptiona

36 Photos

1036 Masters Green N/A, Halton, ON , MLS #W12909686 , Image - 1

1036 Masters Green N/A 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12909686

Residential Freehold (Detached)

$2495000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Refined traditional family home in the coveted Fairway Hills community in Glen Abbey. Surrounded by natural landscapes + adjacent to the world-renowne

15 Photos

123 Maurice Drive, Halton, ON , MLS #W12883416 , Image - 1

Unit-201, 123 Maurice Drive 1002 - CO Central, Oakville, Halton, ON MLS® W12883416

Residential Condo & Other (Condo Apartment)

$2295990.0

3 +1 Beds
4 Baths
2000-2249 sq-ft

Brand New - Ready to Move In! Luxury Living Awaits at The Berkshire Residences in Oakville. Indulge in sophisticated living with this 3-bedroom + den

39 Photos

332 Sawyer Road, Halton, ON , MLS #W12886106 , Image - 1

332 Sawyer Road 1020 - WO West, Oakville, Halton, ON MLS® W12886106

Residential Freehold (Detached)

$3450000.0

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

A Magnificent Custom-Built Home: Nestled in the Quiet Southwest Oakville, This 5+1 Bedroom, 6 Bathroom Residence is a Luxury Living. Boasting an Expan

40 Photos

3286 Shelburne Place, Halton, ON , MLS #W12812288 , Image - 1

3286 Shelburne Place 1001 - BR Bronte, Oakville, Halton, ON MLS® W12812288

Residential Freehold (Detached)

$3800000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Spectacular lakefront property with 93' frontage on Lake Ontario. Located on a quiet, mature cul-de-sac, this custom built, family home offers 4+1 Bed

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Oakville, ON Luxury Homes - P2

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