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Oakville, ON Luxury Homes - P5

Showing results 121 - 150 of 277

Last Updated: August 12, 2026

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1417 Greendale Terrace, Halton, ON , MLS #W13600724 , Image - 1

1417 Greendale Terrace 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13600724

Residential Freehold (Detached)

$2098000.0

4 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning custom renovations throughout this luxurious Glen Abbey home! Nestled on a huge, private pie-shaped lot backing onto a true ravine, this 4-be

36 Photos

146 Reynolds Street, Halton, ON , MLS #W13599912 , Image - 1

146 Reynolds Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13599912

Residential Freehold (Att/Row/Townhouse)

$2749000.0

2 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to sophisticated downtown Oakville living. This beautifully renovated luxury townhome offers over 2700sq.ft. of total living space, an excepti

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123 Maurice Drive, Halton, ON , MLS #W13453754 , Image - 1

Unit-201, 123 Maurice Drive 1002 - CO Central, Oakville, Halton, ON MLS® W13453754

Residential Condo & Other (Condo Apartment)

$2099000.0

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

Experience elevated living in this exceptional 3-bedroom plus den suite at The Berkshire Residences, offering an impressive 2,099 sq. ft. of thoughtfu

45 Photos

1389 Weaver Avenue, Halton, ON , MLS #W13168784 , Image - 1

1389 Weaver Avenue 1011 - MO Morrison, Oakville, Halton, ON MLS® W13168784

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

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

1077 Bridge Road, Halton, ON , MLS #W13598106 , Image - 1

1077 Bridge Road 1020 - WO West, Oakville, Halton, ON MLS® W13598106

Residential Freehold (Detached)

$3199900.0

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

1077 Bridge Road offers over 5,300 sq. ft. of finished living space on a landscaped 100' x 120' lot in sought-after West Oakville, minutes to downtown

50 Photos

1477 Duncan Road, Halton, ON , MLS #W13445548 , Image - 1

1477 Duncan Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13445548

Residential Freehold (Detached)

$5490000.0

Price drop by 3.5%

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

SPECTACULAR CUSTOM-BUILT MODERN FARMHOUSE BY RICHCO DEVELOPMENT IN PRESTIGIOUS SOUTH-EAST OAKVILLE! Situated on an exceptional 79' x 151' mature lot,

4 Photos

211 Burnhamthorpe Road W, Halton, ON , MLS #W13544044 , Image - 1

211 Burnhamthorpe Road W 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W13544044

Residential Freehold (Detached)

$2900000.0

Price drop by 14.7%

2 +1 Beds
3 Baths
1100-1500 sq-ft

Location! Location! Location! Attention Developers, Builders, Investors, and End Users: This is an exceptional opportunity in one of North Oakville's

49 Photos

153 Cairncroft Road, Halton, ON , MLS #W13512502 , Image - 1

153 Cairncroft Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13512502

Residential Freehold (Detached)

$3890000.0

4 Beds
5 Baths
3000-3500 sq-ft

Nestled on an exceptional 15,511sqft mature lot in prestigious Southeast Oakville, this beautifully renovated executive residence offers timeless eleg

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

456 Lakeshore Road W, Halton, ON , MLS #W13588170 , Image - 1

456 Lakeshore Road W 1017 - SW Southwest, Oakville, Halton, ON MLS® W13588170

Residential Freehold (Detached)

$4898000.0

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

Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timele

40 Photos

265 Maple Grove Drive, Halton, ON , MLS #W13569686 , Image - 1

265 Maple Grove Drive 1006 - FD Ford, Oakville, Halton, ON MLS® W13569686

Residential Freehold (Detached)

$6599000.0

4 +1 Beds
7 Baths
5000 + sq-ft

Set on an oversized 100' 170' estate lot in Morrison, one of Oakville's most established neighbourhoods, this custom-built residence offers approxima

47 Photos

89 Forsythe Street, Halton, ON , MLS #W13163052 , Image - 1

89 Forsythe Street 1002 - CO Central, Oakville, Halton, ON MLS® W13163052

Residential Freehold (Att/Row/Townhouse)

$2995000.0

Price drop by 11.8%

2 +0 Beds
3 Baths
2500-3000 sq-ft

This might be it! Unrivalled location w/direct Creek and Lake view, backing onto Sixteen Mile Creek, and steps to everything. A rare 2-storey plan w

50 Photos

53 Thomas Street, Halton, ON , MLS #W12419345 , Image - 1

53 Thomas Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12419345

Residential Freehold (Detached)

$3250000.0

4 Beds
3 Baths
2000-2500 sq-ft

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blen

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

49 Photos

1019 Skyvalley Crescent, Halton, ON , MLS #W13513742 , Image - 1

1019 Skyvalley Crescent 1022 - WT West Oak Trails, Oakville, Halton, ON MLS® W13513742

Residential Freehold (Detached)

$2188000.0

Price drop by 8.4%

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

Welcome to this exceptional 5 bedroom, upgraded home in the West Oak Trails Neighbourhood. Situated on a, family friendly crescent, this beautifully m

48 Photos

112 Elton Park Road, Halton, ON , MLS #W13080708 , Image - 1

112 Elton Park Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13080708

Residential Freehold (Detached)

$6499000.0

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

Welcome to this resplendent custom-built masterpiece in Southeast Oakville, where flawless contemporary design meets the serenity of lakeside living.

47 Photos

21 Second Street, Halton, ON , MLS #W13594134 , Image - 1

21 Second Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13594134

Residential Freehold (Detached)

$6975000.0

3 Beds
3 Baths
2000-2500 sq-ft

Lakefront home, nestled on Old Oakville's Second Street, this residence offers a blend of timeless elegance, luxury, and unparalleled waterfront livin

49 Photos

131 Mayfield Drive, Halton, ON , MLS #W13592168 , Image - 1

131 Mayfield Drive 1003 - CP College Park, Oakville, Halton, ON MLS® W13592168

Residential Freehold (Detached)

$4280000.0

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

Presenting 131 Mayfield Drive, a masterfully crafted custom residence poised on a coveted 60 x 131ft lot. Spanning approximately 3,200 square feet abo

40 Photos

468 Saville Crescent, Halton, ON , MLS #W13591888 , Image - 1

468 Saville Crescent 1020 - WO West, Oakville, Halton, ON MLS® W13591888

Residential Freehold (Detached)

$4450000.0

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

Architect-designed. Never lived in. Statement residence in Bronte. Crafted by Ni Ni (B.C.I.N. #41885), this custom contemporary sits on a rare pie-sha

50 Photos

489 Rebecca Street, Halton, ON , MLS #W13494740 , Image - 1

489 Rebecca Street 1020 - WO West, Oakville, Halton, ON MLS® W13494740

Residential Freehold (Detached)

$2399000.0

Price drop by 2.1%

3 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to 489 Rebecca Street in one of South West Oakville's most desirable neighbourhoods. Beautifully renovated with a transitional contemporary st

27 Photos

343 Douglas Avenue, Halton, ON , MLS #W13469458 , Image - 1

343 Douglas Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13469458

Residential Freehold (Detached)

$4265000.0

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

A rare opportunity to create a new, luxurious custom-home on one of Old Oakville's most coveted streets, set on an exceptionally private, tree-lined l

46 Photos

1049 Cedar Grove Boulevard, Halton, ON , MLS #W13086416 , Image - 1

1049 Cedar Grove Boulevard 1011 - MO Morrison, Oakville, Halton, ON MLS® W13086416

Residential Freehold (Detached)

$3888000.0

Price drop by 7.2%

3 +1 Beds
5 Baths
3500-5000 sq-ft

Crafted by renowned architect Gren Weis and built by Hallmark Homes, this distinguished Morrison residence showcases timeless architecture and excepti

18 Photos

338 Woodale Avenue, Halton, ON , MLS #W13588766 , Image - 1

338 Woodale Avenue 1020 - WO West, Oakville, Halton, ON MLS® W13588766

Residential Freehold (Detached)

$2049000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

338 Woodale Ave is a detached West Oakville home offering six bedrooms, four bathrooms, and over 4,000 sq ft of finished living space across three lev

50 Photos

1332 Stanbury Road, Halton, ON , MLS #W13568414 , Image - 1

1332 Stanbury Road 1020 - WO West, Oakville, Halton, ON MLS® W13568414

Residential Freehold (Detached)

$2098000.0

3 Beds
1 Baths
700-1100 sq-ft

A truly exceptional and rarely available offering in one of Oakville's most coveted luxury enclaves, this expansive pie-shaped, an extraordinary 17879

40 Photos

1296 Cumnock Crescent, Halton, ON , MLS #W12779900 , Image - 1

1296 Cumnock Crescent 1011 - MO Morrison, Oakville, Halton, ON MLS® W12779900

Residential Freehold (Detached)

$3499999.0

3 Beds
3 Baths
2500-3000 sq-ft

Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Of

44 Photos

500 Blenheim Crescent, Halton, ON , MLS #W13587132 , Image - 1

500 Blenheim Crescent 1006 - FD Ford, Oakville, Halton, ON MLS® W13587132

Residential Freehold (Detached)

$2180000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

STUNNING EXECUTIVE RESIDENCE nestled in prestigious Southeast Oakville. Boasting over 2900 Square Feet with 4+2 Bedrooms, this IMMACULATE & SPACIOUS h

49 Photos

2205 Shaftesbury Court, Halton, ON , MLS #W13417624 , Image - 1

2205 Shaftesbury Court 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W13417624

Residential Freehold (Detached)

$2100000.0

Price drop by 3.9%

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

Welcome to 2205 Shaftesbury Court, nestled in Oakville's beloved Joshua Creek community. This stunning 4+1 bedroom home features athoughtfully designe

50 Photos

1311 Playter Place, Halton, ON , MLS #W13477836 , Image - 1

1311 Playter Place 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13477836

Residential Freehold (Detached)

$2049000.0

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

Welcome to this beautifully renovated 4-bedroom family home on a quiet, child-safe crescent in the highly sought-after Glen Abbey community and Abbey

50 Photos

176 Weybourne Road, Halton, ON , MLS #W13578190 , Image - 1

176 Weybourne Road 1020 - WO West, Oakville, Halton, ON MLS® W13578190

Residential Freehold (Detached)

$3499000.0

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

A masterclass in modern luxury, this custom-built South Oakville residence seamlessly blends sophisticated design, cutting-edge smart-home technology,

50 Photos

1098 Lakeshore Road W, Halton, ON , MLS #W13520422 , Image - 1

1098 Lakeshore Road W 1017 - SW Southwest, Oakville, Halton, ON MLS® W13520422

Residential Freehold (Detached)

$4650000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed hom

39 Photos

1641 Glenvista Drive, Halton, ON , MLS #W13576184 , Image - 1

1641 Glenvista Drive 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W13576184

Residential Freehold (Detached)

$2250000.0

4 Beds
3 Baths
2500-3000 sq-ft

Meticulously maintained and full of warmth, this spacious 4-bedroom family home sits on a beautiful, tree-lined street in one of Oakville's most desir

44 Photos

1416 Ford Strathy Crescent S, Halton, ON , MLS #W13574626 , Image - 1

1416 Ford Strathy Crescent S 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W13574626

Residential Freehold (Detached)

$3199000.0

5 Beds
4 Baths
3500-5000 sq-ft

Rare offering of Mattamy's largest model The Ryland located in the prestigious upper Joshua Creek community offering over 3,700 sq. ft. of beautifully

Shortlisted Properties

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Oakville, ON Luxury Homes - P5

ClockWork Buildings 4, 5 & 6

Rosehaven Ivy Rouge

Menkes South Lake

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