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Oakville, ON Luxury Homes - P5

Showing results 121 - 150 of 279

Last Updated: September 26, 2026

46 Photos

105 WHITTINGTON Place, Halton, ON , MLS #W13684180 , Image - 1

105 WHITTINGTON Place 1017 - SW Southwest, Oakville, Halton, ON MLS® W13684180

Residential Freehold (Detached)

$2999000.0

4 Beds
6 Baths
3000-3500 sq-ft

Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living

34 Photos

1168 Carey Road, Halton, ON , MLS #W13775010 , Image - 1

1168 Carey Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13775010

Residential Freehold (Detached)

$3175000.0

3 Beds
4 Baths
3000-3500 sq-ft

This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional

49 Photos

1374 Tansley Drive, Halton, ON , MLS #W13640460 , Image - 1

1374 Tansley Drive 1020 - WO West, Oakville, Halton, ON MLS® W13640460

Residential Freehold (Detached)

$3088000.0

4 +2 Beds
6 Baths
3000-3500 sq-ft

LUXURY AT EVERY TURN! This NEWLY BUILT CUSTOM RESIDENCE in PRIME WEST OAKVILLE offers over 5,000 SQ. FT. of exceptional living space, thoughtfully des

48 Photos

2143 Brays Lane, Halton, ON , MLS #W13792636 , Image - 1

2143 Brays Lane 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13792636

Residential Freehold (Detached)

$2249000.0

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

Welcome to this extensively renovated luxury home in Oakville's prestigious Glen Abbey community, offering over $400,000 in premium upgrades & excepti

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

2160 Aintree Terrace, Halton, ON , MLS #W13550008 , Image - 1

2160 Aintree Terrace 1006 - FD Ford, Oakville, Halton, ON MLS® W13550008

Residential Freehold (Detached)

$3198000.0

Price drop by 3.8%

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

Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Publ

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

41 Photos

200 WILLIAM Street, Halton, ON , MLS #W13722374 , Image - 1

200 WILLIAM Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13722374

Residential Freehold (Detached)

$2999000.0

5 +0 Beds
3 Baths
2000-2500 sq-ft

Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up o

50 Photos

36 Anderson Street, Halton, ON , MLS #W13736840 , Image - 1

36 Anderson Street 1002 - CO Central, Oakville, Halton, ON MLS® W13736840

Residential Freehold (Detached)

$3998900.0

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

Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Ove

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

1179 Carey Road, Halton, ON , MLS #W13548392 , Image - 1

1179 Carey Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13548392

Residential Freehold (Detached)

$3450000.0

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

Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ra

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)

$3600000.0

Price drop by 5.3%

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

Spectacular lakefront property could be your in-town cottage. Tucked away on quiet, mature-cul-de-sac with 93' frontage on Lake Ontario. This quality,

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

31 Photos

74 Howard Avenue, Halton, ON , MLS #W13782410 , Image - 1

74 Howard Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13782410

Residential Freehold (Detached)

$4998000.0

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

DEVELOP, RENOVATE, OR REBUILD IN ORCHARD BEACH, OLD OAKVILLE. Welcome to 74 Howard Avenue, where premium, large-lot offerings are exceptionally rare.

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

38 Photos

489 Lakeshore Road W, Halton, ON , MLS #W13761512 , Image - 1

489 Lakeshore Road W 1017 - SW Southwest, Oakville, Halton, ON MLS® W13761512

Residential Freehold (Detached)

$4150000.0

4 Beds
6 Baths
3500-5000 sq-ft

A reimagined historic farmhouse that blends timeless architectural charm with warm natural finishes and a soft colour palette. This heritage home offe

42 Photos

24 Birkbank Drive, Halton, ON , MLS #W13775142 , Image - 1

24 Birkbank Drive 1006 - FD Ford, Oakville, Halton, ON MLS® W13775142

Residential Freehold (Detached)

$3199000.0

4 Beds
5 Baths
3500-5000 sq-ft

Warm, serene, and inviting, this English farmhouse-inspired residence sits on an expansive 0.42-acre corner lot, offering a rare blend of character, p

50 Photos

1600 Glenvista Drive, Halton, ON , MLS #W13419824 , Image - 1

1600 Glenvista Drive 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W13419824

Residential Freehold (Detached)

$2150000.0

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

Welcome to this exceptional all-brick executive residence in the highly coveted Joshua Creek community, one of Oakville's most sought-after neighbourh

50 Photos

481 Chartwell Road, Halton, ON , MLS #W13789884 , Image - 1

481 Chartwell Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13789884

Residential Freehold (Detached)

$4595000.0

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

Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-a

41 Photos

1526 Bridge Road, Halton, ON , MLS #W13787678 , Image - 1

1526 Bridge Road 1020 - WO West, Oakville, Halton, ON MLS® W13787678

Residential Freehold (Detached)

$2350000.0

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

Welcome to this impressive contemporary home offering 5+1 bedrooms and 5.5 washrooms, beautifully designed with modern finishes, generous living space

50 Photos

379 River Side Drive, Halton, ON , MLS #W13647310 , Image - 1

379 River Side Drive 1002 - CO Central, Oakville, Halton, ON MLS® W13647310

Residential Freehold (Detached)

$3199900.0

Price drop by 4.5%

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

Welcome to this exceptional custom-built bungaloft, thoughtfully owner-designed and completed in 2010, where timeless craftsmanship, luxurious finishe

39 Photos

246 Cairncroft Road, Halton, ON , MLS #W13784210 , Image - 1

246 Cairncroft Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W13784210

Residential Freehold (Detached)

$4195000.0

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

246 Cairncroft Road, is a masterful reimagination of your traditional Morrison home. Renovated top to bottom in 2024 this unique opportunity features

46 Photos

231 Wedgewood Drive, Halton, ON , MLS #W13777260 , Image - 1

231 Wedgewood Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W13777260

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

50 Photos

606 Stephens Crescent, Halton, ON , MLS #W13782460 , Image - 1

606 Stephens Crescent 1020 - WO West, Oakville, Halton, ON MLS® W13782460

Residential Freehold (Detached)

$3449530.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to 606 Stephens Crescent, an exceptional custom-designed luxury residence in desirable Bronte East, Oakville. Set on an impressive approximate

49 Photos

2177 Vineland Crescent, Halton, ON , MLS #W13784138 , Image - 1

2177 Vineland Crescent 1015 - RO River Oaks, Oakville, Halton, ON MLS® W13784138

Residential Freehold (Detached)

$2399900.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to this beautifully maintained 4-bedroom executive home offering approximately 3,410 sq. ft. of above-grade living space plus approximately 90

12 Photos

408 Lakeshore Road W, Halton, ON , MLS #W12644824 , Image - 1

408 Lakeshore Road W 1017 - SW Southwest, Oakville, Halton, ON MLS® W12644824

Residential Freehold (Detached)

$4295000.0

Price drop by 4.6%

4 +2 Beds
8 Baths
5000 + sq-ft

This is a remarkable vacant lot that includes drawings and building permit. House pictures are renderings and details are from the drawings. Embark on

50 Photos

382 Trafalgar Road, Halton, ON , MLS #W13763614 , Image - 1

382 Trafalgar Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13763614

Residential Freehold (Detached)

$3795000.0

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

49 Photos

1081 Argyle Drive, Halton, ON , MLS #W13776348 , Image - 1

1081 Argyle Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W13776348

Residential Freehold (Detached)

$7188000.0

4 +1 Beds
7 Baths
5000 + sq-ft

Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000

50 Photos

2115 Rebecca Street, Halton, ON , MLS #W13776572 , Image - 1

2115 Rebecca Street 1020 - WO West, Oakville, Halton, ON MLS® W13776572

Residential Freehold (Detached)

$3999990.0

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

Welcome to 2115 Rebecca Street, a masterfully crafted custom luxury estate nestled in one of South Oakville's most coveted and prestigious neighborhoo

5 Photos

1044 Argyle Drive, Halton, ON , MLS #W13715888 , Image - 1

1044 Argyle Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W13715888

Residential Freehold (Vacant Land)

$13995000.0

Here is a rare opportunity to create your dream home on one of Oakville's last remaining waterfront building lots, ideally positioned on one of the to

50 Photos

2097 Innkeeper Court, Halton, ON , MLS #W13760912 , Image - 1

2097 Innkeeper Court 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13760912

Residential Freehold (Detached)

$2438000.0

4 Beds
5 Baths
3500-5000 sq-ft

The one you've been waiting for! Exceptional, well appointed, updated 4 bed Glen Abbey home on premium large pie lot at end of a quiet tree-lined cour

50 Photos

1113 Valleywood Court, Halton, ON , MLS #W13774528 , Image - 1

1113 Valleywood Court 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13774528

Residential Freehold (Detached)

$2369000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to one of Glen Abbey's most coveted and rarely offered court locations. Nestled on a quiet family-friendly street and backing onto a mature ra

42 Photos

61 Highland Road, Halton, ON , MLS #W13772104 , Image - 1

61 Highland Road 1002 - CO Central, Oakville, Halton, ON MLS® W13772104

Residential Freehold (Detached)

$3999000.0

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

Brand new, never lived in, and exceptionally located within walking distance of Downtown Oakville, this home offers a rare opportunity to enjoy a newl

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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