Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Oakville, ON Luxury Homes - P9

Showing results 241 - 266 of 266
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 62 Days ago
380 Watson Avenue, Halton, ON , MLS #W13724754 , Image - 1
Image With Blur overlay

Like What you see?

380 Watson Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13724754

Residential Freehold (Detached)

$2599000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditio
11 Photos
Last Updated : 62 Days ago
10 Brookfield Road, Halton, ON , MLS #W13738344 , Image - 1

Like What you see?

10 Brookfield Road 1002 - CO Central, Oakville, Halton, ON MLS® W13738344

Residential Freehold (Detached)

$10900000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordin
50 Photos
Last Updated : 63 Days ago
491 Fourth Line, Halton, ON , MLS #W13690642 , Image - 1

Like What you see?

491 Fourth Line 1020 - WO West, Oakville, Halton, ON MLS® W13690642

Residential Freehold (Detached)

$3389000.0
  • 4 +2 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to 491 Fourth Line, an Exceptional Custom-Built Home in one of West Oakville's most sought-after neighborhoods. This residence offers over 6,1
50 Photos
Last Updated : 63 Days ago
46 Second Street, Halton, ON , MLS #W13694012 , Image - 1

Like What you see?

46 Second Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13694012

Residential Freehold (Detached)

$7599000.0
  • 4 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare ne
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
35 Photos
Last Updated : 63 Days ago
16 Ennisclare Drive W, Halton, ON , MLS #W13754954 , Image - 1

Like What you see?

16 Ennisclare Drive W 1011 - MO Morrison, Oakville, Halton, ON MLS® W13754954

Residential Freehold (Detached)

$10950000.0
  • 5 Beds
  • 7 Baths
  • 5000 + sq-ft
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4
40 Photos
Last Updated : 67 Days ago
1321 Monks Passage N/A, Halton, ON , MLS #W13742366 , Image - 1

Like What you see?

1321 Monks Passage N/A 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13742366

Residential Freehold (Detached)

$2280000.0
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Luxurious and Renovated 5 Bedrooms + Main Floor Office 3.5 Baths in Prestigious Glen Abbey! This stunning Mattamy 'Yorkshire' model features 3,791 sqf
35 Photos
Last Updated : 69 Days ago
15 Chartwell Road, Halton, ON , MLS #W13707486 , Image - 1

Like What you see?

15 Chartwell Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13707486

Residential Freehold (Detached)

$9995000.0
  • 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
44 Photos
Last Updated : 69 Days ago
1227 Riverbank Way, Halton, ON , MLS #W13215172 , Image - 1

Like What you see?

1227 Riverbank Way 1015 - RO River Oaks, Oakville, Halton, ON MLS® W13215172

Residential Freehold (Detached)

$2899000.0
price drop iconPrice drop by 3.3%
  • 3 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
MUSKOKA-LIKE SETTING BACKING ONTO A RAVINE! LUXURY LIVING IN AN EXCLUSIVE ENCLAVE! MAIN FLOOR PRIMARY RETREAT! PROFESSIONALLY FINISHED WALKOUT LOWER L
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
42 Photos
Last Updated : 70 Days ago
3 Ennisclare Drive E, Halton, ON , MLS #W13728088 , Image - 1

Like What you see?

3 Ennisclare Drive E 1011 - MO Morrison, Oakville, Halton, ON MLS® W13728088

Residential Freehold (Detached)

$15900000.0
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this bu
50 Photos
Last Updated : 70 Days ago
2458 Meadowood Crescent, Halton, ON , MLS #W13593236 , Image - 1

Like What you see?

2458 Meadowood Crescent 1001 - BR Bronte, Oakville, Halton, ON MLS® W13593236

Residential Freehold (Detached)

$3498000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Tucked away on a quiet dead-end crescent on one of Bronte's best streets, this custom-built home blends thoughtful design and family-friendly living.
37 Photos
Last Updated : 71 Days ago
2372 Carrington Place, Halton, ON , MLS #W13729598 , Image - 1

Like What you see?

2372 Carrington Place 1006 - FD Ford, Oakville, Halton, ON MLS® W13729598

Residential Freehold (Detached)

$5399000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers brea
39 Photos
Last Updated : 72 Days ago
3 Ennisclare Drive E, Halton, ON , MLS #W13725602 , Image - 1

Like What you see?

3 Ennisclare Drive E 1011 - MO Morrison, Oakville, Halton, ON MLS® W13725602

Residential Freehold (Vacant Land)

$15900000.0
Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this bu
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
33 Photos
Last Updated : 82 Days ago
300 Randall Road, Halton, ON , MLS #W13658162 , Image - 1

Like What you see?

Unit-PH5, 300 Randall Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13658162

Residential Condo & Other (Condo Apartment)

$2999900.0
  • 2 Beds
  • 3 Baths
  • 1800-1999 sq-ft
Experience an exceptional standard of luxury in this rare penthouse at The Randall Residences, Oakville's most prestigious boutique condominium. Reser
35 Photos
Last Updated : 88 Days ago
319 Beechfield Road, Halton, ON , MLS #W13673406 , Image - 1

Like What you see?

319 Beechfield Road 1006 - FD Ford, Oakville, Halton, ON MLS® W13673406

Residential Freehold (Duplex)

$4689000.0
  • 7 +1 Beds
  • 9 Baths
  • 3500-5000 sq-ft
This exceptional property presents a unique opportunity for multi-generational living or income-generating potential with its fully self-contained in-
50 Photos
Last Updated : 96 Days ago
300 Randall Street, Halton, ON , MLS #W13453644 , Image - 1

Like What you see?

Unit-PH1, 300 Randall Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W13453644

Residential Condo & Other (Condo Apartment)

$5999900.0
  • 3 Beds
  • 4 Baths
  • 3250-3499 sq-ft
RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature
44 Photos
Last Updated : 109 Days ago
2411 Saw Whet Boulevard, Halton, ON , MLS #W13536586 , Image - 1

Like What you see?

2411 Saw Whet Boulevard 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W13536586

Residential Freehold (Detached)

$2298888.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This beautiful home is located in the prestigious Glen Abbey community and falls within the highly sought-after Abbey Park High School catchment-one o
41 Photos
Last Updated : 121 Days ago
1099 Burnhamthorpe Road W, Halton, ON , MLS #W12833332 , Image - 1

Like What you see?

1099 Burnhamthorpe Road W 1016 - SH Sixteen Hollow, Oakville, Halton, ON MLS® W12833332

Residential Freehold (Detached)

$2690000.0
price drop iconPrice drop by 7.2%
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention investors, builders, developers, and those dreaming of a private country setting within the city, this is an exceptional opportunity in Nort
2 Photos
Last Updated : 138 Days ago
110 Chisholm Street, Halton, ON , MLS #W12924914 , Image - 1
110 Chisholm Street 1002 - CO Central, Oakville, Halton, ON MLS® W12924914

Residential Freehold (Detached)

$3980000.0
  • < 700 sq-ft
ATTN: INVESTORS / DEVELOPERS... Extremely Rare Building Lot in Downtown Oakville That Is Site-Plan & Building permit ready!!! For 3 X 2600 Sq. Ft. Pri
50 Photos
Last Updated : 145 Days ago
1042 Bridge Road, Halton, ON , MLS #W13466488 , Image - 1

Like What you see?

1042 Bridge Road 1020 - WO West, Oakville, Halton, ON MLS® W13466488

Residential Freehold (Detached)

$4399000.0
  • 5 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
Unparalleled elegance define this exquisite luxury detached home featuring 5 + 1 bedrooms and 8 washrooms in the prestigious Bronte West community of
50 Photos
Last Updated : 147 Days ago
2054 Lakeshore Road E, Halton, ON , MLS #W13453124 , Image - 1

Like What you see?

2054 Lakeshore Road E 1006 - FD Ford, Oakville, Halton, ON MLS® W13453124

Residential Freehold (Detached)

$33000000.0
  • 7 Beds
  • 13 Baths
  • 5000 + sq-ft
2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stair
27 Photos
Last Updated : 148 Days ago
531 Jeanette Drive, Halton, ON , MLS #W13066506 , Image - 1

Like What you see?

531 Jeanette Drive 1020 - WO West, Oakville, Halton, ON MLS® W13066506

Residential Freehold (Detached)

$2698000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This Architecturally Designed Home Comes Complete With 5 Bedrooms 3 Full Baths And 2 Half Baths A Custom Kitchen With Built In Appliances, Located In
50 Photos
Last Updated : 182 Days ago
172 Burgundy Drive, Halton, ON , MLS #W13050914 , Image - 1

Like What you see?

172 Burgundy Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W13050914

Residential Freehold (Detached)

$6459000.0
  • 4 +1 Beds
  • 8 Baths
  • 3500-5000 sq-ft
This Incredibly Keeren Designed Home Built In 2022! Located In Prestigious Eastlake Neighbourhood. This Home Boasts Approx.6300sf Luxury Living Space!
50 Photos
Last Updated : 182 Days ago
3206 Shoreline Drive, Halton, ON , MLS #W12871004 , Image - 1

Like What you see?

3206 Shoreline Drive 1001 - BR Bronte, Oakville, Halton, ON MLS® W12871004

Residential Freehold (Detached)

$6999900.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's mos
18 Photos
Last Updated : 183 Days ago
321 Helen Lawson Lane, Halton, ON , MLS #W12899190 , Image - 1

Like What you see?

321 Helen Lawson Lane 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12899190

Residential Freehold (Att/Row/Townhouse)

$3195000.0
  • 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
16 Photos
Last Updated : 183 Days ago
338 MACDONALD Road, Halton, ON , MLS #W12899458 , Image - 1

Like What you see?

338 MACDONALD Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12899458

Residential Freehold (Detached)

$3790000.0
  • 4 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, of
15 Photos
Last Updated : 183 Days ago
Lot 101 Douglas Avenue, Halton, ON , MLS #W12899014 , Image - 1

Like What you see?

Lot 101 Douglas Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12899014

Residential Freehold (Detached)

$4290000.0
  • 4 Beds
  • 4 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
error icon
Error

Maximum 4 project can be compared at one go.

Tell us a Little about yourself!