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Oakville, ON Luxury Homes - P4

Showing results 91 - 120 of 169
Last Updated: December 26, 2025
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
34 Photos
Last Updated : 100 Days ago
15 Chartwell Road, Halton, ON , MLS #40770076 , Image - 1
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15 Chartwell Road Old OakVille, Oakville, Halton, ON MLS® 40770076

Residential (Single Family Residence)

$11750000
  • 5 Beds
  • 7 Baths
  • 10281 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,1
50 Photos
Last Updated : 101 Days ago
421 Chartwell Road, Halton, ON , MLS #40769933 , Image - 1

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421 Chartwell Road Old OakVille, Oakville, Halton, ON MLS® 40769933

Residential (Single Family Residence)

$6999000
  • 6 Beds
  • 8 Baths
  • 7908 sq-ft
With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package.
50 Photos
Last Updated : 101 Days ago
421 Chartwell Road, Halton, ON , MLS #W12404397 , Image - 1

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421 Chartwell Road 1011 - MO Morrison, Oakville, Halton, ON MLS® W12404397

Residential Freehold (Detached)

$6999000.0
  • 4 +2 Beds
  • 7 Baths
  • 5000 + sq-ft
With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package.
34 Photos
Last Updated : 112 Days ago
1483 The Links Drive, Halton, ON , MLS #40765546 , Image - 1

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1483 The Links Drive Glen Abbey, Oakville, Halton, ON MLS® 40765546

Residential (Single Family Residence)

$3199000
  • 5 Beds
  • 5 Baths
  • 3414 sq-ft
Experience the ultimate in luxury living, style, & location in this extensively renovated 4+1-bedroom, 4.5-bathroom executive home in the prestigious
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
44 Photos
Last Updated : 112 Days ago
2405 Irene Crescent, Halton, ON , MLS #W12382396 , Image - 1

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2405 Irene Crescent 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12382396

Residential Freehold (Detached)

$2399999.0
  • 5 +2 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Nestled in Glen Abbey Encore this luxurious yet modern 7 bed 7 washroom, 2 car garage home is a rare find. This ideal family home greets you with an i
33 Photos
Last Updated : 114 Days ago
3128 Parsonage Crescent, Halton, ON , MLS #W12375314 , Image - 1

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3128 Parsonage Crescent 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12375314

Residential Freehold (Detached)

$2399000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
*** RAVINE LOT ***. Luxury Residences on A Quiet Street, Built by One of The Most Reputable Fernbrook Homes! A lot of $$$ spent on upgrades. The main
40 Photos
Last Updated : 119 Days ago
200 WILLIAM Street, Halton, ON , MLS #W10403987 , Image - 1

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200 WILLIAM Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W10403987

Residential Freehold (Detached)

$3250000.0
  • 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
40 Photos
Last Updated : 125 Days ago
1296 Cumnock Crescent, Halton, ON , MLS #40759824 , Image - 1

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1296 Cumnock Crescent Eastlake, Oakville, Halton, ON MLS® 40759824

Residential (Single Family Residence)

$3999999
  • 3 Beds
  • 3 Baths
  • 2596 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
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
40 Photos
Last Updated : 142 Days ago
283 Jennings Crescent, Halton, ON , MLS #W12323896 , Image - 1

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283 Jennings Crescent 1001 - BR Bronte, Oakville, Halton, ON MLS® W12323896

Residential Freehold (Detached)

$3199000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Discover unparalleled elegance in this luxurious executive home nestled in the heart of downtown Bronte. Designed for the discerning homeowner, this t
48 Photos
Last Updated : 142 Days ago
1247 Wood Place, Halton, ON , MLS #W12324196 , Image - 1

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1247 Wood Place 1020 - WO West, Oakville, Halton, ON MLS® W12324196

Residential Freehold (Detached)

$3398000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 1247 Wood Place a stunning custom home. Architects Willmott & Strickland designed this incredible home. Nestled on a premium pie-shaped lo
46 Photos
Last Updated : 146 Days ago
231 Wedgewood Drive, Halton, ON , MLS #W12320892 , Image - 1

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231 Wedgewood Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12320892

Residential Freehold (Detached)

$6499998.0
  • 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
18 Photos
Last Updated : 147 Days ago
LOT 19 Allan Street, Halton, ON , MLS #40699921 , Image - 1

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LOT 19 Allan Street Old OakVille, Oakville, Halton, ON MLS® 40699921

Residential (Single Family Residence)

$4390000
  • 4 Beds
  • 5 Baths
  • 3320 sq-ft
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, of
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
15 Photos
Last Updated : 147 Days ago
Lot 102 Douglas Avenue, Halton, ON , MLS #W12235557 , Image - 1

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Lot 102 Douglas Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12235557

Residential Freehold (Detached)

$4166000.0
  • 4 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
31 Photos
Last Updated : 159 Days ago
152 CHISHOLM Street, Halton, ON , MLS #W12021237 , Image - 1

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152 CHISHOLM Street 1002 - CO Central, Oakville, Halton, ON MLS® W12021237

Residential Freehold (Detached)

$2195000.0
price drop iconPrice drop by 4.4%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxury fully renovated home near Downtown Oakville, just a 5-minute walk to shops, parks, and top-rated schools. This meticulously designed home by Jo
48 Photos
Last Updated : 170 Days ago
1123 Lakeshore Road E, Halton, ON , MLS #40733128 , Image - 1

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1123 Lakeshore Road E Old OakVille, Oakville, Halton, ON MLS® 40733128

Residential (Single Family Residence)

$2949900
price drop iconPrice drop by 1.7%
  • 5 Beds
  • 3 Baths
  • 3896.19 sq-ft
Welcome To This Lovely, Bright Sun-Filled Bungalow, In Sought-After Prime South East Oakville, You Have A Rare Opportunity To Choose Your Ideal Living
50 Photos
Last Updated : 170 Days ago
1286 Cambridge Drive, Halton, ON , MLS #40732553 , Image - 1

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1286 Cambridge Drive Eastlake, Oakville, Halton, ON MLS® 40732553

Residential (Single Family Residence)

$5685000
  • 5 Beds
  • 5 Baths
  • 7100 sq-ft
In One Of The Most Coveted Sought After Neighborhoods of South East Oakville, You Will Find The Definition Of AContemporary Masterpiece that Offers An
49 Photos
Last Updated : 184 Days ago
2048 Ardleigh Road, Halton, ON , MLS #W12239192 , Image - 1

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2048 Ardleigh Road 1006 - FD Ford, Oakville, Halton, ON MLS® W12239192

Residential Freehold (Detached)

$6249000.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Nestled at the serene end of a peaceful cul-de-sac, this magnificent 5-bedroom, 7-bathroom residence spans over 6,000 square feet, reflecting an impec
15 Photos
Last Updated : 186 Days ago
Lot 101 Douglas Avenue, Halton, ON , MLS #W12235090 , Image - 1

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Lot 101 Douglas Avenue 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12235090

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
31 Photos
Last Updated : 287 Days ago
47 Nelson St, Halton, Ontario , MLS #W11950528 , Image - 1

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47 Nelson St 1001 - BR Bronte, Oakville, Halton, ON MLS® W11950528

Residential (Detached)

$3499000.0
  • 3 Beds
  • 3 Baths
Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a
50 Photos
Last Updated : 366 Days ago
27 Park Avenue, Halton, ON , MLS #40653834 , Image - 1

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27 Park Avenue Old OakVille, Oakville, Halton, ON MLS® 40653834

Residential (Single Family Residence)

$11000000
  • 5 Beds
  • 9 Baths
  • 10730 sq-ft
Welcome to 27 Park Avenue, nestled in the prestigious Orchard Beach community of Old Oakville, where the allure of the Hamptons meets the tranquility
50 Photos
Last Updated : 366 Days ago
235 Lakewood Drive, Halton, ON , MLS #40648306 , Image - 1

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235 Lakewood Drive Old OakVille, Oakville, Halton, ON MLS® 40648306

Residential (Single Family Residence)

$4850000
price drop iconPrice drop by 3.0%
  • 5 Beds
  • 6 Baths
  • 6220 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
42 Photos
Last Updated : 367 Days ago
3390 Fox Run Circle, Halton, ON , MLS #40668067 , Image - 1

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3390 Fox Run Circle Bronte West, Oakville, Halton, ON MLS® 40668067

Residential (Single Family Residence)

$2898000
  • 5 Beds
  • 5 Baths
  • 3600 sq-ft
This Recently Renovated And Upgraded Property Is A Masterpiece Of Modern Living. The Home Includes 4+1 Bedrooms And 4+1 Bathrooms, With A Professional
38 Photos
Last Updated : 367 Days ago
3186 Hines Drive, Halton, ON , MLS #40680158 , Image - 1

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3186 Hines Drive Rural Oakville, Oakville, Halton, ON MLS® 40680158

Residential (Single Family Residence)

$2239900
  • 4 Beds
  • 4 Baths
  • 3331 sq-ft
Welcome to Your Dream Family Home in Glenorchy, Oakville. Discover this stunning family retreat in the prestigious Glenorchy neighbourhood of Oakville
25 Photos
Last Updated : 371 Days ago
21 Second Street, Halton, ON , MLS #40646514 , Image - 1

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21 Second Street Old OakVille, Oakville, Halton, ON MLS® 40646514

Residential (Single Family Residence)

$4999000
  • 3 Beds
  • 2 Baths
  • 2846 sq-ft
RIPARIAN WATERFRONT IN DOWNTOWN OAKVILLE. Potential abounds – fantastic opportunity to renovate, or build a new custom home. The possibilities are end
30 Photos
Last Updated : 372 Days ago
298 River Side Drive, Halton, ON , MLS #40674366 , Image - 1

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298 River Side Drive Old OakVille, Oakville, Halton, ON MLS® 40674366

Residential (Single Family Residence)

$2799000
  • 5 Beds
  • 4 Baths
  • 4246 sq-ft
This charming bungalow loft combines spacious interiors with beautifully designed outdoor spaces in the prime central location of Oakville, walking di
40 Photos
Last Updated : 372 Days ago
601 Maplehurst Avenue, Halton, ON , MLS #40682473 , Image - 1

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601 Maplehurst Avenue Bronte East, Oakville, Halton, ON MLS® 40682473

Residential (Single Family Residence)

$3588000
  • 5 Beds
  • 6 Baths
  • 5186 sq-ft
This bespoke residence promises unparalleled luxury and meticulous craftsmanship. Boasting approximately 5,200 sq ft of living space, this custom home
38 Photos
Last Updated : 375 Days ago
1510 Craigleith Road, Halton, ON , MLS #40676674 , Image - 1

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1510 Craigleith Road Iroquois Ridge North, Oakville, Halton, ON MLS® 40676674

Residential (Single Family Residence)

$2599900
  • 4 Beds
  • 4 Baths
  • 3590 sq-ft
Welcome to Your Dream Family Home in Joshua Creek. Discover this exceptional family home in the desirable Joshua Creek neighborhood, offering 3,590 sq
50 Photos
Last Updated : 375 Days ago
1325 Sheldon Avenue, Halton, ON , MLS #40671170 , Image - 1

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1325 Sheldon Avenue Bronte East, Oakville, Halton, ON MLS® 40671170

Residential (Single Family Residence)

$2788000
price drop iconPrice drop by 6.7%
  • 4 Beds
  • 5 Baths
  • 4545.56 sq-ft
Crafted to perfection by Rose Garden Homes, this 4-bedroom masterpiece blending luxury and functionality offers approximately 4,546 square feet of tot
19 Photos
Last Updated : 376 Days ago
158 Dornie Road, Halton, ON , MLS #40681295 , Image - 1

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158 Dornie Road Eastlake, Oakville, Halton, ON MLS® 40681295

Residential (Single Family Residence)

$3699000
  • 4 Beds
  • 4 Baths
  • 4158 sq-ft
Privacy and outdoor enjoyment at its finest. Welcome to 158 Dornie Road! An exquisite executive home in the prestigious Southeast Oakville community.
41 Photos
Last Updated : 378 Days ago
344 Dalewood Drive, Halton, ON , MLS #40640304 , Image - 1

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344 Dalewood Drive Eastlake, Oakville, Halton, ON MLS® 40640304

Residential (Single Family Residence)

$3999900
price drop iconPrice drop by 1.2%
  • 6 Beds
  • 5 Baths
  • 3718 sq-ft
Rare offering of a modern renovated bungalow on a massive - third of an acre pie shaped lot, backing into a park. Situated at the end of a quiet cul-d
Shortlisted Properties
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