Homes for Sale in Oakville over $2,000,000

Listings asking $2,000,000 or more.

290
For sale now
22 new this week
$3,254,000
Median asking price
$2,049,000 to $33,000,000
Stop anytime.

Homes for Sale in Oakville over $2,000,000 — page 2 of 13

Page 2 of 13 · 290 for sale · newest first

105 WHITTINGTON Place
For Sale
$2,850,000
105 WHITTINGTON Place, Oakville
4 bd · 6 ba · 3000-3500 sqft · MLS® W14113358
249 Rebecca Street
For Sale
$2,499,999
249 Rebecca Street, Oakville
3 bd · 4 ba · 2500-3000 sqft · MLS® W14112836
203 Burloak Drive
For Sale
$2,799,900
203 Burloak Drive, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W14112590
2339 Hyacinth Crescent
For Sale
$3,275,000
2339 Hyacinth Crescent, Oakville
5 bd · 6 ba · 5000+ sqft · MLS® W14111822
383 Maplehurst Avenue
For Sale
$2,295,000
383 Maplehurst Avenue, Oakville
3 bd · 3 ba · 1100-1500 sqft · MLS® W14111246
1036 Valley Crest Circle
For Sale
$2,988,000
1036 Valley Crest Circle, Oakville
4 bd · 6 ba · 3500-5000 sqft · MLS® W14110728
287 MacDonald Road
For Sale
$3,769,000
287 MacDonald Road, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W14110702
254 Donessle Drive
For Sale
$5,349,000
254 Donessle Drive, Oakville
4 bd · 6 ba · 3500-5000 sqft · MLS® W14110352
257 Hanover Street
For Sale
$2,459,000
257 Hanover Street, Oakville
4 bd · 4 ba · 3000-3500 sqft · MLS® W14109242
2359 Saw Whet Boulevard
For Sale
$3,098,000
2359 Saw Whet Boulevard, Oakville
5 bd · 6 ba · 5000+ sqft · MLS® W14107954
18 Florence Drive
For Sale
$2,688,880
18 Florence Drive, Oakville
4 bd · 5 ba · 3000-3500 sqft · MLS® W14107320
2343 Edward Leaver Trail
For Sale
$2,668,000
2343 Edward Leaver Trail, Oakville
5 bd · 5 ba · 3500-5000 sqft · MLS® W14104712
240 Poplar Drive
For Sale
$5,845,000
240 Poplar Drive, Oakville
4 bd · 6 ba · 3500-5000 sqft · MLS® W14104434
450 Bedford Road
For Sale
$4,389,000
450 Bedford Road, Oakville
4 bd · 5 ba · 3000-3500 sqft · MLS® W14104200
111 Forsythe Street
For Sale
$2,395,000
111 Forsythe Street, Oakville
2 bd · 3 ba · 1600-1799 sqft · MLS® W14102924
2073 Deramore Drive
For Sale
$2,888,000
2073 Deramore Drive, Oakville
3 bd · 4 ba · 2000-2500 sqft · MLS® W14102544
14 Threshing Mill Boulevard
For Sale
$2,188,800
14 Threshing Mill Boulevard, Oakville
4 bd · 5 ba · 3000-3500 sqft · MLS® W14101484
493 Tipperton Crescent
For Sale
$2,395,000
493 Tipperton Crescent, Oakville
5 bd · 6 ba · 2500-3000 sqft · MLS® W14101476
1415 Rebecca Street
For Sale
$3,895,000
1415 Rebecca Street, Oakville
5 bd · 8 ba · 3500-5000 sqft · MLS® W14101204
368 Fourth Line
For Sale
$6,199,000
368 Fourth Line, Oakville
4 bd · 6 ba · 3500-5000 sqft · MLS® W14099722
393 Maple Grove Drive
For Sale
$5,888,000
393 Maple Grove Drive, Oakville
4 bd · 6 ba · 5000+ sqft · MLS® W14098868
3096 Daniel Way
For Sale
$2,229,900
3096 Daniel Way, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W14098532
54 RAYMAR Place
For Sale
$6,500,000
54 RAYMAR Place, Oakville
3 bd · 5 ba · 5000+ sqft · MLS® W14097832
529 Pineland Avenue
For Sale
$2,788,000
529 Pineland Avenue, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W14096876

As of November 2, 2026, there are 290 homes for sale in Oakville, with a median asking price of $3,254,000 (from $2,049,000 to $33,000,000). 22 came on the market in the last week. Sign in to see what homes in Oakville really sold for in the last 12 months. The most choices right now are in Morrison, West and Old Oakville.

Price mix

$1,000K+290

Questions, answered

How many homes are for sale in Oakville?

290 as of November 2, 2026, 22 of them listed in the last week.

What is the median asking price for homes in Oakville?

$3,254,000, with listings from $2,049,000 to $33,000,000.

Where are most of the homes in Oakville?

Morrison (53), West (49), Old Oakville (33), Southwest (22), Bronte (19).

Copyright 2026 All rights reserved. Toronto Regional Real Estate Board (TRREB) assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
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