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

Listings asking $2,000,000 or more.

289
For sale now
22 new this week
$3,250,000
Median asking price
$2,049,000 to $33,000,000
Stop anytime.

Homes for Sale in Oakville over $2,000,000 — page 11 of 13

Page 11 of 13 · 289 for sale · newest first

2458 Meadowood Crescent
For Sale
$3,498,000
2458 Meadowood Crescent, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W13593236
2273 Royal Windsor Drive
For Sale
$8,999,999
2273 Royal Windsor Drive, Oakville
· MLS® W13578934
2300 Winston Park Drive
For Sale
$17,650,000
2300 Winston Park Drive, Oakville
· MLS® W13565890
1102 Crestview Street
For Sale
$5,999,000
1102 Crestview Street, Oakville
4 bd · 7 ba · 3500-5000 sqft · MLS® W13558096
1179 Carey Road
For Sale
$3,450,000
1179 Carey Road, Oakville
4 bd · 5 ba · 3000-3500 sqft · MLS® W13548392
2411 Saw Whet Boulevard
For Sale
$2,298,888
2411 Saw Whet Boulevard, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W13536586
104 Whittington Place
For Sale
$2,599,999
104 Whittington Place, Oakville
3 bd · 4 ba · 3000-3500 sqft · MLS® W13528872
488 Macdonald Road
For Sale
$4,999,000
488 Macdonald Road, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W13524820
1516 Duncan Road
For Sale
$4,895,000
1516 Duncan Road, Oakville
3 bd · 4 ba · 2000-2500 sqft · MLS® W13519952
153 Cairncroft Road
For Sale
$3,890,000
153 Cairncroft Road, Oakville
4 bd · 5 ba · 3000-3500 sqft · MLS® W13512502
113 Maple Grove Drive
For Sale
$12,000,000
113 Maple Grove Drive, Oakville
5 bd · 10 ba · 5000+ sqft · MLS® W13475920
32 Park Avenue
For Sale
$2,495,000
32 Park Avenue, Oakville
3 bd · 2 ba · 1500-2000 sqft · MLS® W13473380
1042 Bridge Road
For Sale
$4,399,000
1042 Bridge Road, Oakville
5 bd · 8 ba · 5000+ sqft · MLS® W13466488
300 Randall Street
For Sale
$5,999,900
300 Randall Street, Oakville
3 bd · 4 ba · 3250-3499 sqft · MLS® W13453644
1475 Lakeshore Road E
For Sale
$11,999,000
1475 Lakeshore Road E, Oakville
· 0 ba · MLS® W13453338
2054 Lakeshore Road E
For Sale
$33,000,000
2054 Lakeshore Road E, Oakville
7 bd · 13 ba · 5000+ sqft · MLS® W13453124
262 Maple Grove Drive
For Sale
$10,880,000
262 Maple Grove Drive, Oakville
4 bd · 7 ba · 5000+ sqft · MLS® W13448452
1508 Oakhill Drive
For Sale
$3,739,000
1508 Oakhill Drive, Oakville
4 bd · 6 ba · 3500-5000 sqft · MLS® W13444624
253 Church Street
For Sale
$2,999,999
253 Church Street, Oakville
2 bd · 3 ba · 2000-2249 sqft · MLS® W13439412
350 King Street
For Sale
$10,900,000
350 King Street, Oakville
3 bd · 5 ba · 5000+ sqft · MLS® W13430514
129 WOLFDALE Avenue
For Sale
$7,470,000
129 WOLFDALE Avenue, Oakville
4 bd · 7 ba · 3500-5000 sqft · MLS® W13429066
115 Trafalgar Road
For Sale
$8,999,999
115 Trafalgar Road, Oakville
· MLS® W13237504
1227 Riverbank Way
For Sale
$2,899,000
1227 Riverbank Way, Oakville
3 bd · 4 ba · 3000-3500 sqft · MLS® W13215172
2240 Speers Road W
For Sale
$9,572,200
2240 Speers Road W, Oakville
· 6 ba · MLS® W13149470
Page 11 of 13

As of November 2, 2026, there are 289 homes for sale in Oakville, with a median asking price of $3,250,000 (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+289

Questions, answered

How many homes are for sale in Oakville?

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

What is the median asking price for homes in Oakville?

$3,250,000, with listings from $2,049,000 to $33,000,000.

Where are most of the homes in Oakville?

Morrison (53), West (48), 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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