Homes for Sale in Old Oakville, Oakville

54
For sale now
2 new this week
$2,799,999
Median asking price
$149,000 to $10,900,000
Stop anytime.

Homes for Sale in Old Oakville, Oakville — page 2 of 3

Page 2 of 3 · 54 for sale · newest first

153 Balsam Drive
For Sale
$6,575,000
153 Balsam Drive, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W13779262
372 Trafalgar Road
For Sale
$2,200,000
372 Trafalgar Road, Oakville
4 bd · 3 ba · 1500-2000 sqft · MLS® W13765540
382 Trafalgar Road
For Sale
$3,795,000
382 Trafalgar Road, Oakville
2 bd · 4 ba · 1500-2000 sqft · MLS® W13763614
60 Old Mill Road
For Sale
$1,379,000
60 Old Mill Road, Oakville
2 bd · 3 ba · 1800-1999 sqft · MLS® W13754726
60 OLD MILL Road
For Sale
$999,000
60 OLD MILL Road, Oakville
2 bd · 2 ba · 1400-1599 sqft · MLS® W13747184
344 Maple Avenue
For Sale
$1,750,000
344 Maple Avenue, Oakville
3 bd · 2 ba · 1500-2000 sqft · MLS® W13740174
380 Watson Avenue
For Sale
$2,599,000
380 Watson Avenue, Oakville
3 bd · 3 ba · 2000-2500 sqft · MLS® W13724754
149 Lakeshore Road E
For Sale
$439,000
149 Lakeshore Road E, Oakville
· MLS® W13723722
50 Old Mill Road
For Sale
$1,089,000
50 Old Mill Road, Oakville
2 bd · 2 ba · 1200-1399 sqft · MLS® W13723128
200 WILLIAM Street
For Sale
$2,999,000
200 WILLIAM Street, Oakville
5 bd · 3 ba · 2000-2500 sqft · MLS® W13722374
15 Chartwell Road
For Sale
$9,995,000
15 Chartwell Road, Oakville
4 bd · 6 ba · 5000+ sqft · MLS® W13707486
46 Second Street
For Sale
$7,599,000
46 Second Street, Oakville
4 bd · 7 ba · 3500-5000 sqft · MLS® W13694012
321 Lakeshore Road E
For Sale
$289,000
321 Lakeshore Road E, Oakville
· MLS® W13667878
300 Randall Road
For Sale
$2,999,900
300 Randall Road, Oakville
2 bd · 3 ba · 1800-1999 sqft · MLS® W13658162
274 Reynolds Street
For Sale
$1,649,999
274 Reynolds Street, Oakville
3 bd · 2 ba · 1500-2000 sqft · MLS® W13655488
467 Caesar Avenue
For Sale
$2,299,000
467 Caesar Avenue, Oakville
4 bd · 3 ba · 2000-2500 sqft · MLS® W13632844
185 Robinson Street
For Sale
$699,900
185 Robinson Street, Oakville
2 bd · 2 ba · 900-999 sqft · MLS® W13612886
130 Thomas Street
For Sale
$450,000
130 Thomas Street, Oakville
· 4 ba · MLS® W13555454
214 Randall Street
For Sale
$1
214 Randall Street, Oakville
· MLS® W13544990
488 Macdonald Road
For Sale
$4,999,000
488 Macdonald Road, Oakville
4 bd · 5 ba · 3500-5000 sqft · MLS® W13524820
32 Park Avenue
For Sale
$2,495,000
32 Park Avenue, Oakville
3 bd · 2 ba · 1500-2000 sqft · MLS® W13473380
300 Randall Street
For Sale
$5,999,900
300 Randall Street, Oakville
3 bd · 4 ba · 3250-3499 sqft · MLS® W13453644
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

As of November 2, 2026, there are 54 homes for sale in Old Oakville, Oakville, with a median asking price of $2,799,999 (from $149,000 to $10,900,000). 2 came on the market in the last week. Sign in to see what homes in Old Oakville, Oakville really sold for in the last 12 months.

Price mix

$0K–$100K1
$100K–$200K1
$200K–$300K1
$300K–$400K1
$400K–$500K2
$500K–$600K2
$600K–$700K1
$700K–$800K1
$800K–$900K0
$900K–$1,000K2
$1,000K+42

Questions, answered

How many homes are for sale in Old Oakville, Oakville?

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

What is the median asking price for homes in Old Oakville, Oakville?

$2,799,999, with listings from $149,000 to $10,900,000.

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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