Homes on the Market 60+ Days for Sale in Old Oakville, Oakville

Listings that have been for sale for sixty days or more — sellers who may be ready to deal.

24
For sale now
$2,999,900
Median asking price
$289,000 to $10,900,000
Stop anytime.

Newest homes on the market 60+ days in Old Oakville, Oakville

Page 1 of 1 · 24 for sale · newest first

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
115 Trafalgar Road
For Sale
$8,999,999
115 Trafalgar Road, Oakville
· MLS® W13237504
338 MACDONALD Road
For Sale
$3,790,000
338 MACDONALD Road, Oakville
4 bd · 4 ba · 2500-3000 sqft · MLS® W12899458
321 Helen Lawson Lane
For Sale
$3,195,000
321 Helen Lawson Lane, Oakville
3 bd · 5 ba · 3000-3500 sqft · MLS® W12899190
Lot 101 Douglas Avenue
For Sale
$4,290,000
Lot 101 Douglas Avenue, Oakville
4 bd · 4 ba · 3000-3500 sqft · MLS® W12899014
327 Lakeshore Road E
For Sale
$350,000
327 Lakeshore Road E, Oakville
· MLS® W12807550
53 Thomas Street
For Sale
$3,250,000
53 Thomas Street, Oakville
4 bd · 3 ba · 2000-2500 sqft · MLS® W12419345
Page 1 of 1

As of November 2, 2026, there are 24 homes on the market 60+ days for sale in Old Oakville, Oakville, with a median asking price of $2,999,900 (from $289,000 to $10,900,000). Sign in to see what homes on the market 60+ days in Old Oakville, Oakville really sold for in the last 12 months.

Price mix

$0K–$100K1
$100K–$200K0
$200K–$300K1
$300K–$400K1
$400K–$500K2
$500K–$600K0
$600K–$700K1
$700K–$800K0
$800K–$900K0
$900K–$1,000K0
$1,000K+18

Questions, answered

How many homes on the market 60+ days are for sale in Old Oakville, Oakville?

24 as of November 2, 2026.

What is the median asking price for homes on the market 60+ days in Old Oakville, Oakville?

$2,999,900, with listings from $289,000 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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