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.

Newest homes in Old Oakville, Oakville

Page 1 of 3 · 54 for sale · newest first

129 Watson Avenue
For Sale
$4,350,000
129 Watson Avenue, Oakville
3 bd · 5 ba · 2500-3000 sqft · MLS® W14128732
533 Carson Lane
For Sale
$5,950,000
533 Carson Lane, Oakville
5 bd · 7 ba · 3500-5000 sqft · MLS® W14127864
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
121 Lakeshore Road W
For Sale
$1,549,900
121 Lakeshore Road W, Oakville
3 bd · 4 ba · 2500-3000 sqft · MLS® W14105644
54 RAYMAR Place
For Sale
$6,500,000
54 RAYMAR Place, Oakville
3 bd · 5 ba · 5000+ sqft · MLS® W14097832
146 Reynolds Street
For Sale
$2,598,000
146 Reynolds Street, Oakville
2 bd · 4 ba · 2000-2500 sqft · MLS® W14088748
343 Douglas Avenue
For Sale
$4,265,000
343 Douglas Avenue, Oakville
4 bd · 6 ba · 3000-3500 sqft · MLS® W14083808
305 Randall Street
For Sale
$2,998,000
305 Randall Street, Oakville
2 bd · 4 ba · 2000-2500 sqft · MLS® W13886706
317 Gloucester Avenue
For Sale
$5,130,000
317 Gloucester Avenue, Oakville
4 bd · 4 ba · 3500-5000 sqft · MLS® W13879172
337 Lakeshore Road E
For Sale
$149,000
337 Lakeshore Road E, Oakville
· MLS® W13869580
60 Old Mill Road
For Sale
$599,900
60 Old Mill Road, Oakville
2 bd · 2 ba · 1000-1199 sqft · MLS® W13863414
221 Robinson Street
For Sale
$798,000
221 Robinson Street, Oakville
2 bd · 2 ba · 1200-1399 sqft · MLS® W13861848
25 Howard Avenue
For Sale
$2,799,999
25 Howard Avenue, Oakville
3 bd · 2 ba · 2000-2500 sqft · MLS® W13858982
50 Old Mill Road
For Sale
$1,795,000
50 Old Mill Road, Oakville
3 bd · 4 ba · 2500-2749 sqft · MLS® W13845408
426 Trafalgar Road
For Sale
$4,099,000
426 Trafalgar Road, Oakville
4 bd · 6 ba · 2500-3000 sqft · MLS® W13843702
221 Robinson Street
For Sale
$1,249,000
221 Robinson Street, Oakville
2 bd · 2 ba · 1200-1399 sqft · MLS® W13843508
374 Spruce Street
For Sale
$1,899,000
374 Spruce Street, Oakville
3 bd · 4 ba · 1500-2000 sqft · MLS® W13833914
50 Old Mill Road
For Sale
$999,999
50 Old Mill Road, Oakville
2 bd · 2 ba · 1000-1199 sqft · MLS® W13830744
236 Randall Street
For Sale
$1,670,000
236 Randall Street, Oakville
4 bd · 3 ba · 1500-2000 sqft · MLS® W13821004
221 Robinson Street E
For Sale
$589,900
221 Robinson Street E, Oakville
1 bd · 2 ba · 700-799 sqft · MLS® W13812960
335 Helen Lawson Lane
For Sale
$3,425,000
335 Helen Lawson Lane, Oakville
3 bd · 4 ba · 3000-3500 sqft · MLS® W13812244
139 Allan Street
For Sale
$2,749,000
139 Allan Street, Oakville
4 bd · 3 ba · 2500-3000 sqft · MLS® W13798472
305 Church Street
For Sale
$7,000,000
305 Church Street, Oakville
· MLS® W13793920
Page 1 of 3

As of November 1, 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 1, 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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