Old Oakville homes for sale
Most likely to sell next
The homes for sale here with the strongest buyer demand right now.
- Request a showing$2,598,000146 Reynolds Street2+1 bed · 4 bath · 2000-2500 sq ft · Att/Row/Townhouse62/100In demand, moving quicklyLikely sale price $2,489,679Listed 16 daysSUTTON GROUP QUANTUM REALTY INC.
- Request a showing$1,549,9005 - 121 Lakeshore Road W3 bed · 4 bath · 2500-3000 sq ft · Att/Row/Townhouse60/100In demand, moving quicklyLikely sale price $1,498,041Listed 10 daysRIGHT AT HOME REALTY
- Request a showing$2,998,000Down $201,000 from $3,199,000305 Randall Street2+1 bed · 4 bath · 2000-2500 sq ft · Att/Row/Townhouse60/100In demand, moving quicklyLikely sale price $2,909,918Listed 20 daysRE/MAX ESCARPMENT REALTY INC.
- Request a showing$1,670,000Down $97,000 from $1,767,000236 Randall Street4 bed · 3 bath · 1500-2000 sq ft · Att/Row/Townhouse55/100Steady demand right nowLikely sale price $1,611,461Listed 39 daysSUTTON GROUP QUANTUM REALTY INC.
- Request a showing$999,999703 - 50 Old Mill Road2+1 bed · 2 bath · 1000-1199 sq ft · Condo Apartment52/100Steady demand right nowLikely sale price $962,446Listed 37 daysRE/MAX ABOUTOWNE REALTY CORP.
- Request a showing$2,749,000Down $150,000 from $2,899,000139 Allan Street4 bed · 3 bath · 2500-3000 sq ft · Detached51/100Steady demand right nowLikely sale price $2,591,970Listed 45 daysCENTURY 21 MILLER REAL ESTATE LTD.
- Request a showing$3,769,000287 MacDonald Road4 bed · 5 bath · 3500-5000 sq ft · Detached49/100Soft demand, likely to sitLikely sale price $3,560,466Listed 9 daysRE/MAX Escarpment Realty Inc., Brokerage
- Request a showing$3,195,000321 Helen Lawson Lane3 bed · 5 bath · 3000-3500 sq ft · Att/Row/Townhouse49/100Soft demand, likely to sitLikely sale price $3,038,874Listed 227 daysCENTURY 21 MILLER REAL ESTATE LTD.
- Request a showing$2,999,999Down $300,001 from $3,300,000402 - 253 Church Street2 bed · 3 bath · 2000-2249 sq ft · Condo Apartment48/100Soft demand, likely to sitLikely sale price $2,858,120Listed 142 daysRE/MAX Aboutowne Realty Corp., Brokerage
- Request a showing$5,349,000254 Donessle Drive4+2 bed · 6 bath · 3500-5000 sq ft · Detached47/100Soft demand, likely to sitLikely sale price $4,877,446Listed 9 daysRE/MAX Escarpment Realty Inc., Brokerage
- Request a showing$2,495,000Down $100,000 from $2,595,00032 Park Avenue3 bed · 2 bath · 1500-2000 sq ft · Detached47/100Soft demand, likely to sitLikely sale price $2,384,420Listed 132 daysCENTURY 21 MILLER REAL ESTATE LTD.
- Request a showing$1,750,000Down $225,000 from $1,975,000344 Maple Avenue3 bed · 2 bath · 1500-2000 sq ft · Detached46/100Soft demand, likely to sitLikely sale price $1,656,805Listed 59 daysROYAL LEPAGE REAL ESTATE SERVICES LTD.
Is it a good time to buy or sell in Old Oakville?
As of November 1, 2026, Old Oakville is a buyer's market by my read. Buyers have the upper hand: a good time to buy, and a seller has to price it right.
Are sellers cutting their prices in Old Oakville?
Of the 47 homes for sale in Old Oakville, 9 have cut their asking price.
What do homes sell for in Old Oakville?
The median sale price in Old Oakville over the last 90 days was $2,729,268, on 16 sales.
Keith Godding, REALTOR®, THE AGENCY, Brokerage. Updated November 1, 2026.
What's my home worth?47 homes are for sale and 12 are for rent in Old Oakville today. I score every home for sale from 0 to 100 on how fast it is likely to sell, and I put a likely sale price on it. I update both every day.
The market in Old Oakville
Buyer's marketMy read on this area today, from how fast homes are selling against how many are listed.
It depends on the kind of home
- Condo apartment Buyer's market
- Detached Buyer's market
$2,729,268Median sale price, last 90 days, on 16 sales
New this week
Listed in the last 7 days, newest first.
- Request a showing$4,350,000129 Watson Avenue3+1 bed · 5 bath · 2500-3000 sq ft · Detached36/100Soft demand, likely to sitLikely sale price $4,104,690Listed 3 daysREAL ONE REALTY INC.
- Request a showing$5,950,000533 Carson Lane5+1 bed · 7 bath · 3500-5000 sq ft · Detached35/100Soft demand, likely to sitLikely sale price $5,435,055Listed 3 daysROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE
Asking prices cut
Sellers here who have come down from their first asking price, biggest cut first.
- Request a showing$10,900,000Down $800,000 from $11,700,000350 King Street3+2 bed · 5 bath · 5000 + sq ft · Detached11/100Soft demand, likely to sitLikely sale price $10,115,918Listed 143 daysRE/MAX Aboutowne Realty Corp., Brokerage
- Request a showing$2,999,999Down $300,001 from $3,300,000402 - 253 Church Street2 bed · 3 bath · 2000-2249 sq ft · Condo Apartment48/100Soft demand, likely to sitLikely sale price $2,858,120Listed 142 daysRE/MAX Aboutowne Realty Corp., Brokerage
- Request a showing$1,750,000Down $225,000 from $1,975,000344 Maple Avenue3 bed · 2 bath · 1500-2000 sq ft · Detached46/100Soft demand, likely to sitLikely sale price $1,656,805Listed 59 daysROYAL LEPAGE REAL ESTATE SERVICES LTD.
- Request a showing$2,998,000Down $201,000 from $3,199,000305 Randall Street2+1 bed · 4 bath · 2000-2500 sq ft · Att/Row/Townhouse60/100In demand, moving quicklyLikely sale price $2,909,918Listed 20 daysRE/MAX ESCARPMENT REALTY INC.
- Request a showing$2,749,000Down $150,000 from $2,899,000139 Allan Street4 bed · 3 bath · 2500-3000 sq ft · Detached51/100Steady demand right nowLikely sale price $2,591,970Listed 45 daysCENTURY 21 MILLER REAL ESTATE LTD.
- Request a showing$2,495,000Down $100,000 from $2,595,00032 Park Avenue3 bed · 2 bath · 1500-2000 sq ft · Detached47/100Soft demand, likely to sitLikely sale price $2,384,420Listed 132 daysCENTURY 21 MILLER REAL ESTATE LTD.
- Request a showing$1,670,000Down $97,000 from $1,767,000236 Randall Street4 bed · 3 bath · 1500-2000 sq ft · Att/Row/Townhouse55/100Steady demand right nowLikely sale price $1,611,461Listed 39 daysSUTTON GROUP QUANTUM REALTY INC.
- Request a showing$4,099,000Down $50,000 from $4,149,000426 Trafalgar Road4 bed · 6 bath · 2500-3000 sq ft · Detached27/100Soft demand, likely to sitLikely sale price $3,838,141Listed 32 daysRE/MAX ABOUTOWNE REALTY CORP.
Condo buildings in Old Oakville
- 300 Randall Street The Randall, 2 for sale, 1 for rent
- 50 Old Mill Road OAKRIDGE HEIGHTS, 3 for sale, 0 for rent
- 60 Old Mill Road Oakridge Heights, 3 for sale, 0 for rent
Nearby
Updated November 1, 2026. Prices and scores change daily.