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

Listings asking $2,000,000 or more.

3
For sale now
$3,900,000
Median asking price
$3,900,000 to $17,650,000
Stop anytime.

Newest homes in Winston Park, Oakville

Page 1 of 1 · 3 for sale · newest first

2078 Upper Middle Road E
For Sale
$3,900,000
2078 Upper Middle Road E, Oakville
· MLS® W13626156
2078 Upper Middle Road E
For Sale
$3,900,000
2078 Upper Middle Road E, Oakville
· MLS® W13626230
2300 Winston Park Drive
For Sale
$17,650,000
2300 Winston Park Drive, Oakville
· MLS® W13565890
Page 1 of 1

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Communities
Bronte (19) Bronte Creek (11) Central (13) Clearview (2) College Park (3) Ford (19) Glen Abbey (13) Glenorchy (7) Joshua Creek (12) Joshua Meadows (3) Morrison (53) Old Oakville (33) Queen Elizabeth (19) River Oaks (7) Southwest (22) Wedgewood Creek (2) West (49) Winston Park (3)
Popular searches
New construction (1) 3,000+ sq ft (3) Vacant (3) 60+ days on market (4) Under $750K (1) Under $1M (1) Luxury ($2M+) (3)

As of November 2, 2026, there are 3 homes for sale in Winston Park, Oakville, with a median asking price of $3,900,000 (from $3,900,000 to $17,650,000).

Price mix

$1,000K+3

Nearby communities

Morrison53 listings · median $4,895,000 West49 listings · median $3,199,000 Old Oakville33 listings · median $3,795,000 Southwest22 listings · median $3,850,000 Bronte19 listings · median $3,450,000 Ford19 listings · median $2,998,000 Queen Elizabeth19 listings · median $4,835,880 Central13 listings · median $2,999,000

Questions, answered

How many homes are for sale in Winston Park, Oakville?

3 as of November 2, 2026.

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

$3,900,000, with listings from $3,900,000 to $17,650,000.

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