1399 WILLOWDOWN Road, Oakville

1399 WILLOWDOWN Road
1399 WILLOWDOWN Road
1399 WILLOWDOWN Road
+47
5+2
 bed
7
 bath
8
 parking
3500 - 5000
 sqft
Detached
$4,189,000
For Sale
15 days
 on site
$4,189,000
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Size
-
Lot size
13939 sqft
Street frontage
-
Possession
2026-10-14
Price per sqft
$838 - $1,197
Taxes
$17,768.39 (2026)
Parking Type
-
Style
2-Storey
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Description
Welcome to 1399 Willowdown Road, an exceptional custom residence inspired by Frank Lloyd Wright's iconic Prairie designs, nestled on a spectacular ravine lot with a picturesque creek in prestigious South Oakville. Offering over 6,800 sq. ft. of beautifully finished living space, this remarkable home features 5 bedrooms upstairs plus 2 additional bedrooms in the finished lower level. The main floor impresses with soaring 10' ceilings, wide-plank oak flooring, custom millwork and an open-concept layout. At its heart is a chef-inspired kitchen with an oversized island, quartz counters, JennAir Professional Series appliances, extensive cabinetry and a butler pantry, opening to the expansive great room and breakfast area. Enjoy seamless indoor-outdoor living from the covered lanai with a fireplace and skylights overlooking the ravine. The finished lower level is designed for entertaining, featuring a dedicated home theatre, billiards and recreation areas, exercise room, 2 bedrooms and a full bathroom. Additional highlights include Lutron lighting automation, remote-controlled blinds, built-in ceiling speakers, multi-camera security, illuminated stair treads, 9' upper-level ceilings and a double garage. Just steps from Coronation Park and Lake Ontario, and minutes to top schools, shopping, dining and GO Transit. A truly rare offering combining architectural distinction, exceptional space and ravine-side privacy.
Broker: CENTURY 21 MILLER REAL ESTATE LTD.
MLS®#: W13796028
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
75 Ft
Lot depth:
166 Ft
Listed on:
Sep 17, 2026
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Instant estimate:
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$623,965
lower than listed price
i
High
$3,739,101
Mid
$3,565,035
Low
$3,407,958
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About 1399 WILLOWDOWN Road

1399 Willowdown Road is an Oakville detached house for sale. 1399 Willowdown Road has an asking price of $4189000, and has been on the market since September 2026. This detached house has 5+2 beds, 7 bathrooms and is 3500-5000 sqft. Situated in Oakville's Bronte East neighbourhood, Bronte West, Glen Abbey, Old Oakville and Palermo West are nearby neighbourhoods.

For those that love cooking, Metro is a 5-minute walk.

Transit riders take note, 1399 Willowdown Rd, Oakville is nearby to the closest public transit Bus Stop (Rebecca St. / Sherin Dr.) with route Lakeshore West, and route Lakeshore West.