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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Property Attached:
Yes
Home Style:
2-Storey
Approx. Age:
6-15
Total Approx Floor Area:
3500-5000
Lot Size:
<.50
Lot Depth:
166'50.6 m
Lot Frontage:
75'22.9 m
Lot Details:
166 x 75
Topography:
Flat
Direction Faces:
East
Bedrooms:
5+2
Bathrooms:
7.0
Water supply:
Municipal
Kitchens:
1
Kitchens in Basement:
0
Bedrooms Above Grade:
5
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
Rooms Above Grade:
19
Rooms Below Grade:
9
Rooms:
27
Zoning:
Res
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
3
Cooling:
No
New Construction:
No
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Walk-Up, Finished
Fireplace Features:
Living Room, Family Room
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
2.0
Parking Features:
Private Double, Other, Inside Entry
Parking Spaces:
6
Total Parking Spaces:
8.0
Family Room:
Yes
Lot Irregularities:
83.15 ft x197.17 ft x76.18 ft x166.61 ft
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$17,768.39 /
2026
Assessment:
$- /
-
Halton
Oakville
1017 - SW Southwest
Irregular Lot
Countertop Range, Water Meter, Sump Pump, Air Exchanger, Central Vacuum
Jenn-air Fridge, Gas cooktop, Wall Oven, B/I Micro, B/I Dishwasher. Fridge in Butler's Pantry. Whirlpool W & D. All Window Coverings. All Electric Light Fixtures. Central Vac. 2 GDO's with remotes., Built-in Microwave, Dishwasher, Dryer, Other, Refrigerator, Stove, Washer
Data was last updated August 18, 2026 at 02:15 PM (UTC)
Area Statistics
Listings on market:
36
Avg list price:
$2,948,500
Min list price:
$1,499,000
Max list price:
$18,800,000
Avg days on market:
46
Min days on market:
1
Max days on market:
719
These statistics are generated based on the current listing's property type
and located in
1017 - SW Southwest. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.