1399 WILLOWDOWN Road, Oakville, ON L6L 1X2
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.
Living Room
7.21 x 3.96 m
Main
Dining Room
5.43 x 5.94 m
Main
Foyer
7.89 x 4.77 m
Main
Kitchen
6.95 x 5.68 m
Main
Family Room
11.17 x 7.06 m
Main
Laundry
7.06 x 3.86 m
Main
Mud Room
7.06 x 3.86 m
Main
Pantry
2.13 x 1.82 m
Main
Bathroom
2.95 x 2.03 m
Main
Bathroom
2.84 x 2.18 m
Main
Primary Bedroom
7.21 x 7.16 m
Second
Bathroom
3.51 x 2.74 m
Second
Bedroom
7.87 x 7.82 m
Second
Bathroom
2.54 x 2.44 m
Second
Bedroom
4.24 x 5.48 m
Second
Bathroom
2.74 x 2.59 m
Second
Bedroom
4.26 x 3.96 m
Second
Bedroom
3.91 x 4.31 m
Second
Bathroom
2.95 x 2.34 m
Second
Recreation
9.39 x 6.19 m
Basement
Game Room
5.74 x 5.94 m
Basement
Bedroom
3.91 x 4.16 m
Basement
Exercise Room
6.29 x 4.62 m
Basement
Bathroom
3.05 x 2.34 m
Basement
Utility Room
3.91 x 3.86 m
Basement
Cold Room/Cantina
7.77 x 1.47 m
Basement
Other
7.31 x 3.5 m
Basement
Interior features
Countertop Range, Water Meter, Sump Pump, Air Exchanger, Central Vacuum
Basement
Walk-Up, Finished
Bathrooms
1 × 2-piece — Main, 1 × 3-piece — Main, 1 × 5-piece — Second, 3 × 3-piece — Second, 1 × 3-piece — Basement
Fireplace
Yes
Family room
Yes
Kitchens
1
Rooms (above / below grade)
19 above, 9 below
Approximate age
6-15
Architectural style
2-Storey
Construction materials
Stucco (Plaster), Stone
Foundation
Poured Concrete
Roof
Asphalt Shingle
Exterior features
Lighting, Lawn Sprinkler System, Lighting, Porch
Direction faces
East
New construction
No
Garage type
None
Garage spaces
2
Total parking spaces
8
Driveway parking
6
Parking features
Private Double, Other, Other, Inside Entry
Lot size
75 x 166 ft
Lot size area
13939
Cross street
Rebecca / Savannah / Willowdown
Directions
Rebecca / Savannah / Willowdown
Neighbourhood
1017 - SW Southwest
Heating
Forced Air — Gas
Cooling
Central Air
Water
Sewer
Sewer
List price
$4,248,000
Original list price
Annual taxes
$17,768
Tax year
2026
Legal description
LT 80, PL 669 , S/T 80795 ; S/T 48694 OAKVILLE
Inclusions
Exclusions
MLS #
W13685756
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
Flexible
Occupancy
Owner
Listing brokerage
CENTURY 21 MILLER REAL ESTATE LTD.
$2,873,500
Median list price
34
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$20,365
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
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