$4,248,000
1399 WILLOWDOWN Rd
Oakville, ON L6L 1X2
1399 WILLOWDOWN Rd, Oakville — Listed at $4,248,000. 7 bedroom, 7 bathroom 2-Storey Detached. MLS® W13685756.
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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.
Property Details
Property Insights
Listing Courtesy of: CENTURY 21 MILLER REAL ESTATE LTD.
MLS® #W13685756
The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.
© 2026 Toronto Regional Real Estate Board. All rights reserved.
HouseIndex Take: 1399 WILLOWDOWN Road
This detached (2-Storey) is located in the 1017 - SW Southwest neighbourhood of Oakville.
The home offers 7+2 bedrooms, 7 bathrooms.
Features include a walk-up, finished basement, 8 parking spaces including a 2-car garage, a fireplace.
Additional details: lot dimensions of 75 × 166 feet.
Listed at $4,248,000 CAD with annual property taxes of $17,768.39 (2026).
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About Oakville Real Estate
This Detached is located in the 1017 - SW Southwest community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.