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.
1399 Willowdown Rd. Oakville On L6l 1x2 is located in Oakville, ON (L6L 1X2).
1399 Willowdown Rd. Oakville On L6l 1x2 is listed for sale at $4,189,000.
This detached home offers 7 bedrooms and 7 bathrooms.
It is a detached home.
Annual property taxes are approximately $17,768 (2026).
Yes — 1399 Willowdown Rd. Oakville On L6l 1x2 includes 8 parking spaces.
Contact Barbara Beers and the Barbara Beers Real Estate team at +1-905-634-2335 or barbara@barbarabeers.com to book a private showing or request more details.

Royal LePage Burloak Real Estate Services
Purchase Price
Estimate only. Does not include property taxes, insurance, or fees. Actual rates may vary. Contact us for personalized mortgage guidance.
Listing Brokerage: CENTURY 21 MILLER REAL ESTATE LTD.
Advertised By: Royal LePage® Burloak Real Estate Services
MLS®, REALTOR®, and associated logos are trademarks of CREA.
1399 Willowdown Rd. Oakville On L6l 1x2, Oakville, ON, L6L 1X2
City: Oakville
Price: $3,889,000 - $4,489,000
Type: Residential
Bedrooms: 7+
Bathrooms: 7+