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1399 WILLOWDOWN Road in Oakville for sale

Asking price
$4,248,000
Estimate (Aug 18)
$4,157,524
MLS #:
W13685756
Type:
Detached, 2-Storey
Approx. SQFT:
3500-5000
Basement:
Walk-Up, Finished
5+2 5+2
2 75 x 166 ft lot
PROPERTY HISTORY
SIGN IN REQUIRED
List Date List Price Last Status Sold Date Sold Price Days On Market
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Sld Aug 29, 2014 $717,500
0000-00-00 $00000 Sld Aug 29, 2014 $717,500
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Exp N/A N/A N/A
0000-00-00 $00000 Exp N/A N/A N/A
0000-00-00 $00000 Sld Mar 18, 2005 $410,000

Listed by Century 21 Miller Real Estate Ltd..

1399 WILLOWDOWN Road is a Detached, 2-Storey and is currently for Sale @ $4,248,000. Taxes in 2026 were $17,768.39.

More homes for sale under 4.2M in Oakville

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. The 2-Storey on 1399 WILLOWDOWN Road has 5 bedrooms, 7 bathrooms, and is located on a 166 x 75 ft loton < .50 acres in the community of Southwest . 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.

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

The address 1399 WILLOWDOWN Road was listed for sale (MLS# W13685756) on Tuesday, August 18, 2026.

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  • Date Listed: Tuesday, August 18, 2026
  • Listing Brokerage: Century 21 Miller Real Estate Ltd. - Disclaimer: The information contained in this listing has not been verified by Century 21 Miller Real Estate Ltd. and should be verified by the buyer.
  • Virtual Tour: View Virtual Tour for 1399 WILLOWDOWN Road
  • City: Oakville

    More 5 bedrooms homes for sale in Oakville

  • Neighbourhood: Southwest
  • Major Intersection: Rebecca / Savannah / Willowdown
  • Full Address: 1399 WILLOWDOWN Road, Oakville, L6L 1X2, Canada, ON, Canada
  • Living Room:
  • Kitchen:
  • Family Room:
  • Amenities:
  • Taxes: $17,768.39 (2026)
Living24 x 13 ft312 sq ft
Dining18 x 19 ft342 sq ft
Foyer26 x 16 ft416 sq ft
Kitchen23 x 19 ft437 sq ft
Family37 x 23 ft851 sq ft
Laundry23 x 13 ft299 sq ft
Mudroom23 x 13 ft299 sq ft
Pantry7 x 6 ft42 sq ft
Bathroom10 x 7 ft70 sq ft
Bathroom9 x 7 ft63 sq ft
Primary24 x 23 ft552 sq ft
Bathroom12 x 9 ft108 sq ft
Br26 x 26 ft676 sq ft
Bathroom8 x 8 ft64 sq ft
Br14 x 18 ft252 sq ft
Bathroom9 x 8 ft72 sq ft
Br14 x 13 ft182 sq ft
Br13 x 14 ft182 sq ft
Bathroom10 x 8 ft80 sq ft
Rec31 x 20 ft620 sq ft
Games19 x 19 ft361 sq ft
Br13 x 14 ft182 sq ft
Exercise21 x 15 ft315 sq ft
Bathroom10 x 8 ft80 sq ft
Utility13 x 13 ft169 sq ft
Cold/Cant25 x 5 ft125 sq ft
Other24 x 11 ft264 sq ft

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