
1399 Willowdown Road
Oakville (Southwest), ON L6L 1X2
- 5+2Bedrooms
- 7Bathrooms
- 2Garage
- 3500–5000Sq Ft
- $17,768Tax
- 75×166 ftLot Size
- Estimated Value:$3,023,185See Free Estimate Report

Sale & Price History for 1399 Willowdown Road, Oakville, Southwest
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| No listing history available | ||||
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About 1399 Willowdown Road, Oakville, Southwest
Summarized Description
- Custom residence inspired by Frank Lloyd Wright
- Located on a spectacular ravine lot
- Over 6,800 sq. ft. of living space
- Chef-inspired kitchen with oversized island
- Finished lower level with home theatre
- Lutron lighting automation and security
- Steps from Coronation Park and Lake Ontario
- Minutes to top schools and dining options
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $17,768
- Land Transfer Tax Fee
- $91,200
Rental Items
- Rental Equipment
- Tankless Hot Water Heater
- Basement Type
- Walk-Up, Finished
Interior Features
- Interior Extras
- Countertop Range, Water Meter, Sump Pump, Air Exchanger, Central Vacuum
- View
- Creek/Stream, Trees/Woods
- Security Features
- Carbon Monoxide Detectors, Security System, Smoke Detector
- Fireplace/Stove
- Yes
- Fireplace Features
- Living Room, Family Room
- Elevator
- No
Exterior Features
- Exterior Extras
- Lighting, Lawn Sprinkler System, Lighting, Porch
- Pool
- None
Building
- Building Type
- Detached
- Building Style
- 2-Storey
- Approx Age
- 6-15
Construction
- Exterior Finish
- Stucco (Plaster), Stone
- Roof
- Asphalt Shingle
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 75.00 ft
- Lot Depth
- 166.00 ft
- Lot Size
- 13939
- Lot Size Code
- 166 x 75
Inclusions
- Inclusions
- 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
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 6
- Total Garage And Parking Spaces
- 8
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 5 + 2
- Washrooms
- 7
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Mud Room19.5 x 11.2Main level
- Bathroom—Main level
- Bathroom—Second level
- Bathroom—Second level
- Recreation30.1 x 17.4Basement level
- Game Room18.1 x 17.3Basement level
- Utility Room12.1 x 6.8Basement level
- Cold Room/Cantina23.3 x 4.1Basement level
- Bathroom—Second level
- Bathroom—Basement level
- Exercise Room14.8 x 11.5Basement level
- Bedroom14 x 13Second level
- Family Room30.8 x 19.5Main level
- Bathroom—Second level
- Other19.6 x 9.3Basement level
- Primary Bedroom17.8 x 16.9Second level
- Bedroom12.1 x 12.2Basement level
- Pantry7 x 6Main level
- Foyer25.11 x 9.8Main level
- Bedroom12.1 x 10.5Second level
- Bedroom20.7 x 19.8Second level
- Dining Room17.1 x 12.9Main level
- Bedroom13.11 x 13.6Second level
- Bathroom—Main level
- Living Room17.8 x 13Main level
- Kitchen17.7 x 17.2Main level
- Laundry19.5 x 11.2Main level
Washrooms
- 2-piece, Main
- 3-piece, Main
- 5-piece, Second
- 3-piece, Second
- 3-piece, Basement
- Municipality
- Oakville
- Neighbourhood
- Southwest
- Main cross streets
- Rebecca / Savannah / Willowdown
- Zoning
- Res
- Directions
- Rebecca / Savannah / Willowdown
- Waterfront
- None
- MLS® number
- W13796028
- Data source
- Toronto Regional Real Estate Board
- Listed on
- 2026-09-17
- Updated on
- 2026-09-17
- Days on market
- 28 days
- Possession date
- 2026-10-14
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- Century 21 Miller Real Estate Ltd.
Home Market Value
Current home valuation for 1399 Willowdown Road, Oakville, Southwest, Oakville, ON. Listed for $4,189,000
HOMEH Estimate
$3,023,185
Estimated Sales Range
$2,732,637 - $4,240,408
HOMEH Estimate for 1399 Willowdown Road, Oakville, Southwest
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$837,800
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $3,351,200 | $3,141,750 | $2,932,300 | $2,722,850 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $16,362monthly | $15,340monthly | $14,317monthly | $13,294monthly |
Land Transfer Tax
$91,200
$91,200
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
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