Listed for:Listed 28 days ago
$4,189,000

1399 Willowdown Road

Oakville (Southwest), ON L6L 1X2

Detached House For Sale
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031
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Sale & Price History for 1399 Willowdown Road, Oakville, Southwest

No listing history available

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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

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 11.2
    Main level
  • Bathroom—
    Main level
  • Bathroom—
    Second level
  • Bathroom—
    Second level
  • Recreation30.1 x 17.4
    Basement level
  • Game Room18.1 x 17.3
    Basement level
  • Utility Room12.1 x 6.8
    Basement level
  • Cold Room/Cantina23.3 x 4.1
    Basement level
  • Bathroom—
    Second level
  • Bathroom—
    Basement level
  • Exercise Room14.8 x 11.5
    Basement level
  • Bedroom14 x 13
    Second level
  • Family Room30.8 x 19.5
    Main level
  • Bathroom—
    Second level
  • Other19.6 x 9.3
    Basement level
  • Primary Bedroom17.8 x 16.9
    Second level
  • Bedroom12.1 x 12.2
    Basement level
  • Pantry7 x 6
    Main level
  • Foyer25.11 x 9.8
    Main level
  • Bedroom12.1 x 10.5
    Second level
  • Bedroom20.7 x 19.8
    Second level
  • Dining Room17.1 x 12.9
    Main level
  • Bedroom13.11 x 13.6
    Second level
  • Bathroom—
    Main level
  • Living Room17.8 x 13
    Main level
  • Kitchen17.7 x 17.2
    Main level
  • Laundry19.5 x 11.2
    Main 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.

$3,023,185Low confidence
Based on 4 comparable properties
+ $1,165,815 (39%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

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Oakville, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$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
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Land Transfer Tax

Provincial

$91,200

Total Land Transfer Tax

$91,200

Around this home

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