1399 WILLOWDOWN Road, Oakville, ON

$4,248,000
MLS#:W13685756
7 beds
7 baths
3500-5000 sqft
8.0 parking
Residential Freehold
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Added:Aug 18, 2026(10 days ago)
Updated:Aug 20, 2026(8 days ago)
Last Checked:14 minutes ago

Property Highlights

Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Southwest. Expertly crafted featuring premium stucco (plaster) and stone construction, this residence presents an exceptional opportunity offered at $4,248,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 7 Bedrooms and 7 Bathrooms
  • Generous living space spanning 3500-5000 sqft on a premium 75 x 166 ft lot
  • Features a walk-up, finished basement, adding superb versatility for recreation, a home gym, or extra storage
  • 8.0 total parking spaces available
  • Notable attributes: Countertop Range, Water Meter, Sump Pump
  • equipped with central air central cooling and highly efficient forced air heating via gas

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.

Work with the SOUSA TEAM to unlock your . If we are unable to negotiate your purchase price below asking, we'll rebate you up to $10,000!*

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Property Summary

This detached home located at 1399 WILLOWDOWN Road, Oakville is currently for sale and has been available on SousaSells for 10 days. This property is listed at $4,248,000 with an estimated mortgage of $14,140* per month. It has 7 beds, 7 bathrooms, and is 3500-5000 square feet. 1399 WILLOWDOWN Road, Oakville is in the Southwest neighborhood.

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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Yes! Featuring 7 bedrooms and 7 bathrooms, this home offers ample space and comfort for growing families in Southwest, Oakville.

Highly Recommended for Families
What We Love About This Home
  • •7 spacious bedroom layout offering versatile living space
  • •7 well-appointed bathrooms
  • •3500-5000 sqft of generous functional square footage
Standout Features & Layout
Who Should Buy This Home?

Growing families needing multi-bedroom flexibility and space in Southwest, Oakville.

Target Buyer Match

Key Features

Bedrooms
7
Bathrooms
7
Kitchens
1
Living Area
3500-5000 sqft
Property Type
Residential Freehold

Additional Details

StatusActive
AddedAug 18, 2026 (10 days ago)
UpdatedAug 20, 2026 (8 days ago)
Last Checked14 minutes ago
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionStucco (Plaster), Stone
BasementWalk-Up, Finished
Lot Size75 Ă— 166 Feet
CountyHalton
Annual Tax$17,768.39
Legal DescriptionLT 80, PL 669 , S/T 80795 ; S/T 48694 OAKVILLE

Parking & Garage

Parking Total8.0
Parking Space6
Garage TypeNone

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air

Features

Property Features

None listed

Interior Features

  • Countertop Range
  • Water Meter
  • Sump Pump
  • Air Exchanger
  • Central Vacuum

Security Features

  • Carbon Monoxide Detectors
  • Security System
  • Smoke Detector

Community Features

None listed

Frequently Asked Questions about 1399 WILLOWDOWN Road, Oakville, ON

Q.What is the asking price for 1399 WILLOWDOWN Road, Oakville, ON ?

The current listing price for 1399 WILLOWDOWN Road, Oakville, ON in Southwest, Oakville is $4,248,000.

Q.How many bedrooms and bathrooms does this property have?

This property features 7 bedrooms and 7 bathrooms across approximately 3500-5000 sqft.

Q.What property type and architectural style is 1399 WILLOWDOWN Road, Oakville, ON ?

1399 WILLOWDOWN Road, Oakville, ON is a Detached (2-Storey) featuring a Walk-Up, Finished basement.

Q.What interior features are included in this home?

Interior highlights include: Countertop Range, Water Meter, Sump Pump, Air Exchanger, Central Vacuum.

Q.What security features are installed at 1399 WILLOWDOWN Road, Oakville, ON ?

Security features include: Carbon Monoxide Detectors, Security System, Smoke Detector.

Q.Is parking available at this property?

Yes, this property offers parking space for 8.0 vehicles (None).

Q.What heating and cooling systems are installed?

Heating is provided via Gas and cooling via Central Air.

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Location

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1399 WILLOWDOWN Road, Oakville, ON

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Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Southwest, Oakville

SAFETY RATING9.5 / 10
Low Incident Area
Total Annual Incidents37 incidents / yr
Average Per Month3.1 incidents / mo
Population BenchmarkArea Average residents
Personal Safety
Very Low

8 assaults (45.0/100k)

Property Security
Low

8 B&E (40.0/100k)

Auto Theft Risk
Low Risk

12 thefts (45.0/100k)

1-Year Trend
â–Ľ 6%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Halton Regional Police Service (HRPS) Open Data
Halton & GTHA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 1399 WILLOWDOWN Road, Oakville, ON L6L 1X2

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

Market Trend
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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Oakville.

Configure Loan Settings

Interest Rate4.00%
Down Payment$1,274,400 (30.0%)
* Minimum Canadian down payment required for this price is $849,600.
Amortization Period30 Years
Estimated Monthly Payment$14,140Based on a loan of $2,973,600 over 30 years.
Purchase Price$4,248,000
Loan Amount$2,973,600
Provincial Land Transfer Tax:$92,675
Total Estimated Closing Taxes:$92,675

About Purchasing a Home in Oakville, ON

For a property listed at $4,248,000 in Oakville, the legal minimum down payment is $849,600 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $92,675 for this transaction. As this listing is in Oakville (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $92,675.

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Southwest, Oakville Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Southwest, Oakville.

Verified Local Data
City Population213,759
City Median Age41.5 Yrs
City Ownership82% Owners
Avg Area List Price$3,175,372

People & Families

Age Distribution

Household Composition

One-person households
18%
Families with children
52%
Couples without children
26%
Other households
4%

Top Ethnic Origins

English22%
Canadian16%
Scottish16%
Irish15%

Best Schools in Southwest, Oakville

Elementary Schools

Patricia-Picknell
Public1257 Sedgewick Crescent, Oakville, Ontario, L6L 1X6
8.8
Brookdale
Public1195 Bridge Road, Oakville, Ontario, L6L 2C3
6.5
Pine Grove
Public529 Fourth Line, Oakville, Ontario, L6L 5A8
7.9
W H Morden
Public180 Morden Road, Oakville, Ontario, L6K 2S3
8.5
St James
Public255, Oakville, Ontario, L6K 2S2
6.7

Secondary Schools

Thomas A Blakelock
Public1160 Rebecca Street, Oakville, Ontario, L6L 1Y9
8.1
St. Thomas Aquinas
Catholic124 Dorval Drive, Oakville, Ontario, L6K 2W1
8.2

Southwest, Oakville Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied82%
Rented18%

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.

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