For sale

This one's priced above recent comparable sales, and new this week. Here's everything I've got — ask me anything about it.

Oakville · Halton Region · Southwest

1399 WILLOWDOWN Road

Detached

MLS® #W13796028

Listed for$4,189,0001 day on market

5+2 bed 7 bath 8 parking 3500-5000 sq ft~$986/sq ft

New this week
3 schools within 1 km
Transit stop ~150 m

Free · about 10 seconds

Is $4,189,000 a fair price?

Our read: it’s priced above recent comparable sales — based on 38 sales nearby. Sign in free to see exactly how far above it is, plus the full range comparable homes sold in.

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Measured against 38 recent comparable sales nearby — sign in free to see the range they sold in (boards require a verified email · VOW rules).

Est. all-in monthly~$20,971/momortgage + property tax + maintenance · 20% down · example rate (compounded semi-annually) — the math on the list price, not a quote or what you can afford. For real rates, Alex can connect you with a mortgage pro.

On the map

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This home below comps above in lineOpen full map →

3 schools within ~1 km · nearest transit stop ~0.15 km

Property information

What house buyers ask first

Lot size: 75 × 166 ft
Square footage: 3500-5000 sq ft
Age: ~6-15 years old
Property tax: $17,768 / yr
Parking: 8 spaces · Attached
Basement: Walk-Up, Finished

Property summary

Property type: Detached
Style: 2-Storey
Approx. age: 6-15 years
Lot size: 75 × 166 ft
Parking: 8 spaces · Attached
Heating: Forced Air
Air conditioning: Central Air
Basement: Walk-Up, Finished
Kitchens: 1
Exterior: Stucco (Plaster), Stone
Property tax: $17,768 / yr
MLS®: W13796028

Room dimensions

Mud Room

Main7.06 × 3.86 m

Bathroom

Main2.95 × 2.03 m

Bathroom

Second3.51 × 2.74 m

Bathroom

Second2.74 × 2.59 m

Recreation

Basement9.39 × 6.19 m

Game Room

Basement5.74 × 5.94 m

Utility Room

Basement3.91 × 3.86 m

Cold Room/Cantina

Basement7.77 × 1.47 m

Bathroom

Second2.54 × 2.44 m

Bathroom

Basement3.05 × 2.34 m

Exercise Room

Basement6.29 × 4.62 m

Bedroom

Second4.26 × 3.96 m

Family Room

Main11.17 × 7.06 m

Bathroom

Second2.95 × 2.34 m

Other

Basement7.31 × 3.5 m

Primary Bedroom

Second7.21 × 7.16 m

Bedroom

Basement3.91 × 4.16 m

Pantry

Main2.13 × 1.82 m

Foyer

Main7.89 × 4.77 m

Bedroom

Second3.91 × 4.31 m

Bedroom

Second7.87 × 7.82 m

Dining Room

Main5.43 × 5.94 m

Bedroom

Second4.24 × 5.48 m

Bathroom

Main2.84 × 2.18 m

Living Room

Main7.21 × 3.96 m

Kitchen

Main6.95 × 5.68 m

Laundry

Main7.06 × 3.86 m

As stated by the MLS®, nothing inferred.

Nearby homes for sale

Below-comps first · all nearby homes shown, not just the good-value ones.

Detached

$3,500,000

Above recent sales

1410 Stanbury Road

4 bed · 6 bath·3500-5000 sq ft·6 parking

Oakville · Halton Region

Listed 1 day ago · Right At Home Realty

Detached

$1,450,000

Above recent sales

1350 Rebecca Street

3+3 bed · 2 bath·1100-1500 sq ft·6 parking

Oakville · Halton Region

Listed 7 days ago · Royal LePage Signature Realty

Detached

$2,999,000

Above recent sales

168 Walby Drive

4+1 bed · 5 bath·3500-5000 sq ft·6 parking

Oakville · Halton Region

Listed 9 days ago · Century 21 Miller Real Estate Ltd.

Detached

$1,839,000

Above recent sales

1528 Warland Road

3 bed · 2 bath·1500-2000 sq ft·6 parking

Oakville · Halton Region

Listed 9 days ago · Royal LePage Real Estate Services Ltd., Brokerage

Listing states: renovated

Detached

$1,299,000

Above recent sales

261 Wales Crescent

2+2 bed · 2 bath·1100-1500 sq ft·4 parking

Oakville · Halton Region

Listed 3 days ago · The Agency

Detached

$2,928,888

Above recent sales

504 Sandmere Place

4+1 bed · 5 bath·3500-5000 sq ft·8 parking

Oakville · Halton Region

Listed 4 days ago · RE/MAX Professionals Sidorova Inwood Realty

The numbers that matter

Property tax: $17,768/yr
Est. all-in: ~$20,971/mo

Nearby rental listings are facts. Whether it works as a rental is a chat with Alex — not a number I’ll put on it.

Schools

Schools near this home, closest first by straight-line distance. These are factual locations — AskEmma doesn’t rate or rank schools.

École élémentaire Patricia-PicknellPublic · Elementary · French · CS Viamonde0.5 km
Oakville Christian SchoolPrivate · Elementary & Secondary · ..0.8 km
Thomas A Blakelock High SchoolPublic · Secondary · Halton DSB0.9 km
St. Nicholas Catholic Elementary SchoolCatholic · Elementary & Secondary · Halton CDSB1.1 km
Gladys Speers Public SchoolPublic · Elementary · Halton DSB1.2 km
Brookdale Public SchoolPublic · Elementary & Secondary · Halton DSB1.3 km

Locations: Open Database of Educational Facilities (ODEF), Statistics Canada v2.1 (2022) · Open Government Licence – Canada. School locations as of 2022 — confirm current catchment and enrolment with the school board. For official provincial results, check EQAO.

Getting around

Public transit near this home, by straight-line distance. Factual locations from OpenStreetMap — not walking time, and not a rating.

Bus stopNearest transit · Bus stop~150 m
BronteNearest GO / rail · GO / regional rail~1.8 km

Locations: OpenStreetMap public-transit stops, © OpenStreetMap contributors · Open Database Licence (ODbL). Stop locations from OpenStreetMap — confirm current routes and service with the transit agency.

Community — Oakville

$1.3MMedian sold

34Median days on market

96.2%Sale-to-list

Median sold price · Oakville1-yr +5% · 3-yr —

Source: TRREB sold data via Repliers · all property types

Neighbourhood demographics — Oakville

213,759Population (2021)

41.6Median age

$128,000Median household income

77.5%Home owners

22.5%Renters

2.9Avg household size

Source: Statistics Canada, 2021 Census

Description & details

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.

The data only goes so far — condition, light and layout are worth seeing in person, with a home inspection, before you commit.

Listed by CENTURY 21 MILLER REAL ESTATE LTD.. Showings via AskEmma by Alex Goodman, Sales Representative, RE/MAX Your Community Realty, Brokerage.