Detached House for sale at 304 Winston Road, Oakville, Ontario, L6L 4W5 - West - MLS: W13159190

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304 Winston Road

Oakville, Ontario, L6L 4W5 - West

$4,298,000

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Neighbourhood

West
Major Intersection

Maplehurst/Rebecca

Listed Since: 46 day(s)
Last update: 18 day(s) ago

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Overview

Property Type

Detached, 2-Storey
Bedrooms

4 + 1
Bathrooms

6
Basement

Full + Finished
Kitchen

1
Total Parking

8 (2 Attached Garage)
Lot Size

77x163 (Feet)
Taxes

$17,126.65 (2025)
Type

Freehold

Property Description

Property description for 304 Winston Road, Oakville

Welcome to 304 Winston Rd, an exceptional custom-designed and built residence offering 5897 sq ft of total living space in one of Oakville's most prestigious neighbourhoods. Perfectly positioned on a premium lot just a few minutes walk to Appleby College, this spectacular home blends timeless transitional architecture with sophisticated finishes, modern smart-home technology, and luxurious resort-inspired living.The exceptional backyard is an outdoor retreat featuring custom infinity edge saltwater pool and hot tub surrounded by expansive entertaining areas. Enjoy indoor-outdoor living beneath the covered rear porch complete with built-in automated screens, fireplace and TV allowing for enjoyment well into the shoulder seasons. Integrated security cameras, advanced Control4 automation, and a dedicated Generator provide added convenience, comfort, and peace of mind. Inside, the home exudes warmth and sophistication. The thoughtfully designed layout offers exceptional versatility, highlighted by a rare main floor primary complete with a luxurious ensuite bath and walk-in closet. An integrated elevator provides ease with access to all levels of the home. With 4+1 bedrooms and 5.5 baths, the residence is perfectly suited for families of all sizes. Two separate laundry rooms further enhance the home's everyday practicality and convenience. The fully finished lower level has been meticulously designed for year-round enjoyment featuring radiant heated floors throughout for exceptional comfort. This impressive space includes a home theatre, gym, rec area, guest/nanny suite & ample storage. Combining luxurious amenities, timeless design, and an unbeatable South Oakville location close to top-ranked schools, parks, waterfront trails, and everyday conveniences, 304 Winston Rd. presents an extraordinary opportunity to experience refined custom living in one of the town's most sought-after communities.

Listed by RE/MAX ABOUTOWNE REALTY CORP.

Property details

MLS #

W13159190
Sq. Ft

3500-5000
Sq. Ft. Source

MLS
Lot Irregularities

Y
Year Built

0-5
Pool

Salt, Inground
Drive

Pvt Double
Garage

Attached, 2 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Brick
Fireplace

Y
Roof

Asphalt Shingle, Asphalt Rolled
Foundation

Concrete
Elevator

Y
Water View

n/a
Laundry Level

Main
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

MLS #

W13159190
Sq. Ft

3500-5000
Sq. Ft. Source

MLS
Lot Irregularities

Y
Year Built

0-5
Pool

Salt, Inground
Drive

Pvt Double
Garage

Attached, 2 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Brick
Fireplace

Y
Roof

Asphalt Shingle, Asphalt Rolled
Foundation

Concrete
Elevator

Y
Water View

n/a
Laundry Level

Main
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

Family

5.02 x 5.36 ft Main level

Cathedral Ceiling, Fireplace, B/I Bookcase
Kitchen

6.99 x 5.28 ft Main level

Window Flr to Ceil, B/I Appliances, Pantry
Mudroom

3.96 x 2.29 ft Main level
Primary

4.22 x 5.18 ft Main level

W/I Closet, hardwood floor
Bathroom

3.76 x 4.37 ft Main level

5 Pc Ensuite, Heated Floor
Powder Rm

1.83 x 2.18 ft Main level

2 Pc Bath
2nd Br

3.76 x 4.22 ft 2nd level

W/I Closet, hardwood floor
Bathroom

3.45 x 1.68 ft 2nd level

4 Pc Ensuite
3rd Br

3.56 x 4.09 ft 2nd level

W/I Closet, hardwood floor
Bathroom

3.2 x 1.57 ft 2nd level

3 Pc Ensuite
4th Br

4.37 x 3.53 ft 2nd level

W/I Closet, hardwood floor
Bathroom

3.2 x 1.57 ft 2nd level

3 Pc Ensuite
5th Br

4.06 x 3.48 ft Bsmt level
Bathroom

3.61 x 1.52 ft Bsmt level

3 Pc Bath
Exercise

4.26 x 5.0 ft Bsmt level
Media/Ent

5.15 x 3.4 ft Bsmt level
Rec

8.22 x 6.37 ft Bsmt level

Contact Manoj Kukreja

Sales Representative,
Century 21 People’s Choice Realty Inc.,
Brokerage
(647) 576 - 2100

Property History

Property history for 304 Winston Road, Oakville

This property has been sold 1 time before. Create your free account to explore sold prices, detailed property history, and more insider data.

Local Real Estate Price Trends for Detached in West

Active listings

113

Average Selling Price of a Detached

June 2026

$1,449,250

Last 3 Months

$1,655,942

Last 12 Months

$1,654,119

June 2025

$1,955,718

Last 3 Months LY

$1,825,731

Last 12 Months LY

$1,812,513

Change

-26%

Change

-9%

Change

-9%

Number of Detached Sold

June 2026

Last 3 Months

Last 12 Months

June 2025

Last 3 Months LY

Last 12 Months LY

Change

-30%

Change

50%

Change

How many days Detached takes to sell (DOM)

June 2026

Last 3 Months

Last 12 Months

June 2025

Last 3 Months LY

Last 12 Months LY

Change

-43%

Change

-26%

Change

14%

Average Selling price

Inventory Graph

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First time home buyer

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Down Payment(%)*

Additional information

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registration Fee's

$164

Title Insurance

Closing Cost Total

Total Cash flow for purchasing this property

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registarion Fee's

$164

Title Insurance

Purchase Price

Down Payment($)

Down Payment(%)*

First time home buyer

* A down payment of less than 20% is permitted only for first-time home buyers purchasing their principal residence. The minimum down payment required is 5% for the portion of the purchase price up to $500,000, and 10% for the portion between $500,000 and $1,500,000. For properties priced over $1,500,000, a minimum down payment of 20% is required.