Detached House for sale at 362 Winston Road, Oakville, Ontario, L6L 4W5 - West - MLS: W13830254

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362 Winston Road

Oakville, Ontario, L6L 4W5 - West

$1,974,000

Virtual Tour

Neighbourhood

West
Major Intersection

Rebecca/Fourth Line

Listed Since: 7 day(s)
Last update: today

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Overview

Property Type

Detached, 1 1/2 Storey
Bedrooms

3
Bathrooms

4
Basement

Crawl Space + Full
Kitchen

1
Total Parking

8 (4 Attached Garage)
Lot Size

75.13x155.94 (Feet)
Taxes

$9,003.51 (2026)
Type

Freehold

Property Description

Property description for 362 Winston Road, Oakville

Welcome to 362 Winston Road, an exceptional South Oakville residence situated on one of the area's most prestigious and highly sought-after streets, surrounded by stunning custom-built multi-million-dollar homes. Just a short walk to the renowned Appleby College, this beautifully renovated bungalow offers an outstanding blend of elegance, comfort, and convenience. Thoughtfully updated and impeccably maintained, the home features a substantial rear addition showcasing a spacious family room with a cozy gas fireplace and a walkout to the private west-facing backyard. Large windows adorned with solid wood California shutters fill the home with natural light, while hardwood flooring throughout the main level adds warmth and timeless appeal. The updated kitchen overlooks the mature backyard and features a skylight that floods the space with sun. Adjacent to the kitchen, a charming breakfast nook with a bay window provides the perfect spot for casual dining, while a separate formal dining room offers an elegant setting for entertaining. Privately located on the upper level, the impressive primary retreat features a spacious sitting area, skylight, generous closet space, and a 5-piece ensuite. Two additional bedrooms and a 4-piece bathroom complete the main floor. The finished lower level expands the living space with a large recreation room, office, gym or potential additional bedroom, laundry area, abundant storage, and another full bathroom. With four full bathrooms throughout the home, there is plenty of room for family and guests. Outside, a rare oversized attached four-car garage and a private west-facing backyard offer exceptional outdoor enjoyment, mature landscaping, and beautiful sunset views. Ideally located close to high-ranking public and private schools, parks, transit, shopping, and major highways, this solidly built home presents a rare opportunity to own in one of South Oakville's most desirable enclaves.

Listed by Royal LePage Realty Plus Oakville, Brokerage

Property details

MLS #

W13830254
Sq. Ft

2000-2500
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

51-99
Pool

None
Drive

Private, Pvt Double
Garage

Attached, 4 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Stucco/Plaster
Fireplace

Y
Roof

Asphalt Shingle
Foundation

Concrete Block
Elevator

n/a
Water View

n/a
Laundry Level

n/a
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

MLS #

W13830254
Sq. Ft

2000-2500
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

51-99
Pool

None
Drive

Private, Pvt Double
Garage

Attached, 4 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Stucco/Plaster
Fireplace

Y
Roof

Asphalt Shingle
Foundation

Concrete Block
Elevator

n/a
Water View

n/a
Laundry Level

n/a
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

Living

4.67 x 2.99 ft Main level
Dining

4.96 x 2.33 ft Main level
Kitchen

3.56 x 2.94 ft Main level
Breakfast

3.66 x 2.66 ft Main level
2nd Br

4.13 x 3.44 ft Main level
3rd Br

4.15 x 2.74 ft Main level
Bathroom

1.99 x 1.51 ft Main level

4 Pc Bath
Other

2.72 x 1.25 ft Main level
Family

5.29 x 4.76 ft Ground level
Bathroom

3.25 x 1.55 ft Ground level

3 Pc Bath
Primary

6.43 x 5.89 ft 2nd level
Bathroom

3.38 x 1.52 ft 2nd level

5 Pc Ensuite
Laundry

8.21 x 2.45 ft Bsmt level
Bathroom

1.98 x 1.85 ft Bsmt level

3 Pc Bath
Rec

4.42 x 3.26 ft Bsmt level
Den

4.53 x 3.26 ft Bsmt level
Office

3.53 x 3.26 ft Bsmt level

Contact Manoj Kukreja

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

Open house for 362 Winston Road, Oakville

Property History

Property history for 362 Winston Road, Oakville

This property has been sold 2 times 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

101

Number of Detached Sold

September 2026

Last 3 Months

Last 12 Months

September 2025

Last 3 Months LY

Last 12 Months LY

Change

86%

Change

17%

Change

How many days Detached takes to sell (DOM)

September 2026

Last 3 Months

Last 12 Months

September 2025

Last 3 Months LY

Last 12 Months LY

Change

-38%

Change

35%

Change

20%

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.