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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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362 Winston Road Oakville
For SaleOakville

362 Winston Road Oakville, Detached for Sale

MLS® W14117948

Oakville, ON

12 days on market
$1,799,900
Show on Map
Show on Map
3Beds
4Baths
2,250Sqft
8Parking
Detached

Overview· 362 Winston Road Oakville

MLS® #W14117948

Welcome to 362 Winston Road, a sophisticated South Oakville residence situated on a coveted street surrounded by custom multimillion-dollar homes, and walking distance from Appleby College. This deceptively large, renovated bungalow features an amazing, multi-level rear addition that dramatically expands its square footage and provides distinct, functional living zones. The heart of the addition is a spacious ground-floor family room with a gas fireplace, large windows, and a direct walk-out to a private, west-facing backyard. Positioned on its own dedicated upper level, the expansive primary bedroom retreat serves as a private sanctuary complete with a sitting area, skylight, generous closet space, and a 5-piece ensuite. The original main level accommodates daily living with hardwood floors, solid wood California shutters, an updated skylit kitchen, a breakfast nook, a formal dining room, two additional bedrooms, and a 4-piece bathroom. The home's footprint extends into a fully finished lower level, significantly increasing functional space with a large recreation room, home office, gym, laundry area, full 3-piece bathroom, and extensive storage. With four full bathrooms distributed throughout, the layout effortlessly accommodates families and guests. Externally, the property features a rare, oversized attached four-car garage and mature landscaping. This property offers a rare blend of space, privacy, and location in one of South Oakville's premier enclaves.

Inclusions

All window coverings, electrical light fixtures, washing machine and dryer, upright freezer in basement, bar fridge, central vac & attachments, Maytag oven, dishwasher, Kitchenaid fridge, over the range hood, on the counter microwave, alarm system (owned), bathroom mirrors, Hot water heater (owned), GDO + remotes, outdoor umbrella.

Exclusions

Oval mirror in primary bedroom.

Broker

Royal LePage Realty Plus Oakville, Brokerage

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Walk Score®32Car-DependentCar-Dependent
Transit Score®39Some TransitSome Transit
Bike Score®54BikeableBikeable
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Safety—Crime data covers Toronto onlyCrime data covers Toronto only

Highlights & Amenities· 362 Winston Road Oakville

Source: MLS® listing data
362 Winston Road Oakville

Detached

362 Winston Road Oakville

Oakville

Built

51-99

Type

Detached

Basement

Crawl Space, Full, Unfinished, Finished

Parking

Attached (8)

Property Tax

~$9,004/yr

Heating

Forced Air

Buying Essentials

Square Feet

2250 sqft

Facing Direction

West

Parking

Attached (8)

Finances

List Price

$1,799,900

Price per SQFT

$800/sqft

Property Tax

~$9,004/yr

Property Specs

Property Type

Detached

MLS Size

2250 sqft

Age of Building

51-99

Basement

Crawl Space, Full, Unfinished, Finished

Living & Amenities

Heating Type

Forced Air

Features

Central Vacuum · Water Heater Owned · Auto Garage Door Remote

Policies & Utilities

Neighbourhood

Oakville

Listed On

Oct 26, 2026

Price & Listing History

Days on Market

Current: 12 days

0306090120+

Rooms

Living Room(Main)

15.3 x 9.8

150 sqft

Dining Room(Main)

16.3 x 7.6

124 sqft

Kitchen(Main)

11.7 x 9.6

113 sqft

Breakfast(Main)

12.0 x 8.7

105 sqft

Bedroom 2(Main)

13.5 x 11.3

153 sqft

Bedroom 3(Main)

13.6 x 9.0

122 sqft

Bathroom(Main)

4 Pc Bath

6.5 x 5.0

32 sqft

Other(Main)

8.9 x 4.1

37 sqft

Family Room(Ground)

17.4 x 15.6

271 sqft

Bathroom(Ground)

3 Pc Bath

10.7 x 5.1

54 sqft

Primary Bedroom(Second)

21.1 x 19.3

408 sqft

Bathroom(Second)

5 Pc Ensuite

11.1 x 5.0

55 sqft

Laundry(Basement)

26.9 x 8.0

217 sqft

Bathroom(Basement)

3 Pc Bath

6.5 x 6.1

39 sqft

Recreation(Basement)

14.5 x 10.7

155 sqft

Den(Basement)

14.9 x 10.7

159 sqft

Office(Basement)

11.6 x 10.7

124 sqft

RoomsDimensionsFeaturesSqft
Living Room(Main)15.3 x 9.8—150
Dining Room(Main)16.3 x 7.6—124
Kitchen(Main)11.7 x 9.6—113
Breakfast(Main)12.0 x 8.7—105
Bedroom 2(Main)13.5 x 11.3—153
Bedroom 3(Main)13.6 x 9.0—122
Bathroom(Main)6.5 x 5.04 Pc Bath32
Other(Main)8.9 x 4.1—37
Family Room(Ground)17.4 x 15.6—271
Bathroom(Ground)10.7 x 5.13 Pc Bath54
Primary Bedroom(Second)21.1 x 19.3—408
Bathroom(Second)11.1 x 5.05 Pc Ensuite55
Laundry(Basement)26.9 x 8.0—217
Bathroom(Basement)6.5 x 6.13 Pc Bath39
Recreation(Basement)14.5 x 10.7—155
Den(Basement)14.9 x 10.7—159
Office(Basement)11.6 x 10.7—124

Rooms

17

Listed Room Area

2,318 sqft

Source

Estimated from MLS room dimensions

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Mortgage Calculator

Mortgage Summary

Mortgage Payment$7,240/mo
Property Tax$750/mo
Total Monthly$7,990

Monthly Cash Flow (investors)

$
Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0