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Detached for sale at 366 Winston Churchill Boulevard, Oakville - 3 bedroom, 3 bathroom - Photo 1 of 60
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Sold

$1,520,000

366 Winston Churchill Blvd

Oakville, ON L6J 7X2

366 Winston Churchill Blvd, Oakville — Sold for $1,520,000. 3 bedroom, 3 bathroom Bungalow Detached. MLS® W13241874.

3Beds
3Baths
1500-2000sqft
Detached
Bungalow
6Parking
$7,327.11Taxes/yr · 2026
See similar homes in this price range

Description

A Warm Family Home with Ravine Views in Southeast Oakville!***Welcome to this inviting 3+1 bedroom, 3 bathroom home, built on a solid foundation with a thoughtful layout designed for comfortable family living. Large picture windows in the living room frame a wow-factor view of the treed backyard, filling the main level with natural light. The family room flows to an upper deck - perfect for morning coffee or private evening entertaining - while the lower level offers a media room with over 7 ft ceilings and a walkout to a serene, natural backyard.***With solid bones throughout, the home is ready to enjoy today, or serves as the ideal canvas for your customization and modernization plans.***All of this sits on a rare 100 x 177 ft ravine lot surrounded by mature trees, delivering natural privacy and a country-like setting in one of Oakville's most sought-after neighbourhoods. You're steps from Lakeshore Road, a short walk to Lake Ontario, and minutes from waterfront parks, trails, and Joshua Creek's ravine walks. Vibrant downtown Oakville is just 5 scenic kilometres away, with excellent schools, the Southeast Sports Field, easy highway access, and the Clarkson GO station nearby.***If you've been waiting for a unique home in Oakville, this is your chance.

Property Details

Property TypeDetached
StyleBungalow
Community1006 - FD Ford
Approximate Age51-99
Rooms7+2
Kitchens1
Washrooms3
Square Feet1500-2000 sqft
Lot Dimensions100 × 177 ft
Fronting OnWest
Dir/Cross StWinston Churchill Blvd/Lakeshore Rd W
Garage TypeAttached
Garage Parking Spaces1
DrivePrivate
Parking Drive Spaces5
Total Parking Spaces6
ExteriorAluminum Siding
RoofAsphalt Shingle
FoundationConcrete Block
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceOil
A/CCentral Air
SewersSeptic
Taxes (2026)$7,327.11
HSTIncluded In
Listed Date6/4/2026
Days on Market161 days
Possession9/08/2025

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Listing Courtesy of: RE/MAX REALTY ENTERPRISES INC.

MLS® #W13241874

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 366 Winston Churchill Boulevard

This detached (Bungalow) is located in the 1006 - FD Ford neighbourhood of Oakville.

The home offers 3 bedrooms, 3 bathrooms.

Features include a finished with walk-out basement, 6 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 100 × 177 feet.

This property has been sold. Annual property taxes were $7,327.11 (2026). Sign in to view the sold price.

About Oakville Real Estate

This Detached in the 1006 - FD Ford community in Oakville has been sold. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth. Reviewing sold prices in the area helps buyers and sellers understand current market values.

Lakefront trails & Bronte HarbourTop-ranked Halton District School Board30-minute GO Train to Union StationBoutique shops along Lakeshore Road
~35 min commute to downtown TorontoWalkability: Walkable downtown — suburban outer areas
View full Oakville neighbourhood guide →