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Detached for sale at 14409 Winston Churchill Boulevard, Caledon - 4 bedroom, 1 bathroom - Photo 1 of 40
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Detached for sale at 14409 Winston Churchill Boulevard, Caledon - 4 bedroom, 1 bathroom - Photo 12 of 40
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Active

$1,199,000

14409 Winston Churchill Blvd

Caledon, ON L7C 1S6

14409 Winston Churchill Blvd, CaledonListed at $1,199,000. 4 bedroom, 1 bathroom Bungalow. MLS® W13544076.

New this week
4Beds
1Baths
1500-2000sqft
Bungalow
12Parking
$4,753 (2026)

What's this home worth?

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Description

A rare offering in Terra Cotta! Nestled among mature trees on a picturesque and private lot, this charming 4-bedroom home is located in one of Peel's most coveted rural communities. Combining the tranquility of country living with the convenience of nearby amenities, this is a property with remarkable long-term appeal and value. The home features a spacious kitchen, an updated washroom, renovated flooring, and fresh paint throughout, providing a comfortable space to enjoy from day one while offering the flexibility to personalize over time. Whether your plans include tasteful enhancements, a future addition, or the design and construction of a custom estate home, the possibilities are endless. Premium treed properties in this highly desirable location seldom become available. Surrounded by natural beauty and offering outstanding privacy, this is your chance to create a truly special country retreat tailored to your vision and lifestyle.

Property Details

Property TypeDetached
StyleBungalow
CommunityRural Caledon
Rooms10
Kitchens1
Washrooms1
Square Feet1500-2000 sqft
Lot Dimensions155.98 × 290.2 ft
Fronting OnEast
Dir/Cross StWinston Churchill Blvd & WellingtonRd 42
Garage TypeDetached
Garage Parking Spaces2
DrivePrivate, Private Double, Front Yard Parking
Parking Drive Spaces10
Total Parking Spaces12
ExteriorBrick
RoofAsphalt Shingle
FoundationSlab
BasementNone
Fireplace FeaturesPropane
Heating TypeBaseboard
Heating SourceElectric
A/CWindow Unit(s)
SewersSeptic
Taxes (2026)$4,753
HSTIncluded In
SecurityAlarm System, Carbon Monoxide Detectors, Smoke Detector, Security System
Listed Date7/9/2026
Days on Market4 days
Possession30-90, Flexible

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Vick Yogeswaran - REALTOR

Your agent: Vick Yogeswaran

REALTOR® · RE/MAX Realtron Realty Inc.

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Listing Courtesy of: iCloud Realty Ltd.

MLS® #W13544076

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.

HouseIndex Take: 14409 Winston Churchill Boulevard

This detached (Bungalow) is located in the Rural Caledon neighbourhood of Caledon.

The home offers 4 bedrooms, 1 bathroom.

Features include 12 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 155.98 × 290.2 feet.

Listed at $1,199,000 CAD with annual property taxes of $4,753 (2026).

About Caledon Real Estate

This Detached is located in the Rural Caledon community in Caledon. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth.

Niagara Escarpment & Forks of the CreditBolton urban centreHobby farms & rural estate lotsHumber River trails
~60 min commute to downtown TorontoWalkability: Rural — car essential except Bolton core