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Detached for sale at 18831 Winston Churchill Boulevard, Caledon - 2 bedroom, 1 bathroom - Photo 1 of 9
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Detached for sale at 18831 Winston Churchill Boulevard, Caledon - 2 bedroom, 1 bathroom - Photo 4 of 9
Detached for sale at 18831 Winston Churchill Boulevard, Caledon - 2 bedroom, 1 bathroom - Photo 5 of 9
Detached for sale at 18831 Winston Churchill Boulevard, Caledon - 2 bedroom, 1 bathroom - Photo 6 of 9
Detached for sale at 18831 Winston Churchill Boulevard, Caledon - 2 bedroom, 1 bathroom - Photo 7 of 9
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$3,000

18831 Winston Churchill Blvd

Caledon, ON L7K 1J4

18831 Winston Churchill Blvd, CaledonListed at $3,000. 2 bedroom, 1 bathroom Bungalow-Raised. MLS® W13530130.

2Beds
1Baths
1100-1500sqft
Bungalow-Raised
6Parking

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Description

Welcome to your own private country retreat. Tucked away on a picturesque 1-acre lot, this beautifully maintained home welcomes you with a tree-lined driveway that sets the tone for the peace, privacy, and natural beauty that await. From the moment you arrive, you'll be captivated by the stunning views, charming curb appeal, and thoughtfully updated finishes throughout. Designed for both comfort and lasting value, this home features an expansive new deck, updated vinyl siding, a detached garage, and numerous quality improvements completed over the years. The extensive list of upgrades overtime. Whether you're seeking a tranquil escape or a place to call home, this exceptional property offers the perfect blend of country charm, modern updates, and move-in-ready appeal. Basement not included. No one will be in basement.

Property Details

Property TypeDetached
StyleBungalow-Raised
CommunityRural Caledon
Rooms4
Kitchens1
Washrooms1
Square Feet1100-1500 sqft
Lot Dimensions147.64 × 297.38 ft
Fronting OnEast
Dir/Cross StWinston Churchill & Charleston
Garage TypeDetached
DrivePrivate
Parking Drive Spaces6
Total Parking Spaces6
ExteriorBrick, Vinyl Siding
RoofAsphalt Shingle
FoundationConcrete
BasementFinished with Walk-Out, Full
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourcePropane
A/CCentral Air
WaterDrilled Well
SewersSeptic
PoolAbove Ground
Listed Date7/7/2026
Days on Market12 days
PossessionVacant

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Listing Courtesy of: CENTURY 21 LEGACY LTD.

MLS® #W13530130

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: 18831 Winston Churchill Boulevard

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

The home offers 2 bedrooms, 1 bathroom.

Features include a finished with walk-out, full basement, 6 parking spaces, a fireplace.

Additional details: lot dimensions of 147.64 × 297.38 feet.

Listed at $3,000 CAD.

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