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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 1 of 28
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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 7 of 28
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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 13 of 28
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Detached for sale at 4069 Charleston Side Road, Caledon - 4 bedroom, 4 bathroom - Photo 26 of 28
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$1,399,900

4069 Charleston Side Rd

Caledon, ON L7K 0S6

4069 Charleston Side Rd, Caledon — Listed at $1,399,900. 4 bedroom, 4 bathroom Sidesplit 4 Detached. MLS® W12911970.

4Beds
4Baths
1500-2000sqft
Detached
Sidesplit 4
12Parking
$5,435Taxes/yr · 2025
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Description

Exceptional opportunity to own a remarkable 6.69-acre property at an outstanding value, ideally situated in Caledon just east of Hurontario Street. This scenic parcel features rolling terrain, mature trees, expansive open space, a private pond, and a long driveway leading to a spacious four-bedroom, four-bathroom home with a finished basement. Offering an ideal balance of natural beauty and functional living, the property also includes a custom stone oven perfect for outdoor entertaining, including pizza, barbecue, and smoked dishes. The property offers significant potential for expansion of the existing residence and may allow for the construction of a secondary dwelling, or additional accessory structures, subject to municipal approvals (Verify with the Town of Caledon regarding future permitted uses). Conveniently located near Erin, Orangeville, and Brampton, and close to golf courses, ski hills, parks, schools, restaurants, the library, and the Caledon Fairgrounds, this is a rare and versatile opportunity not to be missed.

Property Details

Property TypeDetached
StyleSidesplit 4
CommunityRural Caledon
Rooms14
Kitchens1
Washrooms4
Square Feet1500-2000 sqft
Lot Dimensions6.62 ft frontage
Fronting OnSouth
Dir/Cross StHeart Lake & Charleston Sdrd
Garage TypeDetached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces10
Total Parking Spaces12
ExteriorAluminum Siding, Brick
RoofShingles
FoundationUnknown
BasementFinished
Fireplace FeaturesYes
Heating TypeRadiant
Heating SourcePropane
A/CWall Unit(s)
SewersSeptic
Taxes (2025)$5,435
HSTIncluded In
Other StructuresGarden Shed
UFFINo
Listed Date3/23/2026
Days on Market234 days
PossessionFlexible

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Listing Courtesy of: TRIMAXX REALTY LTD.

MLS® #W12911970

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: 4069 Charleston Side Road

This detached (Sidesplit 4) is located in the Rural Caledon neighbourhood of Caledon.

The home offers 4 bedrooms, 4 bathrooms.

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

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