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Detached for sale at 3911 Charleston Side Road, Caledon - 5 bedroom, 4 bathroom - Photo 1 of 24
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Detached for sale at 3911 Charleston Side Road, Caledon - 5 bedroom, 4 bathroom - Photo 7 of 24
Detached for sale at 3911 Charleston Side Road, Caledon - 5 bedroom, 4 bathroom - Photo 8 of 24
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Detached for sale at 3911 Charleston Side Road, Caledon - 5 bedroom, 4 bathroom - Photo 10 of 24
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Detached for sale at 3911 Charleston Side Road, Caledon - 5 bedroom, 4 bathroom - Photo 17 of 24
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$3,799,000

3911 Charleston Side Rd

Caledon, ON L7K 0S5

3911 Charleston Side Rd, Caledon — Listed at $3,799,000. 5 bedroom, 4 bathroom 2-Storey Detached. MLS® W14145550.

Just listed — 1 day ago

Possession · seller's timeline

Flexible

5Beds
4Baths
3500-5000sqft
Detached
2-Storey
23Parking
$10,261Taxes/yr · 2025
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What's this home worth?

Get a free estimate for 3911 Charleston Side Rd

Description

2000 Built outstanding Solid Brick/Stone Home On 12.7 Private Acres In Caledon. Located On A Paved Road Just 20 Minutes To The 410, 40 Minutes To Pearson. The House Size And Layout Can Support Large Extended Families While Offering Private Living Areas Plus Separate Entries. Fully Finished Home With Multiple Walk Outs & Garage Access From 2 Levels. Large circular Driveway, Additional Parkings can be added. To elevate our home's curb appeal and backyard entertainment space, we completed a series of stunning renovations in 2024, highlighted by a brand-new outdoor swimming pool, elegant stamped concrete, a modernized driveway, stylish new doors, and many more premium additions.

Property Details

Property TypeDetached
Style2-Storey
CommunityRural Caledon
Rooms10+2
Kitchens1
Washrooms4
Square Feet3500-5000 sqft
Lot Dimensions12.7 ft frontage
Fronting OnSouth
Dir/Cross StCharleston & Heart Lk Rd.
Garage TypeAttached
Garage Parking Spaces3
DriveCircular Drive
Parking Drive Spaces20
Total Parking Spaces23
ExteriorBrick, Stone
RoofAsphalt Shingle
FoundationConcrete Block
BasementFinished with Walk-Out, Separate Entrance
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGround Source
A/CCentral Air
WaterDrilled Well
SewersSeptic
Taxes (2025)$10,261
HSTIncluded In
Other StructuresGarden Shed
UFFINo
Listed Date11/3/2026
Days on Market1 days
PossessionFLEXIBLE
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: CENTURY 21 RED STAR REALTY INC.

MLS® #W14145550

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: 3911 Charleston Side Road

This detached (2-Storey) is located in the Rural Caledon neighbourhood of Caledon.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a finished with walk-out, separate entrance basement, 23 parking spaces including a 3-car garage, a fireplace.

Listed at $3,799,000 CAD with annual property taxes of $10,261 (2025).

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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