Proudly Canadian

No photos available

Active

$1,978,500

104 Kennedy Rd

Caledon, ON L7C 2A7

104 Kennedy Rd, CaledonListed at $1,978,500. 6 bedroom, 3 bathroom Sidesplit 4. MLS® W13452590.

6Beds
3Baths
2500-3000sqft
Sidesplit 4
50Parking
$7,179.93 (2026)

What's this home worth?

Get a free estimate for 104 Kennedy Rd

Description

Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Over 10 Acres, Backing Onto Protected Nec. Land, And Siding Onto A Stunning Ravine With Gorgeous Babbling Brook, Complete "MAGIC". Original House, Completely Renovated, Family Room Has Multi Walkouts. Mud Room Has Heated Floors, 3pc Bath, Main Floor Laundry Room. Walk-Out To Covered Deck, Hottub (As Is). 3rd & 4th Level Has 3 Bedroom In Law Suite, (Ground Floor) Heated Floors, Laundry, Walkout To Covered Private Deck.

Property Details

Property TypeDetached
StyleSidesplit 4
CommunityCheltenham
Rooms12+2
Kitchens2
Washrooms3
Square Feet2500-3000 sqft
Lot Size2.00 acres (87,120 sq ft)
Lot Dimensions200 × 420 ft
Lot Size Area2 sqft (Survey)
Fronting OnSouth
Dir/Cross StCREDITVIEW/KENNEDY
Garage TypeBuilt-In
Garage Parking Spaces20
DrivePrivate
Parking Drive Spaces30
Total Parking Spaces50
ExteriorAluminum Siding, Board & Batten
RoofAsphalt Shingle
FoundationBlock
BasementApartment, Finished with Walk-Out, Separate Entrance, Development Potential
Fireplace FeaturesFamily Room, Natural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSeptic
Taxes (2026)$7,179.93
HSTNot Subject to HST
SecurityCarbon Monoxide Detectors, Smoke Detector
Other StructuresAdditional Garage(s), Garden Shed, Out Buildings, Storage, Workshop
Listed Date6/16/2026
Days on Market32 days
PossessionTBA

Book a Private Showing

MLS® Verified · Same-day showings available

Same-day showings available
WhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: RE/MAX REAL ESTATE CENTRE INC.

MLS® #W13452590

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: 104 Kennedy Road

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

The home offers 6+2 bedrooms, 3 bathrooms.

Features include a apartment, finished with walk-out, separate entrance, development potential basement, 50 parking spaces including a 20-car garage, a fireplace.

Additional details: lot dimensions of 200 × 420 feet.

Listed at $1,978,500 CAD with annual property taxes of $7,179.93 (2026).

About Caledon Real Estate

This Detached is located in the Cheltenham 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