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104 Kennedy Road
Cheltenham Caledon L7C 2A7

$1,978,500
Residential Freehold beds: 4+2 baths: 3.0

Main Photo: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 1: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 2: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 3: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 4: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 5: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 6: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 7: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
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Photo 12: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
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Photo 22: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
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Photo 24: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Photo 25: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
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Photo 30: 104 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13452590
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W13452590
Bedrooms:
4+2
Bathrooms:
3
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
Sidesplit 4
Total Approx Floor Area:
2500-3000
Lot Depth:
420'
Lot Frontage:
200'
Lot Shape:
Rectangular
Direction Faces:
South
Bedrooms:
4+2
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
2
Bedrooms Above Grade:
4
Bedrooms Below Grade:
2
Kitchens Above Grade:
2
Rooms Above Grade:
12
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Block
Roof:
Asphalt Shingle
Basement:
Apartment, Finished with Walk-Out, Separate Entrance, Development Potential
Fireplace Features:
Family Room, Natural Gas
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
20.0
Other Structures:
Additional Garage(s), Garden Shed, Out Buildings, Storage, Workshop
Parking Features:
Private
Parking Spaces:
30
Total Parking Spaces:
50.0
Family Room:
Yes
Possession Details:
TBA
Pool:
None
Link:
No
HST Applicable To Sale Price:
Not Subject to HST
Taxes:
$7,179.93 / 2026
Assessment:
$- / -
Peel
Caledon
Cheltenham
Golf, Greenbelt/Conservation, Ravine, River/Stream, Sloping, Wooded/Treed
Accessory Apartment, Auto Garage Door Remote, Central Vacuum, In-Law Suite, Primary Bedroom - Main Floor, Sump Pump, Water Heater Owned
Backs On Green Belt, Deck, Hot Tub, Landscaped, Patio, Privacy, Porch
Carbon Monoxide Detectors, Smoke Detector
Aluminum Siding, Board & Batten
Floor
Type
Size
Other
Main
Living Room
18'10¾" × 13'2"
Picture Window, Cathedral Ceiling(s), Plank
Main
Dining Room
12'7" × 12'7"
W/O To Deck, Overlooks Frontyard, Plank
Main
Kitchen
13'2" × 11'5¾"
Centre Island, Stainless Steel Appl, Plank
Main
Family Room
19'8¼" × 16'10"
Gas Fireplace, W/O To Deck, Plank
Upper
Primary Bedroom
11'5¾" × 11'2"
Walk-In Closet(s), Large Window, Cathedral Ceiling(s)
Upper
Bedroom
10'6" × 10'2"
Upper
Bedroom
9'10" × 9'2¼"
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Laundry Level:
Main Level
Date Listed:
Jun 16, 2026
Original Price:
Previous Price:
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Listed by RE/MAX REAL ESTATE CENTRE INC.
Data was last updated August 20, 2026 at 03:15 AM (UTC)
Area Statistics
Listings on market:
10
Avg list price:
$1,714,250
Min list price:
$699,999
Max list price:
$4,399,000
Avg days on market:
67
Min days on market:
22
Max days on market:
343
These statistics are generated based on the current listing's property type and located in Cheltenham. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.