For Sale
1 / 50
$1,589,000
47 days ago
17270 Highway 50 Road
Caledon
3 bd 4 ba 2 parking
1 / 30
30 photos
104 Kennedy Road
Cheltenham, Caledon, ON
Listed 12 days ago
$1,978,500For Sale
$1,285,796Estimated value
104 Kennedy Road
Caledon, ON · Cheltenham
Listed 12 days ago
Bedrooms4+2
Bathrooms3
Size2500-3000 sqft
Parking50 (20 garage)
Lot Size200 ft × 420 ft
Property TypeDetached
$1,978,500
For SaleMLS# W13452590
$1,285,796Estimated value
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About this home
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.
Features & Details
- Property Type
- Detached
- Tax
- $7,180 / 2026
- Size
- 2500-3000 sqft
- Lot Size
- 200 x 420 Feet
- Basement Info
- Apartment, Finished with Walk-Out, Separate Entrance, Development Potential
- Total Parking Spaces
- 50 (20 Garage)
- Title
- Residential Freehold
- Property Style
- Sidesplit 4
- Community
- Cheltenham
- Municipality
- Caledon
- Construction
- Aluminum Siding, Board & Batten
- Cross Street
- CREDITVIEW/KENNEDY
- Front Door Facing
- South
- Local Amenities
- Golf, Greenbelt/Conservation, Ravine, River/Stream, Sloping, Wooded/Treed
- Lot Legal Description
- CON 3 WHS PT LOT 31 CHELTENHAM
- Data Source
- Toronto Regional Real Estate Board
- Brokerage
- RE/MAX REAL ESTATE CENTRE INC.
- Listed On
- Jun 16, 2026
- Listing Expires On
- Oct 14, 2026
- Listing Updated On
- Jun 16, 2026
- Bedrooms
- 4+2
- Bathrooms
- 3
- Kitchens
- 2
- Rooms
- 12
- Bathroom Detail
- 4 Pcs on 2nd Level
- Bathroom Detail
- 3 Pcs on Ground Level
- Bathroom Detail
- 4 Pcs on Ground Level
- Driveway
- Private
- Garage Type
- Built-In
- Garage
- 20
- Parking
- 50
- Heating
- Forced Air
- Heat Source
- Gas
- Cooling
- Central Air
- Sewer
- Septic
- Den / Family Room
- Yes
- Fireplace
- Family Room, Natural Gas
- Swimming Pool
- None
- Roof Material
- Asphalt Shingle
- Foundation Type
- Block
- Interior Features
- Accessory Apartment, Auto Garage Door Remote, Central Vacuum, In-Law Suite, Primary Bedroom - Main Floor, Sump Pump, Water Heater Owned
Listing History
Active12 days on marketCurrently viewingMLS #W13452590
Jun 16, 202613 days ago
Listed for Sale
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Terminated10 days on marketMLS #W6719940
Aug 15, 20232 years ago
Terminated
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Aug 4, 20232 years ago
Listed for Sale
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Estimate History
Estimated value, last 24 months
Jul 2024 – Jun 2026
$1.31M
$1.22M
$1.13M
$1.04M
Jul
Dec
May
Oct
Mar
Jun
Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.
Mortgage calculator
Estimated monthly payment
$9,652
Estimated payment. Does not include property tax, insurance, or condo fees.
Location & nearby
- Croatian Park ZelengajPark805 m
- Beryl Bland ParkettePark1.3 km
Cheltenham Real Estate Market
Caledon · last 12 months
$1,097,500
Median sold price
64 days
Avg days on market
4
Homes sold (12 months)
0%
Sold above asking
100%
Sold below asking
$553–$702/ft²
Price per sq ft
Median price trend
Aug 2025 – Apr 2026
$2.68M
$1.98M
$1.29M
$0.6M
Aug
Jan
Apr
