
104 Kennedy Road
Caledon (Cheltenham), ON L7C 2A7
- 4+2Bedrooms
- 3Bathrooms
- 20Garage
- 2500–3000Sq Ft
- $7,180Tax
- 200×420 ftLot Size
- Estimated Value:$1,722,488See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 104 Kennedy Road, Caledon, Cheltenham
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-06-14 | 2026-10-14 | Login to See Prices | Expired | w13452590 |
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About 104 Kennedy Road, Caledon, Cheltenham
Summarized Description
- Potential for three separate building lots.
- Completely renovated original house.
- Private estate with 200 feet of frontage.
- Backs onto protected natural land.
- Multi walkouts enhance outdoor access.
- In-law suite with laundry and heated floors.
- Enjoy a covered deck and hot tub.
- Located on 2 acres with scenic views.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $7,180
- Land Transfer Tax Fee
- $36,045
- Basement Type
- Apartment, Finished with Walk-Out, Separate Entrance, Development Potential
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Accessory Apartment, Auto Garage Door Remote, Central Vacuum, In-Law Suite, Primary Bedroom - Main Floor, Sump Pump, Water Heater Owned
- Security Features
- Carbon Monoxide Detectors, Smoke Detector
- Fireplace/Stove
- Yes
- Fireplace Features
- Family Room, Natural Gas
- Elevator
- No
Exterior Features
- Exterior Extras
- Backs On Green Belt, Deck, Hot Tub, Landscaped, Patio, Privacy, Porch
- Pool
- None
- Property Features
- Golf, Greenbelt/Conservation, Ravine, River/Stream, Sloping, Wooded/Treed
- Other Structures
- Additional Garage(s), Garden Shed, Out Buildings, Storage, Workshop
Building
- Building Type
- Detached
- Building Style
- Sidesplit 4
Construction
- Exterior Finish
- Aluminum Siding, Board & Batten
- Roof
- Asphalt Shingle
- Foundation Details
- Block
- Special Designation
- Unknown
Lot
- Lot Front
- 200.00 ft
- Lot Depth
- 420.00 ft
- Lot Size
- 2
- Lot Shape
- Rectangular
Parking & Garages
- Garage Type
- Built-In
- Garage Spaces
- 20
- Parking Spaces
- 30
- Total Garage And Parking Spaces
- 50
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Septic
- Bedrooms
- 4 + 2
- Washrooms
- 3
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Living Room—Main level, Picture Window, Cathedral Ceiling(s), Plank
- Dining Room—Main level, W/O To Deck, Overlooks Frontyard, Plank
- Kitchen—Main level, Centre Island, Stainless Steel Appl, Plank
- Family Room—Main level, Gas Fireplace, W/O To Deck, Plank
- Primary Bedroom—Upper level, Walk-In Closet(s), Large Window, Cathedral Ceiling(s)
- Bedroom—Upper level
- Bedroom—Upper level
Washrooms
- 4-piece, Second
- 3-piece, Ground
- 4-piece, Ground
- Municipality
- Caledon
- Neighbourhood
- Cheltenham
- Main cross streets
- CREDITVIEW/KENNEDY
- Directions
- CREDITVIEW/KENNEDY
- MLS® number
- W13452590
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-10-14
- Listed on
- 2026-06-14
- Days on market
- 122 days
- Possession date
- 2026-09-30
- Possession type
- Flexible
- Co-op commission
- 2.5%
- Seller
- Listed by
- RE/MAX REAL ESTATE CENTRE INC.
Home Market Value
Current home valuation for 104 Kennedy Road, Caledon, Cheltenham, Caledon, ON. Listed for $1,978,500
HOMEH Estimate
$1,722,488
Estimated Sales Range
$1,033,493 - $2,411,483
HOMEH Estimate for 104 Kennedy Road, Caledon, Cheltenham
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$395,700
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,582,800 | $1,483,875 | $1,384,950 | $1,286,025 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $7,728monthly | $7,245monthly | $6,762monthly | $6,279monthly |
Land Transfer Tax
$36,045
$36,045
Around this home
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