57 Kennedy Road, Caledon, ON L7C 2M7
Cheltenham, Caledon · Near Creditview & King · View map
About this home
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.
The home
- Type
- 2-storey detached home
- Style
- 2-Storey
- Square footage
- 3500-5000 sq ft
- Bedrooms
- 4
- Bathrooms
- 6
- Kitchens
- 2
- Rooms
- 21
- Basement
- Walk-Up, Finished
- Lot size
- 100 x 753 ft
- Faces
- South
- View
- Trees/Woods
- Approximate age
- 16-30 years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Propane
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
Garage & parking
- Garage
- Attached
- Garage spaces
- 3
- Driveway spaces
- 9
- Total parking
- 12
- Parking features
- Private
Taxes & other
- Property taxes
- $8,025/yr
- Tax year
- 2026
- Occupancy
- Owner
- Possession
- 90+ days
- Cross street
- Creditview & King
- Neighbourhood
- Cheltenham
More
- Price per sq ft
- ~$588 (at 4,250 sq ft)
- MLS® number
- W13505786
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The home and its surroundings
- Auto Garage Door Remote
- Built-In Oven
- Countertop Range
- Propane Tank
- Storage
- Trash Compactor
- Water Heater Owned
- Privacy
- Patio
- Landscaped
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
57 Kennedy Road, Caledon, ON L7C 2M7
Cheltenham, Caledon · Near Creditview & King
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Listing history for 57 Kennedy Road
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 57 Kennedy Road
Answers come straight from this home’s MLS® listing.
How much is 57 Kennedy Road listed for, and what would it cost each month?
57 Kennedy Road is listed for $2,500,000. With 20% down ($500,000), the mortgage payment would be roughly $10,084 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $10,753 a month, all in. That figure is an illustration, not a quote.
Is 57 Kennedy Road freehold or a condo, and is there a monthly fee?
57 Kennedy Road is a 2-storey detached home in Cheltenham, Caledon. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 57 Kennedy Road have?
57 Kennedy Road has 4 bedrooms and 6 bathrooms.
Does 57 Kennedy Road have a garage and parking?
Yes. The listing shows the garage as attached, with room for 3 cars. The driveway adds 9 spaces. In total the listing counts 12 parking spaces.
Does 57 Kennedy Road have a finished basement?
The listing describes the basement as walk-up, finished. Finished basement space is usually not counted in the square footage shown.
What style of home is 57 Kennedy Road?
57 Kennedy Road is a 2-storey detached home. A 2-storey detached house has its living space on the main floor and the bedrooms upstairs, on its own lot with no shared walls.
Does 57 Kennedy Road have a pool?
Yes. The listing shows inground for the pool. Ask about its age, liner and equipment before you offer, since those are the costly parts to replace.
How big is 57 Kennedy Road, and what is the lot size?
The listing puts the home between 3,500 and 5,000 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 100 x 753 ft.
How is 57 Kennedy Road heated and cooled?
Heating is forced air (propane). Cooling is central air.
What are the property taxes for 57 Kennedy Road?
Property taxes are $8,025 a year (2026), or about $669 a month.
Where is 57 Kennedy Road?
57 Kennedy Road is in the Cheltenham community of Caledon. The nearest main intersection is Creditview & King. The postal code is L7C 2M7.
Is 57 Kennedy Road still for sale?
Yes. It is an active listing (MLS® W13505786). Listings here update from the board through the day and come down once a home sells.
What are similar detached homes near 57 Kennedy Road asking?
Similar detached homes for sale nearby right now include 13905 Kennedy Road at $2,499,000 (4 bed), 84 Kennedy Road at $2,899,000 (5+1 bed) and 20040 Kennedy Road at $1,799,999 (7 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 57 Kennedy Road sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 57 Kennedy Road?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar detached homes nearby
More detached homes for sale near Cheltenham, picked by style, size and price.
2-storey detached home$2,499,00013905 Kennedy Road, Caledon4 bed · 4 bath · Rural CaledonCourtesy of: Sotheby's International Realty Canada, BrokerageView home →
2-storey detached home$2,899,00084 Kennedy Road, Caledon5+1 bed · 6 bath · CheltenhamCourtesy of: ROYAL LEPAGE RCR REALTYView home →
2-storey detached home$1,799,99920040 Kennedy Road, Caledon7 bed · 4 bath · Rural CaledonCourtesy of: RE/MAX REALTY SERVICES INC.View home →Courtesy of: KELLER WILLIAMS EDGE REALTY
Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.