$ 2,500,000

57 Kennedy Road, Caledon

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. (id:1945)
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Property details for 57 Kennedy Road, Caledon

Type
Residential
Bedrooms
4
Bathrooms
7
Living Area
6,415 square feet
Lot Size
1.88
Stories
2
Basement
Finished, Full
Parking
Attached Garage
Heating
Forced air, Propane
Cooling
Central air conditioning
Exterior
Brick
Ownership
Freehold
Annual Taxes
$8,025

Nearby Listings Stat

Estimated price and comparable properties near 57 Kennedy Road

Active Listings
1
Min Price
$2,500,000
Max Price
$2,500,000
Avg Price
$2,500,000
Days on Market
107
days
Sold Listings
0
Min Sold Price
$N/A
Max Sold Price
$N/A
Avg Sold Price
$N/A
Days until Sold
N/A
days

Price History

Listed
June 30, 2026
by Keller Williams Edge Realty
Current Price
$2,500,000
-6.7% from last change
Type
Residential
For Sale
Price Changes
1
Date Price Change
Current $2,500,000 $179,000 (-6.7%)
Jun 30, 2026 $2,679,000 Listed

Contact Agent Get in touch about 57 Kennedy Road, Caledon

Karen Hewson
Karen Hewson
Keller Williams Edge Realty