1.43 km
Distance
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:58753)
Cross Streets: Creditview & King. ** Directions: Creditview Road to Kennedy Road.
Source: Public Records
Discover key demographics, population statistics, and environmental insights for the Caledon (cheltenham), ON area.
11/100
Car-Dependent
Walk Score ®
0/100
Minimal Transit
Transit Score ®
26/100
Bikable
Bike Score ®
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 3/100, Transit Score: 0/100, Bike Score: 22/100.
1.43 km
Distance
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8 bds • 6 ba • 0 sqft
14399 KENNEDY RD, Caledon, ON L7C2H4
5 bds • 5 ba • 0 sqft
80 VALLEYSCAPE TRAIL, Caledon, ON L7C1C4
4 bds • 5 ba • 0 sqft
300 EATON STREET, Halton Hills, ON L7G6N7
5 bds • 5 ba • 0 sqft
66 DAIRYMAID ROAD, Brampton, ON L6X5R9
4 bds • 4 ba • 0 sqft
12 LOVE COURT, Brampton, ON L6P4H6
4 bds • 4 ba • 0 sqft
3 CASTLEWOOD COURT, Caledon, ON L7K0C1
4 bds • 6 ba • 0 sqft
15 TURTLE LAKE DRIVE, Halton Hills, ON L7J2W7
4 bds • 5 ba • 0 sqft
7 MALASPINA CLOSE, Brampton (Bram West), ON L6Y6E2
8 bds • 6 ba • 0 sqft
14 OAKHAVEN ROAD, Brampton, ON L6P2Y3
4 bds • 5 ba • 0 sqft
84 SACKVILLE STREET, Caledon, ON L7E1B8
5 bds • 4 ba • 0 sqft
17 NATURE'S LANDING DRIVE, East Garafraxa, ON L9W7E7
5 bds • 4 ba • 0 sqft
12 DEER RUN CRESCENT, Halton Hills, ON L7J2L7
5 bds • 4 ba • 0 sqft
6886 CAMPBELL SETTLER COURT, Mississauga, ON L5W1B3
4 bds • 4 ba • 0 sqft
65065 COUNTY ROAD 3 ROAD, East Garafraxa, ON L9W7J6
3 bds • 4 ba • 0 sqft
42 PUTTING GREEN CRESCENT, Vaughan, ON L0J1C0
6 bds • 6 ba • 0 sqft
3100 30 SIDE ROAD, Milton (Nassagaweya), ON N0B2K0
4 bds • 4 ba • 0 sqft
19 PAINTED PONY TRAIL, Vaughan, ON L4H4P1
6 bds • 4 ba • 0 sqft
13215 GUELPH LINE, Milton, ON L0P1B0
4 bds • 4 ba • 0 sqft
5465 SHORECREST CRESCENT, Mississauga, ON L5M4Y6
4 bds • 5 ba • 0 sqft
6 STOKES DRIVE, King, ON L7B0P7
4 bds • 7 ba • 4415 sqft
57 Kennedy Road, Caledon ON L7C 2M7
4 bds • 7 ba • 6415 sqft
57 KENNEDY Road
6 bds • 3 ba • sqft
104 KENNEDY ROAD
4 bds • 3 ba • sqft
14700 CREDITVIEW ROAD
6 bds • 5 ba • sqft
1749 STATION ROAD
4 bds • 4 ba • sqft
14451 WINSTON CHURCHILL BOULEVARD
8 bds • 6 ba • 0 sqft
14399 KENNEDY RD
4 bds • 4 ba • sqft
13905 KENNEDY ROAD
4 bds • 5 ba • 3000 sqft
5119 Tenth Line, Erin ON N0B 1T0
4 bds • 5 ba • 3000 sqft
5119 TENTH Line
5 bds • 5 ba • 0 sqft
80 VALLEYSCAPE TRAIL
6 bds • 4 ba • sqft
12378 MISSISSAUGA ROAD
6 bds • 4 ba • 3456 sqft
5263 Tenth Line, Erin ON N0B 1T0
6 bds • 4 ba • sqft
2654 FORKS OF THE CREDIT ROAD
Source: Realty.com
57 KENNEDY ROAD, Caledon (Cheltenham), ON L7C2M7 in Caledon (Cheltenham), ON L7C2M7 is a single family residence listed at $2,500,000. Highlights include 4 bedrooms, 6 bathrooms. Realty.ca has 41 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 41 photos of 57 KENNEDY ROAD.
The full address for this home is 57 KENNEDY ROAD, Caledon (Cheltenham), ON L7C2M7.
57 KENNEDY ROAD has been listed on Realty.com since Wed July 01, 2026
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 3/100, Transit Score: 0/100, Bike Score: 22/100.
Listing provided courtesy of:
KELLER WILLIAMS EDGE REALTY
Listing agent:
KAREN HEWSON
This content last refreshed on 2026-09-27 16:11:04. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.