Get $6,250 Cash Back
57 KENNEDY ROAD, Caledon (Cheltenham) — listed at $2,500,000. Earn buyer cashback at closing. No catches, just more money in your pocket.
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:60164)
| Room | Level | Dimensions |
|---|---|---|
| Great room | Flat | 9.3 x 6.71 meters |
| Bathroom | Second level | 4.88 x 3.73 meters |
| Bedroom 3 | Second level | 4.09 x 3.53 meters |
| Kitchen | Flat | 9.83 x 5.51 meters |
| Bathroom | Second level | 2.57 x 2.41 meters |
| Bedroom 4 | Second level | 4.09 x 3.96 meters |
| Bathroom | Second level | 2.57 x 2.03 meters |
| Recreational, Games room | Basement | 4.02 x 8.03 meters |
| Exercise room | Basement | 6.17 x 3.02 meters |
| Media | Basement | 6.25 x 3.01 meters |
| Bathroom | Basement | 3.07 x 0.97 meters |
| Kitchen | Basement | 2.31 x 2.06 meters |
| Family room | Flat | 6.1 x 4.08 meters |
| Bedroom | Flat | 4.9 x 2.67 meters |
| Office | Flat | 4.09 x 3.23 meters |
| Office | Flat | 3.33 x 2.46 meters |
| Laundry room | Flat | 3.66 x 2.31 meters |
| Bathroom | Flat | 2.74 x 1.83 meters |
| Bathroom | Flat | 4.09 x 2.69 meters |
| Primary Bedroom | Second level | 7.47 x 4.55 meters |
Is 57 KENNEDY ROAD a good fit for a growing family?+
With 4 bedrooms and 6 bathrooms, there's room for kids plus a guest room or home office. The 2-storey layout keeps living and sleeping areas separated.
Is there air conditioning?+
Yes — central air conditioning cooling is in place.
How is the home heated? Is it efficient?+
Heating is forced air, propane. Ask for past utility bills to understand real heating costs.
What's the parking situation?+
This property includes 12 spaces — Attached Garage, Garage.
What are the ongoing costs beyond the mortgage?+
Budget for annual property taxes of $8,024.63, heating is forced air, propane. Always verify the latest figures with your agent before making an offer — these change yearly.
Does it have a basement, and is it finished?+
Yes — Finished, Walk-up, N/A, N/A. A finished basement adds meaningful living space beyond the listed square footage.
Ask About This Property
Nearby Places
Searching nearby places…
Benchmark price · Updated 2026-09
Year over year
Past 10 years
Similar listings
For Sale64 days36
For Sale1 day50
For Sale42 days50
For Sale249 days6The listing data above is provided under copyright by the Canadian Real Estate Association. While the information is considered reliable, its accuracy is not guaranteed by the Canadian Real Estate Association or getsetsold.ca. Neither getsetsold.ca nor its affiliates make any representations or warranties, express or implied, regarding the accuracy or completeness of the information presented here.