$2,500,000
Caledon
57 Kennedy Road, Caledon (Cheltenham), Ontario, L7C2M7
This 4-bedroom, 6-bathroom home in Caledon is for sale. Its $2,500,000 asking price sits right in line with the $2,500,000 median in 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:66096)
Features and services as supplied by the listing brokerage.
Long Listed: 126 days on market, against an average age of 102 days across the listings currently for sale in this city
This 4-bed single family in Caledon (Cheltenham) is available now. Want me to connect you with the agent or keep you posted on any price updates?
Approximate location — exact address confirmed upon showing
This home lists at $2,500,000, about 18.7× the local median household income of $134,000.
Carrying it typically needs a household income of about $488,338 (20% down, 25-yr amortization, stress-tested) — roughly 264% above the area median.
Source: Statistics Canada, 2021 Census (FSA L7C)
Pick a time that suits you. A verified local agent confirms within 24h.
Loading rates, 30-yr amortization
Cash Needed to Close
Rates via our partner mortgage brokers at iShopRates · Estimates only, not financial advice




Estimate the monthly cashflow if you bought this home as a rental. Every figure below is an editable estimate. This is education only, not financial advice.
Enter the monthly rent you expect, or adjust our estimate.
Enter an estimated monthly rent to see the cashflow.
Estimates only, not a mortgage approval or financial advice. Rate, taxes, and allowances are assumptions you can edit above.
Room details as supplied by the listing brokerage. Dimensions are shown in the unit the listing states, and are approximate.