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For Sale41

57 Kennedy Road, Caledon, ON L7C 2M7

$2,500,000

For SaleDetached · Cheltenham
4 BD6 BA3500-5000 sqft100 x 753 ft lot

Price history

Est. monthly payment

$11,632 / mo

20% down · 5.00% · 25 yrs · estimate only

Arranged by The Poised Investor Financial Inc. (FSRA #13759), a related company.

Maintenance fees
N/A
Taxes
$8,025 / year
Listed
Jun 29, 2026
Possession date
N/A
Property type
Detached
Cost per sqft
N/A
Exposure
N/A
Ensuite laundry
N/A
Outdoor space
N/A
Style
2-Storey
Approximate age
16-30
Parking spaces
12
Garage
Attached

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.

Listed by KELLER WILLIAMS EDGE REALTY

MLS®: W13505786

Sold history and price changes

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Mortgage calculator

$Loan details
$2,500,000
$100k$5M
20% · $500,000
5%50%
5.00%
0.5%12%
25 years
5 yrs30 yrs
Monthly payment

Principal and interest only, compounded semi-annually. Excludes property tax, insurance, condo fees and mortgage default insurance. An estimate for planning, not an approval or a quoted rate. Mortgage amount $2,000,000, down payment $500,000.

Arranged by The Poised Investor Financial Inc. (FSRA #13759), a related company.

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose. The data is deemed reliable but is not guaranteed accurate by TRREB. The information provided herein is deemed reliable but is not guaranteed accurate by PROPTX.

Listing data last updated Nov 5, 2026, 9:53 a.m.