57 Kennedy Road

ActiveCaledon · Cheltenham37 days on marketMLS® W13505786

$2,500,000

$714 / sq ft

Bedrooms4

Bathrooms6

Interior3,500 sq ft

Lot Size2 sq ft

TypeSingle Family Home

ListingFor Sale

Days on Market37

About this property

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.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	W13505786
Status	Active
Listing Type	For Sale
Property Type	Single Family Home
Interior Size	3,500 sq ft
Lot Size	2 sq ft
Beds / Baths	4 bed · 6 bath
Neighbourhood	Cheltenham
City	Caledon
Postal Code	L7C 2M7
Province	ON
Listed Date	June 30, 2026
Days on Market	37
Price per Sq Ft	$714
Brokerage	KELLER WILLIAMS EDGE REALTY