57 Kennedy Road, Caledon, ON L7C 2M7
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.
Great Room
9.3 x 6.71
Flat
Kitchen
9.83 x 5.51
Flat
Family Room
6.1 x 4.08
Flat
Bedroom
4.9 x 2.67
Flat
Office
4.09 x 3.23
Flat
Office
3.33 x 2.46
Flat
Laundry
3.66 x 2.31
Flat
Bathroom
2 Pc Bath
2.74 x 1.83
Flat
Bathroom
3 Pc Bath
4.09 x 2.69
Flat
Primary Bedroom
7.47 x 4.55
Second
Bathroom
5 Pc Ensuite
4.88 x 3.73
Second
Bedroom 3
4.09 x 3.53
Second
Bathroom
4 Pc Ensuite
2.57 x 2.41
Second
Bedroom 4
4.09 x 3.96
Second
Bathroom
4 Pc Ensuite
2.57 x 2.03
Second
Recreation
4.02 x 8.03
Basement
Exercise Room
6.17 x 3.02
Basement
Media Room
6.25 x 3.01
Basement
Bathroom
2 Pc Bath
3.07 x 0.97
Basement
Kitchen
2.31 x 2.06
Basement
Interior features
Auto Garage Door Remote, Built-In Oven, Countertop Range, Propane Tank, Storage, Trash Compactor, Water Heater Owned
Basement
Walk-Up, Finished
Bathrooms
1 × 5-piece — Second, 2 × 4-piece — Second, 1 × 2-piece — Flat, 1 × 3-piece — Flat, 1 × 2-piece
Fireplace
Yes
Family room
Yes
Kitchens
2
Rooms (above / below grade)
21 above, 0 below
Approximate age
16-30
Architectural style
2-Storey
Construction materials
Brick
Foundation
Concrete Block
Roof
Asphalt Shingle
Exterior features
Privacy, Patio, Landscaped
Direction faces
South
Pool
Inground
Garage type
Attached
Garage spaces
3
Total parking spaces
12
Driveway parking
9
Parking features
Private
Lot size
100 x 753 ft
Lot size area
1.88 Acres
Cross street
Creditview & King
Directions
Creditview Road to Kennedy Road
Neighbourhood
Cheltenham
Heating
Forced Air — Propane
Cooling
Central Air
Water
Sewer
Septic
List price
$2,500,000
Original list price
Annual taxes
$8,025
Tax year
2026
Assessed value
$817,000
Assessment year
2025
Legal description
PT LT 31 CON 3 WHS CHINGUACOUSY AS IN RO983920 ; CALEDON
Inclusions
Exclusions
MLS #
W13505786
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
90+ days
Occupancy
Owner
Listing brokerage
KELLER WILLIAMS EDGE REALTY
$1,699,999
Median list price
5
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$11,985
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
Sign in to see recent sold prices for homes like this one nearby.

$2,899,000
84 Kennedy Road, Caledon, ON L7C 2A7
ROYAL LEPAGE RCR REALTY

$1,699,999
14700 Creditiew Road, Caledon, ON L7C 3G1
RE/MAX REAL ESTATE CENTRE INC.

$1,007,500
114 Kennedy Road, Caledon, ON L7C 2A7
ROYAL LEPAGE RCR REALTY

$635,000
1442 Mill Street, Caledon, ON L7C 1S1
ROYAL LEPAGE MEADOWTOWNE REALTY

$4,399,000
13171 Chinguacousy Road, Caledon, ON L7C 3H3
iCloud Realty Ltd.