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Detached for sale at 57 Kennedy Road, Caledon - 4 bedroom, 6 bathroom - Photo 1 of 45
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Active

$2,500,000

57 Kennedy Rd

Caledon, ON L7C 2M7

57 Kennedy Rd, CaledonListed at $2,500,000. 4 bedroom, 6 bathroom 2-Storey. MLS® W13505786.

4Beds
6Baths
3500-5000sqft
2-Storey
12Parking
$8,024.63 (2026)

What's this home worth?

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Description

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.

Property Details

Property TypeDetached
Style2-Storey
CommunityCheltenham
Approximate Age16-30
Rooms21
Kitchens2
Washrooms6
Square Feet3500-5000 sqft
Lot Size1.88 acres (81,893 sq ft)
Lot Dimensions100 × 753 ft
Lot Size Area1.88 sqft (MPAC)
Fronting OnSouth
Dir/Cross StCreditview & King
ViewTrees/Woods
Garage TypeAttached
Garage Parking Spaces3
DrivePrivate
Parking Drive Spaces9
Total Parking Spaces12
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete Block
BasementWalk-Up, Finished
Fireplace FeaturesPropane
Heating TypeForced Air
Heating SourcePropane
A/CCentral Air
WaterDrilled Well
SewersSeptic
PoolInground
Taxes (2026)$8,024.63
HSTIncluded In
Other StructuresOut Buildings
Listed Date6/30/2026
Days on Market17 days
Possession90+ days

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Listing Courtesy of: KELLER WILLIAMS EDGE REALTY

MLS® #W13505786

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 57 Kennedy Road

This detached (2-Storey) is located in the Cheltenham neighbourhood of Caledon.

The home offers 4 bedrooms, 6 bathrooms.

Features include a walk-up, finished basement, 12 parking spaces including a 3-car garage, a fireplace.

Additional details: lot dimensions of 100 × 753 feet.

Listed at $2,500,000 CAD with annual property taxes of $8,024.63 (2026).

About Caledon Real Estate

This Detached is located in the Cheltenham community in Caledon. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth.

Niagara Escarpment & Forks of the CreditBolton urban centreHobby farms & rural estate lotsHumber River trails
~60 min commute to downtown TorontoWalkability: Rural — car essential except Bolton core