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CAONCheltenham57 Kennedy Rd
Listing image | Image 1

57 Kennedy Rd, Cheltenham, ON

House

For Sale

Listed price in listed location currency (CAD).
$2,500,000

4712

MLS® 40844026

Overview

Key Facts

Type Single Family Residence
Levels Residential
Size 4415 sqft
Garage Yes
Taxes $8,025
Days Active 2
Lot Size 1.88 Acres
Approx. Age 1998
Avg. Price Per Sqft $566
MLS® Number 40844026

Property Address: 57 Kennedy Rd, Cheltenham, ON, L7C2M7

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number40844026
Laundry LevelMain
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1998
BasementSeparate Entrance, Walk-Up Access, Full, Finished
DrivewayAttached Garage, Garage Door Opener, Asphalt
Garage Spaces
HeatFireplace-Propane, Forced Air-Propane
A/CCentral Air

Extras

Price History

Last Sold Price

----

Appreciation

--

Avg. Days Listed

--

Today, For Sale for $2,500,000

For Sale · 2 days

$2,500,000

MLS® 40844026

3 days ago

Not Sold Yet

June 2026, For Sale for $2,500,000

For Sale · 2 days

$2,500,000

MLS® 40844026

3 days ago

Not Sold Yet

December 2025, Expired for $2,679,000

Expired · 236 days

$2,679,000

MLS® 40719468

7 months ago

Canceled on Dec 11, 2025

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