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$2,500,000Asking Price

57 Kennedy Road, Caledon, ON L7C 2M7

Cheltenham, Caledon

Detached
4
Bedrooms
6
Baths
12
Parking
Days on Market

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.

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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.

Key Info

  • 2-Storey Detached
  • 9-Car Driveway
  • 3-Car Attached Garage
  • Creditview & King
  • 3500-5000 Approximate Sq Feet
  • 16-30 Years Approximate Age
  • Finished Basement
  • 2 + 1 Kitchens
  • Forced Air Propane Heating
  • Central Air

Property

  • Lot Size 100 x 753 Feet
  • Brick Exterior
  • Taxes were $8,024 in 2026
  • Possession: 90+ days

Details

  • Fireplace
  • Family Room
  • Inground Pool
  • Septic Tank
  • Well Water
  • Drilled Well Water Supply
  •  
  • MLS #W13505786
  • KELLER WILLIAMS EDGE REALTY

Extras

Room Floor Dimensions Details
1 Kitchen Flat 32.25' x 18.08'
2 Office Flat 13.42' x 10.60'
3 Office Flat 10.93' x 8.07'
4 Laundry Flat 12.01' x 7.58'
5 Bathroom Flat 8.99' x 6.00' 2-PieceBath
6 Bathroom Flat 13.42' x 8.83' 3-PieceBath
Washroom1 5-Piece Bathroom
Washroom2 4-Piece Bathrooms
Washroom1 2-Piece Bathroom in Flat
Washroom1 3-Piece Bathroom in Flat
Washroom1 2-Piece Bathroom

Who lives here?

Cheltenham, Caledon is a west GTA neighbourhood notable for its singles, university grads and executives. Residents tend to be older with a significant number of youth aged 20 to 24, adults aged 25 to 29, 25 to 29, 25 to 29 and 25 to 29 and seniors aged 65 to 74.

Families

Kids Per Family

1.1

kids per family
in the neighbourhood.

Caledon  (1.3)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

40% of residents are
single and loving it.

40% singles

Caledon (37%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

14% of residents
are renters.

14% renters

Caledon (9%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

32% of residents are
university grads.

32% university grads

Caledon (30%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$199K

is the average household
income in the neighbourhood.

Caledon  ($161K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Management 16%
Trades 11%
Sales 10%
Business 10%
Government 7%

Immigrants

24% of residents were
born outside of Canada.

24% immigrants

Caledon (28%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

Portugal was once home to 4.2% of immigrants.
UK 3.1%
Caribbean 2.5%
India 2.3%
USA 1.9%

4.2% from Portugal
All-time

Birthplace - Recent

India was once home to 2.9% of immigrants.
Saudi Arabia 0.6%
Mexico 0.2%
UK 0.2%
Israel 0.2%

2.9% from India
Recent

Foreign Languages

Foreign Languages

Ukrainian 5%
Punjabi 2%
Polish 2%
Italian 2%
German 2%

Religions

Religions

Christian 59%
Sikh 1%