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Peel
Caledon
Cheltenham
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Cheltenham, Caledon, ON Luxury Homes

Showing results 1 - 5 of 5

With Square Yards Canada, you can find your dream luxury homes for sale in Cheltenham. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Cheltenham


Last Updated: November 14, 2026
  • New Listings
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  • Price(Hi-Lo)
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6 Photos
Last Updated : 1 Day ago
13171 Chinguacousy Road, Peel, ON , MLS #W12791312 , Image - 1
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13171 Chinguacousy Road Cheltenham, Caledon, Peel, ON MLS® W12791312

Residential Freehold (Detached)

$4399000.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Prime 10-Acre Parcel In An Expanding Caledon Location Featuring Clear, Level, And Highly Usable Land. Situated At The Corner Of Chinguacousy Road And
50 Photos
Last Updated : 64 Days ago
84 Kennedy Road, Peel, ON , MLS #W13771530 , Image - 1

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84 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13771530

Residential Freehold (Detached)

$2899000.0
  • 5 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the s
46 Photos
Last Updated : 136 Days ago
57 Kennedy Road, Peel, ON , MLS #W13505786 , Image - 1

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57 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13505786

Residential Freehold (Detached)

$2500000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special.

Similar Properties near Cheltenham

50 Photos
Last Updated : 10 Hours ago
920 Calder Road, Peel, ON , MLS #W12955648 , Image - 1

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920 Calder Road Clarkson, Mississauga, Peel, ON MLS® W12955648

Residential Freehold (Detached)

$4198000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Custom Estate New Built In Offering Around 6,500 sqf Of Luxury Living Space (4200+ sqf Above Grade) Where Modern Architecture Meets Luxury, Published
50 Photos
Last Updated : 12 Hours ago
562 Gladwyne Court, Peel, ON , MLS #W14110830 , Image - 1

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562 Gladwyne Court Lorne Park, Mississauga, Peel, ON MLS® W14110830

Residential Freehold (Detached)

$3199000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This exceptional 5 bedroom residence, is quietly set on the most coveted street in the Watercolours community of Lorne Park. This beautiful home is an
Open House : Sun Nov 22, 02:00 PM to 04:00 PM
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