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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: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
46 Photos
Last Updated : 43 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.
50 Photos
Last Updated : 66 Days ago
84 Kennedy Road, Peel, ON , MLS #W12394471 , Image - 1

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84 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W12394471

Residential Freehold (Detached)

$2998000.0
price drop iconPrice drop by 10.5%
  • 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
6 Photos
Last Updated : 178 Days 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

Similar Properties near Cheltenham

39 Photos
Last Updated : 6 Hours ago
1283 Lindburgh Court, Peel, ON , MLS #W13158314 , Image - 1

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1283 Lindburgh Court Lorne Park, Mississauga, Peel, ON MLS® W13158314

Residential Freehold (Detached)

$2650000.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Stately 5 Bedroom Home in Prestigious Lorne Park. Nestled in a serene and highly desirable cul-de-sac, this custom-built home, designed by William Hic
40 Photos
Last Updated : 19 Hours ago
5465 Shorecrest Crescent, Peel, ON , MLS #W13119672 , Image - 1

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5465 Shorecrest Crescent East Credit, Mississauga, Peel, ON MLS® W13119672

Residential Freehold (Detached)

$2398500.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Nestled on a rare 62 x 177 ft ravine lot backing onto the Credit River, this executive residence offers over 5,000 sq ft of refined interior and a lif
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