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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: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 16 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 : 89 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.
6 Photos
Last Updated : 223 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

46 Photos
Last Updated : 6 Hours ago
2052 Redan Drive, Peel, ON , MLS #W13738360 , Image - 1

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2052 Redan Drive Lakeview, Mississauga, Peel, ON MLS® W13738360

Residential Freehold (Detached)

$2999000.0
price drop iconPrice drop by 6.3%
  • 4 +2 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Welcome to a beautifully custom-built home where modern design, thoughtful functionality, and everyday comfort come together. Nestled in a quiet, frie
40 Photos
Last Updated : 9 Hours ago
1618 Dogwood Trail, Peel, ON , MLS #W13830098 , Image - 1

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1618 Dogwood Trail Mineola, Mississauga, Peel, ON MLS® W13830098

Residential Freehold (Detached)

$3699000.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Stunning Modern Custom-Built Masterpiece in prestigious Mineola West, set on an exceptionally large cul-de-sac lot with a serene country setting. Ove
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