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Detached Houses for Sale in Cheltenham Caledon

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With Square Yards Canada, you can find your dream property in the country. Explore your options for houses for sale in Canada according to your budget. With the help of Square Yards, you can easily filter your dream property among Canadian rental houses. You can simply screen the complete real estate for sale in Canada from different types to multiple-sized units.


Last Updated: November 14, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(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 : 7 Days ago
114 Kennedy Road, Peel, ON , MLS #W14105554 , Image - 1

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114 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W14105554

Residential Freehold (Detached)

$899995.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
OPEN HOUSE SUNDAY NOVEMBER 8, 1-3PM Now offered well below original purchase price with additional negotiable bonus incentive!!! This beautifully m
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 : 8 Hours ago
1140 Ogden Avenue, Peel, ON , MLS #W14132972 , Image - 1

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1140 Ogden Avenue Lakeview, Mississauga, Peel, ON MLS® W14132972

Residential Freehold (Detached)

$1899000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
An exceptional custom-crafted residence offering nearly 3,800 sq.ft. of luxurious living in Mississauga's sought-after Lakeview community. This stunni
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