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Houses for Sale in Cheltenham Caledon

Explore Cheltenham Neighbourhood
Showing results 1 - 10 of 10

Uncover the perfect place to call home in Cheltenham, Caledon with Square Yards Canada. Refine your search by filtering properties based on age, price trends, and other criteria to find your best pick. Choose from a wide range of properties across Cheltenham, Caledon real estate, offering various square footage options for all needs. Explore a detailed brochure of all houses for sale in Cheltenham, and pick from a range of popular amenities like swimming pools, parking facilities, gyms and more. With over 10 properties on offer, find various residential and commercial properties across Cheltenham, Caledon. Navigate through MLS listings to know the top pick across Cheltenham, Caledon.


Property Types Available in for Sale

Find your perfect property match in Cheltenham! From charming commercials to expansive commercials, we boast a wide variety of properties for Sale to suit every taste and budget. Whether you're a first-time buyer or a seasoned investor, Cheltenham offers an exciting selection of properties priced between $1 Million and $1 Million. Start your real estate journey in Cheltenham today!


Property Type Min Price Max Price Avg Listing Price Property Count
Commercial $1 Million $1 Million $1 Million 2

Bedroom Types Available in for Sale

Unwind in the vast sanctuary of properties in Cheltenham. Explore the variety of for-Sale properties, from intimate 1-bedroom abodes to sprawling estates with 5+ bedrooms. Cheltenham's real estate caters to all living preferences with options including studios, 1-bedroom, 2-bedroom, 3-bedroom, and beyond. Prices fall within a range of $2 Million to $2 Million, ensuring you'll find a home that perfectly complements your budget and lifestyle.


Unit Type Min Price Max Price Avg Listing Price Property Count
4-bedroom $2 Million $2 Million $2 Million 1

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)
50 Photos
Last Updated : 1 Day ago
114 Kennedy Road, Peel, ON , MLS #W13514108 , Image - 1
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114 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13514108

Residential Freehold (Detached)

$1149000.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
OPEN HOUSE SATURDAY AUGUST 15th 1-3PM Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and except
Open House : Sat Aug 15, 12:00 PM to 02:00 PM
41 Photos
Last Updated : 1 Day ago
14700 Creditview Road, Peel, ON , MLS #W13428472 , Image - 1

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14700 Creditview Road Cheltenham, Caledon, Peel, ON MLS® W13428472

Residential Freehold (Detached)

$1999900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Welcome to a truly exceptional country estate nestled in the heart of Cheltenham, One of Caledon's most picturesque and historic villages. Set on a pr
35 Photos
Last Updated : 16 Days ago
1510 Station Road, Peel, ON , MLS #W13612054 , Image - 1

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1510 Station Road Cheltenham, Caledon, Peel, ON MLS® W13612054

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1510 Station Road, a beautifully updated home in the heart of Cheltenham, set on a rare 0.344-acre lot (~15,000 sq. ft.) surrounded by gard
24 Photos
Last Updated : 20 Days ago
2424 Olde Base Line Road, Peel, ON , MLS #W13204878 , Image - 1

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2424 Olde Base Line Road Cheltenham, Caledon, Peel, ON MLS® W13204878

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your own 'Paradise in Caledon' a charming home set on over 1.25 acre with the CreditRiver running through this serene property. Featuring a
33 Photos
Last Updated : 26 Days ago
1442 Mill Street, Peel, ON , MLS #W13551760 , Image - 1

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1442 Mill Street Cheltenham, Caledon, Peel, ON MLS® W13551760

Residential Freehold (Detached)

$699999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming 3-Bedroom Home in the Heart of Historic Cheltenham Nestled in the picturesque village of Cheltenham, this inviting 3-bedroom, 2bath, two-stor
50 Photos
Last Updated : 42 Days ago
26 Kennedy Road, Peel, ON , MLS #W13220846 , Image - 1

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26 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13220846

Residential Freehold (Detached)

$1285000.0
price drop iconPrice drop by 3.0%
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 26 Kennedy Road - where peaceful country living meets everyday comfort, just minutes from the city. Nestled on approximately 2/3 of an acre
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.
30 Photos
Last Updated : 44 Days ago
104 Kennedy Road, Peel, ON , MLS #W13452590 , Image - 1

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104 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13452590

Residential Freehold (Detached)

$1978500.0
  • 4 +2 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Ove
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
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