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Caledon, ON Luxury Homes

Showing results 1 - 30 of 94

With Square Yards Canada, you can find your dream luxury homes for sale in Caledon. 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 Caledon


Last Updated: November 11, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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50 Photos
Last Updated : 6 Hours ago
2874 Charleston Side Rd Side Road, Peel, ON , MLS #W14172084 , Image - 1
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2874 Charleston Side Rd Side Road Caledon Village, Caledon, Peel, ON MLS® W14172084

Residential Freehold (Detached)

$3590000.0
  • 6 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
EXCEPTIONAL CUSTOM-BUILT LUXURY ESTATE - in the Heart of Caledon Village! This magnificent residence, only 2 years old, is set on a premium over half-
49 Photos
Last Updated : 9 Hours ago
8288 Patterson Side Road, Peel, ON , MLS #W14086540 , Image - 1

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8288 Patterson Side Road Rural Caledon, Caledon, Peel, ON MLS® W14086540

Residential Freehold (Detached)

$3495000.0
  • 6 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Once in a lifetime opportunities like this are rare.Set on 15.34 breathtaking acres in Palgrave, one of Caledon's most sought after locations. This e
47 Photos
Last Updated : 1 Day ago
7 Maple Meadow Court, Peel, ON , MLS #W13744042 , Image - 1

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7 Maple Meadow Court Rural Caledon, Caledon, Peel, ON MLS® W13744042

Residential Freehold (Detached)

$5250000.0
  • 4 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
A rare offering in Caledon Mountain Estates on 2.83 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
3 Photos
Last Updated : 1 Day ago
17353 Winston Churchill Boulevard, Peel, ON , MLS #W14167074 , Image - 1
17353 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W14167074

Residential Freehold (Detached)

$2700000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A custom country retreat in the heart of Terra Cotta. Welcome to 17353 Winston Churchik Boulevard, Caledon, where over 4,000 sq. ft. of living space s
32 Photos
Last Updated : 2 Days ago
7190 King Street, Peel, ON , MLS #W14114094 , Image - 1

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7190 King Street Rural Caledon, Caledon, Peel, ON MLS® W14114094

Residential Freehold (Detached)

$2600000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore
50 Photos
Last Updated : 3 Days ago
3911 Charleston Side Road, Peel, ON , MLS #W14145550 , Image - 1

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3911 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W14145550

Residential Freehold (Detached)

$3799000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
2000 Built outstanding Solid Brick/Stone Home On 12.7 Private Acres In Caledon. Located On A Paved Road Just 20 Minutes To The 410, 40 Minutes To Pear
48 Photos
Last Updated : 3 Days ago
20 Buckstown Trail, Peel, ON , MLS #W14161130 , Image - 1

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20 Buckstown Trail Palgrave, Caledon, Peel, ON MLS® W14161130

Residential Freehold (Detached)

$2149000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Prestigious Palgrave Custom Bungalow on a Premium 1.5-Acre Ravine Lot! Nestled in one of Palgrave's most sought-after enclaves, this exceptional 3-bed
19 Photos
Last Updated : 4 Days ago
91 Troiless Street, Peel, ON , MLS #W13790244 , Image - 1

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91 Troiless Street Caledon Village, Caledon, Peel, ON MLS® W13790244

Residential Freehold (Detached)

$6200000.0
  • 6 +2 Beds
  • 9 Baths
  • 5000 + sq-ft
Welcome To This Gorgeous One-Of-A-Kind Luxury Custom Built Detached Estate Home Situated On 1 Private Acre In The Prestigious Hidden Hills Community O
50 Photos
Last Updated : 4 Days ago
28 Walton Drive, Peel, ON , MLS #W14160066 , Image - 1

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28 Walton Drive Palgrave, Caledon, Peel, ON MLS® W14160066

Residential Freehold (Detached)

$3079999.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Experience luxury living in this beautiful Georgian-style manor in prestigious Palgrave, nestled on over 2 mature Acres. This impressive 4,500 sq ft,
49 Photos
Last Updated : 5 Days ago
2049 Highpoint Side Road, Peel, ON , MLS #W13122204 , Image - 1

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2049 Highpoint Side Road Rural Caledon, Caledon, Peel, ON MLS® W13122204

Residential Freehold (Detached)

$3788888.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable
50 Photos
Last Updated : 5 Days ago
5 Coates Hill Court, Peel, ON , MLS #W14159110 , Image - 1

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5 Coates Hill Court Palgrave, Caledon, Peel, ON MLS® W14159110

Residential Freehold (Detached)

$2399000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A rare opportunity to own a private estate with beautiful views of the Toronto skyline. Set on a fully landscaped and fenced lot, this propertyoffers
50 Photos
Last Updated : 6 Days ago
1 Edgewild Drive N, Peel, ON , MLS #W14151192 , Image - 1

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1 Edgewild Drive N Palgrave, Caledon, Peel, ON MLS® W14151192

Residential Freehold (Detached)

$3490999.0
  • 3 +3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
AN EXTRAORDINARY LUXURY ESTATE WHERE ELEGANCE, INNOVATION & GRANDEUR UNITE!Set on a premium lot just shy of 2 acres, this remarkable estate showcases
49 Photos
Last Updated : 7 Days ago
15 Caledon Mountain Drive, Peel, ON , MLS #W13768664 , Image - 1

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15 Caledon Mountain Drive Rural Caledon, Caledon, Peel, ON MLS® W13768664

Residential Freehold (Detached)

$2795000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
No need for AI embellishment here! This one-of-a-kind, 3.3 acre country retreat located just outside the quaint hamlet of Belfountain is pretty perfec
36 Photos
Last Updated : 7 Days ago
7 Walton Drive, Peel, ON , MLS #W13819302 , Image - 1

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7 Walton Drive Palgrave, Caledon, Peel, ON MLS® W13819302

Residential Freehold (Detached)

$2999995.0
  • 5 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 7 Walton Drive in Palgrave Estates on Over 2 Acres, This House has 8 Bedrooms, 6 Bathroom, 2468 Sq ft. Finished Walkout Basement , Stunnin
50 Photos
Last Updated : 8 Days ago
16167 Mclaughlin Road, Peel, ON , MLS #W13461856 , Image - 1

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16167 Mclaughlin Road Inglewood, Caledon, Peel, ON MLS® W13461856

Residential Freehold (Detached)

$2450000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This spectacular 4-bedroom, 4-washroom detached estate is situated on one of Inglewood's finest 8-acre lots, just 50 minutes from Toronto. This modern
40 Photos
Last Updated : 8 Days ago
15466 The Gore Road, Peel, ON , MLS #W13078716 , Image - 1

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15466 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13078716

Residential Freehold (Detached)

$16800000.0
  • 7 Beds
  • 9 Baths
  • 5000 + sq-ft
15466 & 15430 Gore Road Stonebridge Estate. An Extraordinary, Fully Renovated Estate By Award-Winning Chatsworth Fine Homes With Interiors By Jane Loc
39 Photos
Last Updated : 8 Days ago
2097 Grange Side Road, Peel, ON , MLS #W13573998 , Image - 1

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2097 Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13573998

Residential Freehold (Detached)

$7600000.0
  • 8 +1 Beds
  • 9 Baths
  • 5000 + sq-ft
One of Caledon's Most Spectacular Estates with Breathtaking Views of the Caledon Landscape and Toronto Skyline, this estate is the epitome of luxury l
49 Photos
Last Updated : 9 Days ago
3742 Mayfield Road, Peel, ON , MLS #W14114716 , Image - 1

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3742 Mayfield Road Rural Caledon, Caledon, Peel, ON MLS® W14114716

Residential Freehold (Detached)

$2450000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
EXCELLENT Custom Built Home, with Investment and Future development opportunity on the Caledon-Brampton border! Set on just under an acre(120 ft Front
2 Photos
Last Updated : 11 Days ago
0 Beech Grove Side Road, Peel, ON , MLS #W13832910 , Image - 1
0 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13832910

Residential Freehold (Vacant Land)

$2799000.0
2 PINS for 1 Price. 2 Houses Can Be Build and Additional ARUs **Not For Everyone-And That Is Precisely The Point.** For Those With The Vision And Mean
50 Photos
Last Updated : 12 Days ago
17711 Humber Station Road, Peel, ON , MLS #W13808446 , Image - 1

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17711 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W13808446

Residential Freehold (Detached)

$3175000.0
price drop iconPrice drop by 6.6%
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAI
48 Photos
Last Updated : 13 Days ago
19769 Willoughby Road, Peel, ON , MLS #W14130004 , Image - 1

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19769 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W14130004

Residential Freehold (Detached)

$2048000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning custom-built bungalow showcases exceptional craft
48 Photos
Last Updated : 15 Days ago
18101 Shaws Creek Road, Peel, ON , MLS #W14120446 , Image - 1

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18101 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W14120446

Residential Freehold (Detached)

$4495000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
A country estate with a story to tell. Welcome to Belain Farm, an extraordinary 96-acre property in the heart of Caledon, where timeless beauty and ci
49 Photos
Last Updated : 17 Days ago
40 Walton Drive, Peel, ON , MLS #W14112872 , Image - 1

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40 Walton Drive Palgrave, Caledon, Peel, ON MLS® W14112872

Residential Freehold (Detached)

$2899900.0
  • 4 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-built estate, where the glamour, individuality and a
1 Photos
Last Updated : 19 Days ago
3771 Old School Road, Peel, ON
3771 Old School Road Rural Caledon, Caledon, Peel, ON MLS® W13874596

Residential Freehold (Detached)

$3999900.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
TOP 5 reasons to BUY THIS BEAUTIFUL PROPERTY #1) 2.82 ACRES of Prime Land with Fully RENOVATED CUSTOM Built Bungalow (right next door to Caledon Fairg
38 Photos
Last Updated : 19 Days ago
15305 Mount Pleasant Road, Peel, ON , MLS #W14110812 , Image - 1

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15305 Mount Pleasant Road Rural Caledon, Caledon, Peel, ON MLS® W14110812

Residential Freehold (Detached)

$2699000.0
  • 3 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Car enthusiasts/Hobbyists take a look at this! Almost 5,000 square feet of secure and monitored garage storage spanning across 3 out buildings! Like
50 Photos
Last Updated : 22 Days ago
20 Glassford Court, Peel, ON , MLS #W13020788 , Image - 1

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20 Glassford Court Caledon Village, Caledon, Peel, ON MLS® W13020788

Residential Freehold (Detached)

$3850000.0
price drop iconPrice drop by 3.7%
  • 6 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Compl
50 Photos
Last Updated : 22 Days ago
15366 The Gore Road, Peel, ON , MLS #W13536462 , Image - 1

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15366 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13536462

Residential Freehold (Farm)

$7000000.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this exceptional 96-acre farm estate, offering a rare combination of natural beauty, functionality, and long-term potential. Framed by swee
50 Photos
Last Updated : 22 Days ago
7735 Old Church Road, Peel, ON , MLS #W14011644 , Image - 1

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7735 Old Church Road Rural Caledon, Caledon, Peel, ON MLS® W14011644

Residential Freehold (Detached)

$4350000.0
  • 3 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional distinguished Caledon estate, custom-built luxury bungalow over 7700+ sq.ft. of living space set on 10 meticulously maintained acres, offe
39 Photos
Last Updated : 23 Days ago
18137 Cataract Road, Peel, ON , MLS #W14095754 , Image - 1

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18137 Cataract Road Rural Caledon, Caledon, Peel, ON MLS® W14095754

Residential Freehold (Duplex)

$2899900.0
  • 7 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
This is the one you've been waiting for! Enjoy the best of country living without the hassle of renovations. Completely transformed from the studs out
50 Photos
Last Updated : 23 Days ago
16735 Shaws Creek Road, Peel, ON , MLS #W13804054 , Image - 1

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16735 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13804054

Residential Freehold (Detached)

$4699000.0
  • 3 +2 Beds
  • 8 Baths
  • 3500-5000 sq-ft
3% to the selling broker. This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in
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