Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Caledon, ON Luxury Homes

Showing results 1 - 30 of 114

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: 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)
2 Photos
Last Updated : 11 Hours 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
**Not For Everyone-And That Is Precisely The Point.** For Those With The Vision And Means To Create Something Truly Exceptional, This Remarkable 103-A
45 Photos
Last Updated : 11 Hours ago
23 Granite Stones Drive, Peel, ON , MLS #W13670564 , Image - 1

Like What you see?

23 Granite Stones Drive Rural Caledon, Caledon, Peel, ON MLS® W13670564

Residential Freehold (Detached)

$2150000.0
price drop iconPrice drop by 4.4%
  • 4 Beds
  • 6 Baths
  • 3000-3500 sq-ft
A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned within its natural surroundings, well back from t
18 Photos
Last Updated : 1 Day ago
18584 The Gore Road, Peel, ON , MLS #W13827282 , Image - 1

Like What you see?

18584 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13827282

Residential Freehold (Detached)

$2400000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
One Of Caledon's Most Scenic, Stunning Properties. Set Privately, Bordered By Mature Trees & Forest Yet Open To The 28 Acres Of Rolling Hills & Trails
50 Photos
Last Updated : 2 Days ago
16718 Caledon King Townline N, Peel, ON , MLS #W13428300 , Image - 1

Like What you see?

16718 Caledon King Townline N Palgrave, Caledon, Peel, ON MLS® W13428300

Residential Freehold (Detached)

$2998000.0
  • 5 Beds
  • 2 Baths
  • 3500-5000 sq-ft
Welcome To 16718 Caledon King Townline N An Exceptional Opportunity To Own A Private Country Estate On Nearly 25 Acres In Prestigious Palgrave. Tucked
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
46 Photos
Last Updated : 2 Days ago
11 Prince Andrew Drive, Peel, ON , MLS #W13747140 , Image - 1

Like What you see?

11 Prince Andrew Drive Rural Caledon, Caledon, Peel, ON MLS® W13747140

Residential Freehold (Detached)

$2144000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and
32 Photos
Last Updated : 2 Days ago
7190 King Street, Peel, ON , MLS #W13616516 , Image - 1

Like What you see?

7190 King Street Rural Caledon, Caledon, Peel, ON MLS® W13616516

Residential Freehold (Detached)

$2900000.0
  • 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
Open House : Sun Sep 27, 01:00 PM to 05:00 PM
2 Photos
Last Updated : 2 Days ago
16631 Mount Hope Road, Peel, ON , MLS #W13828724 , Image - 1
16631 Mount Hope Road Palgrave, Caledon, Peel, ON MLS® W13828724

Residential Freehold (Vacant Land)

$2450000.0
  • < 700 sq-ft
[16631 Mount Hope Road, Caledon] 45+ Acres Approx. | 4-Acre Private Pond | Mature Forest | Private Trails. [PROPERTY] A truly rare opportunity
33 Photos
Last Updated : 2 Days ago
15191 Airport Road, Peel, ON , MLS #W13827252 , Image - 1

Like What you see?

15191 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W13827252

Residential Freehold (Detached)

$2599000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this incredible meticulously kept and built residence (2005) situated on a sprawling, private 1-acre lot! Offering unmatched versatility, t
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
13289 Innis Lake Road, Peel, ON , MLS #W13462682 , Image - 1

Like What you see?

13289 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13462682

Residential Freehold (Detached)

$8000000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Exceptional 10-acre country estate offering privacy, versatility, and outstanding lifestyle amenities. This spacious 2-storey brick home features a re
49 Photos
Last Updated : 2 Days ago
15 Caledon Mountain Drive, Peel, ON , MLS #W13768664 , Image - 1

Like What you see?

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
43 Photos
Last Updated : 2 Days ago
16089 Shaws Creek Road, Peel, ON , MLS #W13827304 , Image - 1

Like What you see?

16089 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13827304

Residential Freehold (Detached)

$3495000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & TrailsOriginally built in 1860 by the McEachern family, this Grand Victorian far
44 Photos
Last Updated : 3 Days ago
27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

Like What you see?

27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13822806

Residential Freehold (Detached)

$2225000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Magnificent Georgian Estate in Prestigious Caledon! Welcome to an extraordinary 5-bedroom, 3-bathroom Georgian fieldstone estate on 2.6 private acres,
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
41 Photos
Last Updated : 3 Days ago
4 Tranquility Court, Peel, ON , MLS #W13753596 , Image - 1

Like What you see?

4 Tranquility Court Palgrave, Caledon, Peel, ON MLS® W13753596

Residential Freehold (Detached)

$2049000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby
43 Photos
Last Updated : 3 Days ago
18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

Like What you see?

18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically
38 Photos
Last Updated : 3 Days ago
20855 Shaws Creek Road, Peel, ON , MLS #W13577360 , Image - 1

Like What you see?

20855 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13577360

Residential Freehold (Detached)

$2395000.0
price drop iconPrice drop by 14.3%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country pr
50 Photos
Last Updated : 4 Days ago
20 Glassford Court, Peel, ON , MLS #W13020788 , Image - 1

Like What you see?

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
36 Photos
Last Updated : 4 Days ago
7 Walton Drive, Peel, ON , MLS #W13819302 , Image - 1

Like What you see?

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

Residential Freehold (Detached)

$2999995.0
  • 5 +2 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to 7 Walton Drive in Palgrave Estates on Over 2 Acres, This House has 7 Bedrooms, 6 Bathroom, Finish Walkout Basement, Stunning Panoramic View
50 Photos
Last Updated : 4 Days ago
1749 Station Road, Peel, ON , MLS #W13114550 , Image - 1

Like What you see?

1749 Station Road Rural Caledon, Caledon, Peel, ON MLS® W13114550

Residential Freehold (Detached)

$2499000.0
price drop iconPrice drop by 10.4%
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and ano
19 Photos
Last Updated : 5 Days ago
91 Troiless Street, Peel, ON , MLS #W13790244 , Image - 1

Like What you see?

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 : 5 Days ago
4 Ingleview Drive, Peel, ON , MLS #W13722256 , Image - 1

Like What you see?

4 Ingleview Drive Inglewood, Caledon, Peel, ON MLS® W13722256

Residential Freehold (Detached)

$2250000.0
  • 4 Beds
  • 4 Baths
  • 5000 + sq-ft
Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with pr
50 Photos
Last Updated : 5 Days ago
7 Proctor Avenue, Peel, ON , MLS #W13814062 , Image - 1

Like What you see?

7 Proctor Avenue Rural Caledon, Caledon, Peel, ON MLS® W13814062

Residential Freehold (Detached)

$2595000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Set amidst the natural beauty & privacy of prestigious Millcreek Estates, this exceptional 2-storey estate offers an extraordinary 2.74-Acre setting i
45 Photos
Last Updated : 5 Days ago
4 Woodlot Court, Peel, ON , MLS #W13496264 , Image - 1

Like What you see?

4 Woodlot Court Palgrave, Caledon, Peel, ON MLS® W13496264

Residential Freehold (Detached)

$2729000.0
price drop iconPrice drop by 3.5%
  • 8 Beds
  • 7 Baths
  • 5000 + sq-ft
Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at it's finest! This majestic property is nothing shor
49 Photos
Last Updated : 5 Days ago
4845 Escarpment Side Road, Peel, ON , MLS #W13764100 , Image - 1

Like What you see?

4845 Escarpment Side Road Rural Caledon, Caledon, Peel, ON MLS® W13764100

Residential Freehold (Rural Residential)

$2498000.0
  • 4 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath
28 Photos
Last Updated : 6 Days ago
21170 Shaws Creek Road, Peel, ON , MLS #W13687636 , Image - 1

Like What you see?

21170 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13687636

Residential Freehold (Rural Residential)

$2389000.0
price drop iconPrice drop by 7.7%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just south of Orangeville. This 92-acre property offers
47 Photos
Last Updated : 6 Days ago
7 Maple Meadow Court, Peel, ON , MLS #W13744042 , Image - 1

Like What you see?

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 2.8 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with a
50 Photos
Last Updated : 6 Days ago
21 Edgewild Drive, Peel, ON , MLS #W13809174 , Image - 1

Like What you see?

21 Edgewild Drive Palgrave, Caledon, Peel, ON MLS® W13809174

Residential Freehold (Detached)

$12998888.0
  • 4 +2 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to The Grand Palgrave Manor, a landmark custom estate set on 3.16 professionally landscaped acres in prestigious Palgrave, backing onto the re
25 Photos
Last Updated : 6 Days ago
17300 St. Andrews Road, Peel, ON , MLS #W13235950 , Image - 1

Like What you see?

17300 St. Andrews Road Rural Caledon, Caledon, Peel, ON MLS® W13235950

Residential Freehold (Rural Residential)

$5750000.0
  • 2 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
Golf Fairways, 17300 St. Andrews Road, Caledon. Paintbrush Golf Course - Perched on a hill, south of the Escarpment Side Road is a stunning 25-acre co
50 Photos
Last Updated : 6 Days ago
17711 Humber Station Road, Peel, ON , MLS #W13808446 , Image - 1

Like What you see?

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

Residential Freehold (Detached)

$3399999.0
  • 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
22 Photos
Last Updated : 9 Days ago
14130 Creditview Road, Peel, ON , MLS #W13601720 , Image - 1

Like What you see?

14130 Creditview Road Rural Caledon, Caledon, Peel, ON MLS® W13601720

Residential Freehold (Vacant Land)

$4800000.0
Situated at the intersection of King Road and Creditview Road, and neighbouring the highly sought-after and picturesque village of Cheltenham Village,
32 Photos
Last Updated : 9 Days ago
330 Macdonald Street, Peel, ON , MLS #W13804432 , Image - 1

Like What you see?

330 Macdonald Street Inglewood, Caledon, Peel, ON MLS® W13804432

Residential Freehold (Detached)

$3199000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional custom-built Laurenden Homes bungaloft, nestled on a premium ravine lot in the prestigious hamlet of Inglewood. Offering o
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Tell us a Little about yourself!