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Caledon, ON Luxury Homes

Showing results 1 - 30 of 112

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: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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48 Photos
Last Updated : 15 Hours ago
55 William Crisp Drive E, Peel, ON , MLS #W13668988 , Image - 1
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55 William Crisp Drive E Alton, Caledon, Peel, ON MLS® W13668988

Residential Freehold (Detached)

$2232500.0
  • 5 +0 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this Exceptional Custom-Built Estate Located in one of Caledon's Most Prestigious Luxury Communities. Situated on a Massive Premium Approx.
1 Photos
Last Updated : 17 Hours ago
13186 Airport Road E, Peel, ON
13186 Airport Road E Rural Caledon, Caledon, Peel, ON MLS® W13668634

Residential Freehold (Detached)

$2499922.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
fully upgraded (renovated), no one lived after Renovate, on Airport Rd on big lot, good size 4 bedrooms, Sep living and family rooms. Finished Basemen
50 Photos
Last Updated : 18 Hours ago
19246 Centreville Creek Road, Peel, ON , MLS #W13653982 , Image - 1

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19246 Centreville Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13653982

Residential Freehold (Farm)

$5999900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
//Spectacular **50 Acres** Country Estate Farmland Property With Stunning Views In Prestigious Rural Caledon !! Rare Opportunity To Own A Truly Pictu
50 Photos
Last Updated : 1 Day ago
2882 Charleston Side Road, Peel, ON , MLS #W13598670 , Image - 1

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2882 Charleston Side Road Caledon Village, Caledon, Peel, ON MLS® W13598670

Residential Freehold (Detached)

$2999999.0
  • 6 Beds
  • 7 Baths
  • 5000 + sq-ft
Experience luxury in this newly constructed custom estate set on a rare premium 70' x 342' lot spanning over half an acre. Offering more than 6,200 sq
35 Photos
Last Updated : 1 Day ago
13478 Hurontario Street, Peel, ON , MLS #W12945704 , Image - 1

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13478 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W12945704

Residential Freehold (Detached)

$4599900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Prime Location! 3.44 Acres Of Future Development Land Designated As New Employment Area In HighDemand Area. All Flat Usable Land Conveniently Located
1 Photos
Last Updated : 2 Days ago
82 William Crisp Drive, Peel, ON
82 William Crisp Drive Alton, Caledon, Peel, ON MLS® W13659944

Residential Freehold (Detached)

$2295000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Featuring one of Osprey Mills' most desirable bungalow design, this exceptional ranch-style residence is perched on a spectacular 3/4 acre estate lot
48 Photos
Last Updated : 2 Days ago
20 Buckstown Trail, Peel, ON , MLS #W13650024 , Image - 1

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20 Buckstown Trail Palgrave, Caledon, Peel, ON MLS® W13650024

Residential Freehold (Detached)

$2499000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
First time offered! Nestled in one of Palgrave's most sought-after enclaves, this exceptional 3-bedroom plus den custom-built bungalow sits on a premi
50 Photos
Last Updated : 2 Days ago
18250 Duffy's Lane, Peel, ON , MLS #W13601824 , Image - 1

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18250 Duffy's Lane Rural Caledon, Caledon, Peel, ON MLS® W13601824

Residential Freehold (Detached)

$5499000.0
  • 3 +1 Beds
  • 4 Baths
  • 5000 + sq-ft
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular
43 Photos
Last Updated : 3 Days ago
18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

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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
50 Photos
Last Updated : 5 Days ago
6 Country Lane Drive, Peel, ON , MLS #W13537978 , Image - 1

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6 Country Lane Drive Palgrave, Caledon, Peel, ON MLS® W13537978

Residential Freehold (Detached)

$2399000.0
  • 5 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
This Custom-Built Caledon Estate Sitting On 3.74 Acres Of Manicured Grounds, Offering Unmatched Privacy, Breathtaking Presence, And A Lifestyle Reserv
49 Photos
Last Updated : 6 Days ago
446 The Grange Side Road, Peel, ON , MLS #W13646518 , Image - 1

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446 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13646518

Residential Freehold (Detached)

$4750000.0
  • 3 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Located in one of the most desirable pockets of Caledon, 446 The Grange Side Road is situated on over 11 acres of wooded grounds and manicured open vi
40 Photos
Last Updated : 6 Days ago
128 Haines Drive, Peel, ON , MLS #W13643024 , Image - 1

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128 Haines Drive Bolton East, Caledon, Peel, ON MLS® W13643024

Residential Freehold (Detached)

$2274900.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A Rare Opportunity To Own One Of Bolton's Finest Custom-Built Residences. Nestled on a quiet private cul-de-sac and situated on an exceptional extra-d
49 Photos
Last Updated : 7 Days ago
20341 St Andrews Road, Peel, ON , MLS #W13635326 , Image - 1

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20341 St Andrews Road Rural Caledon, Caledon, Peel, ON MLS® W13635326

Residential Freehold (Rural Residential)

$3200000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 20341 St. Andrews Road, Caledon-a rare country estate where exceptional outdoor living meets endless possibilities. Set on an impressive 77
41 Photos
Last Updated : 8 Days ago
4 Tranquility Court, Peel, ON , MLS #W13518834 , Image - 1

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4 Tranquility Court Palgrave, Caledon, Peel, ON MLS® W13518834

Residential Freehold (Detached)

$2199000.0
  • 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
50 Photos
Last Updated : 8 Days ago
13 Doctor Reynar Road, Peel, ON , MLS #W13633904 , Image - 1

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13 Doctor Reynar Road Palgrave, Caledon, Peel, ON MLS® W13633904

Residential Freehold (Detached)

$2599999.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies timeless elegance and uncompromising luxury while o
37 Photos
Last Updated : 8 Days ago
5809 Beech Grove Side Rd Side Road, Peel, ON , MLS #W13626786 , Image - 1

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5809 Beech Grove Side Rd Side Road Rural Caledon, Caledon, Peel, ON MLS® W13626786

Residential Freehold (Rural Residential)

$9950000.0
  • 5 +4 Beds
  • 7 Baths
  • 5000 + sq-ft
Situated on a prime 46+ acre corner lot with 10,000 sq ft + custom built luxury ranch bungalow. The main house has 9 bedrooms, 7 bathrooms inclusive o
40 Photos
Last Updated : 11 Days ago
255 Amos Drive, Peel, ON , MLS #W13629928 , Image - 1

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255 Amos Drive Palgrave, Caledon, Peel, ON MLS® W13629928

Residential Freehold (Detached)

$2499900.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Set in the prestigious neighborhood of Palgrave, this exceptional 4,000 sq ft residence is a masterclass in luxury living and refined design. Surround
32 Photos
Last Updated : 12 Days ago
7190 King Street, Peel, ON , MLS #W13616516 , Image - 1

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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
47 Photos
Last Updated : 12 Days ago
13207 Centreville Creek Drive, Peel, ON , MLS #W12861058 , Image - 1

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13207 Centreville Creek Drive Rural Caledon, Caledon, Peel, ON MLS® W12861058

Residential Freehold (Detached)

$2500000.0
price drop iconPrice drop by 16.1%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional Opportunity for Buyers & Investors! Set on an expansive 10-acre parcel, this unique beautiful property features a cozy 3+1 Bedroom detache
15 Photos
Last Updated : 12 Days ago
18118 Heart Lake Road, Peel, ON , MLS #W13625704 , Image - 1

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18118 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13625704

Residential Freehold (Detached)

$2289000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional custom-built stone and brick residence nestled on a private2.25-acre estate lot surrounded by breathtaking countryside vie
27 Photos
Last Updated : 13 Days ago
7048 King Street, Peel, ON , MLS #W13621866 , Image - 1

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7048 King Street Rural Caledon, Caledon, Peel, ON MLS® W13621866

Residential Freehold (Detached)

$3199000.0
  • 7 +5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
10+ acre corner property featuring TWO homes, TWO separate driveways, and frontage on TWO roads (King Street/Centreville Creek Road). Theproperty offe
50 Photos
Last Updated : 13 Days ago
4175 Beech Grove, Peel, ON , MLS #W13621500 , Image - 1

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4175 Beech Grove Rural Caledon, Caledon, Peel, ON MLS® W13621500

Residential Freehold (Detached)

$3999999.0
  • 4 +2 Beds
  • 7 Baths
  • 2000-2500 sq-ft
Welcome to an extraordinary private estate set on over 38 acres in the rolling countryside of Caledon. This rare offering combines luxury living, natu
42 Photos
Last Updated : 14 Days ago
16158 Mount Pleasant Road, Peel, ON , MLS #W13618062 , Image - 1

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16158 Mount Pleasant Road Palgrave, Caledon, Peel, ON MLS® W13618062

Residential Freehold (Detached)

$3699000.0
  • 4 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to your Dream Home nestled in the picturesque countryside of Palgrave! This recently constructed, estate home sits on over 3 acres of meticulo
38 Photos
Last Updated : 14 Days ago
20855 Shaws Creek Road, Peel, ON , MLS #W13577360 , Image - 1

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

Residential Freehold (Detached)

$2795000.0
  • 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
8 Photos
Last Updated : 14 Days ago
8575 Patterson Side Road, Peel, ON , MLS #W13141784 , Image - 1

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8575 Patterson Side Road Rural Caledon, Caledon, Peel, ON MLS® W13141784

Residential Freehold (Rural Residential)

$9000000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Investment opportunity! 80 acres of land banking across from urban boundary of Palgrave. Buy and hold land. Strong potential long term for investment
25 Photos
Last Updated : 15 Days ago
17300 St. Andrews Road, Peel, ON , MLS #W13235950 , Image - 1

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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
The Fairways, 17300 St. Andrews Road, Caledon. Perched on a hill, south of the Escarpment Side Road is a stunning 25-acre country estate with unobstru
50 Photos
Last Updated : 15 Days ago
14728 Heritage Road, Peel, ON , MLS #W13215176 , Image - 1

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14728 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W13215176

Residential Freehold (Detached)

$2174900.0
price drop iconPrice drop by 1.1%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stu
41 Photos
Last Updated : 15 Days ago
6425 Old Church Road, Peel, ON , MLS #W13429926 , Image - 1

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6425 Old Church Road Caledon East, Caledon, Peel, ON MLS® W13429926

Residential Freehold (Detached)

$2099900.0
price drop iconPrice drop by 4.5%
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless po
50 Photos
Last Updated : 16 Days ago
15520 Horseshoe Hill Road, Peel, ON , MLS #W13558786 , Image - 1

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15520 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13558786

Residential Freehold (Detached)

$5797000.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to your private retreat, an extraordinary estate where sophisticated design, impeccable craftsmanship and exceptional functionality come toget
50 Photos
Last Updated : 18 Days ago
13289 Innis Lake Road, Peel, ON , MLS #W13462682 , Image - 1

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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
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