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Caledon, ON Luxury Homes

Showing results 1 - 30 of 40

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: December 20, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
43 Photos
Last Updated : 23 Hours ago
15633 Kennedy Road, Peel, ON , MLS #W12643572 , Image - 1
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15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12643572

Residential Freehold (Detached)

$2999900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Idyllic Rural Caledon Location, A Winding Driveway Takes You To A Breathtaking 25-Acre Estate WithRolling Hills, ~8 acres Farmland, Offering Unparalle
40 Photos
Last Updated : 1 Day ago
5846 Boston Mills Road, Peel, ON , MLS #W12463419 , Image - 1

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5846 Boston Mills Road Rural Caledon, Caledon, Peel, ON MLS® W12463419

Residential Freehold (Farm)

$2975000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Primely Located in a rapidly changing area this 15.01-acre flat and mostly clear agricultural land parcel with significant development potential. Loca
40 Photos
Last Updated : 4 Days ago
12777 Mississauga Road, Peel, ON , MLS #W12634822 , Image - 1

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12777 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12634822

Residential Freehold (Detached)

$2299000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 12777 Mississauga Rd in Caledon. This raised bungalow sits on 1.03 acres with 3 bedrooms and 2 full bathrooms. Additional living space in t
50 Photos
Last Updated : 5 Days ago
12031 The Gore Road, Peel, ON , MLS #W12423455 , Image - 1

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12031 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W12423455

Residential Freehold (Detached)

$4999000.0
  • 6 Beds
  • 7 Baths
  • 5000 + sq-ft
Absolute Show Stopper!! Located on 3/4 Of an Acre on The Caledon/Brampton Border. New Custom House With 6 Bedrooms + Den, 6 Washrooms, 4 Car Garage Wi
27 Photos
Last Updated : 6 Days ago
12 Flaherty Lane, Peel, ON , MLS #W12614826 , Image - 1

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12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12614826

Residential Freehold (Detached)

$4599000.0
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
WELCOME TO FLAHERTY LANE!! One of Caledon's most prestigious estate style developments. This newly renovated home sitting on 10 acres was gutted from
2 Photos
Last Updated : 9 Days ago
12692 Hurontario Street, Peel, ON , MLS #W12134204 , Image - 1
12692 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W12134204

Residential Freehold (Detached)

$4000000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Prime 2+ Acre Development Opportunity on Highway 10/410. This rare 2+ acre parcel offers exceptional future development potential, ideally located
2 Photos
Last Updated : 10 Days ago
7640 King Street, Peel, ON , MLS #W12190249 , Image - 1
7640 King Street Rural Caledon, Caledon, Peel, ON MLS® W12190249

Residential Freehold (Rural Residential)

$4200000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
This property is included in the development are for Caledon. Prime white belt 4.93-Acre Property in Caledon. Exceptional Development Situated in a r
38 Photos
Last Updated : 14 Days ago
2140 Charleston Side Road, Peel, ON , MLS #W11885251 , Image - 1

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2140 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W11885251

Residential Freehold (Vacant Land)

$3900000.0
The Opportunities Are Endless For This Beautiful Picturesque 51.81 Acres Situated Just West Of Caledon Village. Scenic Views Of Rolling Terrain, Both
38 Photos
Last Updated : 15 Days ago
50 Lyonsview Lane, Peel, ON , MLS #W12330251 , Image - 1

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50 Lyonsview Lane Cheltenham, Caledon, Peel, ON MLS® W12330251

Residential Freehold (Detached)

$2549900.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To The Village Of Cheltenham! This Stunning Executive Estate Sits At The End Of The Coveted Lyonsview Lane Cul-De-Sac. Luxuriously Renovated,
3 Photos
Last Updated : 18 Days ago
Part Lot 27, Conc 7 N/A, Peel, ON , MLS #W12594272 , Image - 1
Part Lot 27, Conc 7 N/A Palgrave, Caledon, Peel, ON MLS® W12594272

Residential Freehold (Vacant Land)

$3800000.0
  • < 700 sq-ft
9.056 Acre corner lot abutting the Palgrave Equestrian Park. This parcel of land is in phase two of a development with an application submitted to sub
50 Photos
Last Updated : 18 Days ago
211 Pine Avenue, Peel, ON , MLS #W12506994 , Image - 1

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211 Pine Avenue Palgrave, Caledon, Peel, ON MLS® W12506994

Residential Freehold (Detached)

$2049900.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 211 Pine Avenue - a stunning, brand new custom-built bungalow offering over 3,600 sq ft of finished living space on a premium lot with a pr
50 Photos
Last Updated : 22 Days ago
508 King Street E, Peel, ON , MLS #W12583534 , Image - 1

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508 King Street E Bolton North, Caledon, Peel, ON MLS® W12583534

Residential Freehold (Detached)

$2598000.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
An Architectural Masterpiece Nestled On An Expansive 0.84- Acre Lot In The Prestigious Valley of Bolton. This Opulent Estate Embodies Unparalleled Ele
14 Photos
Last Updated : 30 Days ago
17130 The Gore Road, Peel, ON , MLS #W12543206 , Image - 1

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17130 The Gore Road Caledon East, Caledon, Peel, ON MLS® W12543206

Residential Freehold (Detached)

$2299000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
JUST ONE WORD !! WOW !! Nestled on 48 acres of picturesque countryside, this property is a sanctuary of endless possibilities. The original barn, boas
39 Photos
Last Updated : 31 Days ago
98 William Crisp Drive, Peel, ON , MLS #W12558298 , Image - 1

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98 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12558298

Residential Freehold (Detached)

$2099900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Client RemarksLuxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft M
50 Photos
Last Updated : 35 Days ago
17397 Humber Station Road, Peel, ON , MLS #W12480591 , Image - 1

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17397 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W12480591

Residential Freehold (Detached)

$2389900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a
50 Photos
Last Updated : 35 Days ago
14766 Highway 50 Avenue, Peel, ON , MLS #W12546364 , Image - 1

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14766 Highway 50 Avenue Rural Caledon, Caledon, Peel, ON MLS® W12546364

Residential Freehold (Detached)

$2365000.0
  • 4 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A rare opportunity on the edge of Bolton! Set on a sprawling 1.16-acre lot this completely renovated gem offers the ultimate blend of privacy, functio
31 Photos
Last Updated : 36 Days ago
53 Holly Lane, Peel, ON , MLS #W12542906 , Image - 1

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53 Holly Lane Alton, Caledon, Peel, ON MLS® W12542906

Residential Freehold (Detached)

$2099999.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury Executive Detached Estate Home in the prestigious Osprey Mills community, situated on a spacious 3/4 acre lot. Offering 3,252 sq. ft. above gra
50 Photos
Last Updated : 48 Days ago
14728 Heritage Road, Peel, ON , MLS #W12036775 , Image - 1

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14728 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W12036775

Residential Freehold (Detached)

$2499900.0
price drop iconPrice drop by 13.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 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 st
40 Photos
Last Updated : 48 Days ago
14650 Heart Lake Road, Peel, ON , MLS #W12428214 , Image - 1

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14650 Heart Lake Road Inglewood, Caledon, Peel, ON MLS® W12428214

Residential Freehold (Detached)

$6925000.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Bursting with charm and storied in history. This 1864 gem and 5 out buildings are with period features and old-world character. The Alexander Smith fa
50 Photos
Last Updated : 57 Days ago
21 Southridge Trail, Peel, ON , MLS #W12481137 , Image - 1

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21 Southridge Trail Rural Caledon, Caledon, Peel, ON MLS® W12481137

Residential Freehold (Detached)

$2499900.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 21 Southridge Trail! An exceptional 10-acre country property nestled on a quiet private road. This home offers just under 7,000 sq. ft. (on
1 Photos
Last Updated : 74 Days ago
0 Shaws Creek Road, Peel, ON
0 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W12416935

Residential Freehold (Vacant Land)

$3900000.0
!!Attention Builders/Investors!! Secure your very own 18.45 acres of prime land in Caledon,perfectly situated with impressive 1800 feet frontage on Hw
49 Photos
Last Updated : 80 Days ago
91 Logan Road, Peel, ON , MLS #W12436719 , Image - 1

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91 Logan Road Palgrave, Caledon, Peel, ON MLS® W12436719

Residential Freehold (Detached)

$2999999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Experience refined rural luxury living at 91 Logan Road in this newly built modern contemporary estate located in the highly coveted Rural Caledon. Se
28 Photos
Last Updated : 85 Days ago
16473 Mount Pleasant Road, Peel, ON , MLS #W12206937 , Image - 1

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16473 Mount Pleasant Road Rural Caledon, Caledon, Peel, ON MLS® W12206937

Residential Freehold (Farm)

$4999000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Positioned on one of the highest elevations in north Caledon is this near 100 acre farm surrounded by large private estates. Beyond the gates, down a
41 Photos
Last Updated : 87 Days ago
15139 Rockside Road, Peel, ON , MLS #W12278345 , Image - 1

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15139 Rockside Road Rural Caledon, Caledon, Peel, ON MLS® W12278345

Residential Freehold (Detached)

$2899999.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Discover the perfect blend of luxury and convenience with this stunning property that features TWO separate homes within the property. This property i
34 Photos
Last Updated : 87 Days ago
2654 Forks Of The Credit Road, Peel, ON , MLS #W12210605 , Image - 1

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2654 Forks Of The Credit Road Rural Caledon, Caledon, Peel, ON MLS® W12210605

Residential Freehold (Detached)

$2399000.0
  • 3 +3 Beds
  • 4 Baths
  • 5000 + sq-ft
This stunning Bed & Breakfast license ready property, just 10 minutes from Brampton and 20 minutes from Mississauga, is nestled in the scenic Caledon
3 Photos
Last Updated : 87 Days ago
14671 Bramalea Road, Peel, ON , MLS #W12188251 , Image - 1
14671 Bramalea Road Rural Caledon, Caledon, Peel, ON MLS® W12188251

Residential Freehold (Vacant Land)

$6225000.0
Explore the potential of this expansive 71.82-acre property. For those with a passion for the great outdoors this land showcases a diverse mix of farm
40 Photos
Last Updated : 90 Days ago
1 Farmer's Lane, Peel, ON , MLS #W12392215 , Image - 1

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1 Farmer's Lane Bolton East, Caledon, Peel, ON MLS® W12392215

Residential Freehold (Detached)

$2199000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Experience refined living at its finest in this extraordinary custom-built estate, where timeless elegance meets superior craftsmanship. From the mome
50 Photos
Last Updated : 90 Days ago
16718 Caledon King Townline N, Peel, ON , MLS #W12383910 , Image - 1

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16718 Caledon King Townline N Palgrave, Caledon, Peel, ON MLS® W12383910

Residential Freehold (Farm)

$3850000.0
  • 5 Beds
  • 2 Baths
  • 3500-5000 sq-ft
Welcome To 16718 Caledon King Townline N, A Rare Hobby Farm Estate On Nearly 25 Scenic Acres In Caledon. Behind The Gated Entrance Lies A Property Tha
40 Photos
Last Updated : 91 Days ago
6901 Castlederg Side Road, Peel, ON , MLS #W12371456 , Image - 1

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6901 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12371456

Residential Freehold (Detached)

$2330000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top five reasons to call this your perfect home! 1.13.5 acres with eye-catching picturesque landscape with a 5 bedroom 3500 +sqft bungalow. Ample park
46 Photos
Last Updated : 154 Days ago
14812 Centreville Creek Road, Peel, ON , MLS #40752909 , Image - 1

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14812 Centreville Creek Road Rural Caledon, Caledon, Peel, ON MLS® 40752909

Residential (Single Family Residence)

$2199000
  • 5 Beds
  • 2 Baths
  • 2906 sq-ft
Discover the ideal harmony of tranquil country living and urban convenience at this meticulously maintainedproperty in prestigious Caledon. This excep
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