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Caledon, ON Luxury Homes

Showing results 1 - 25 of 25

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: February 12, 2026

27 Photos

7048 King Street, Peel, ON , MLS #W12781318 , Image - 1

7048 King Street Rural Caledon, Caledon, Peel, ON MLS® W12781318

Residential Freehold (Detached)

$3299000.0

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). The main residen

50 Photos

508 King Street E, Peel, ON , MLS #W12768554 , Image - 1

508 King Street E Bolton North, Caledon, Peel, ON MLS® W12768554

Residential Freehold (Detached)

$2250000.0

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

27 Photos

12 Flaherty Lane, Peel, ON , MLS #W12614826 , Image - 1

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

Residential Freehold (Detached)

$3999900.0

Price drop by 13.0%

5 Beds
5 Baths
5000 + sq-ft

WELCOME TO FLAHERTY LANE!! The perfect multi-generational home for the extended family. Resting in one of Caledon's most prestigious estate style dev

Open House : Sun Feb 22, 02:00 PM to 04:00 PM

40 Photos

12777 Mississauga Road, Peel, ON , MLS #W12634822 , Image - 1

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

40 Photos

14650 Heart Lake Road, Peel, ON , MLS #W12428214 , Image - 1

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

49 Photos

13080 Centreville Creek Road, Peel, ON , MLS #W12742658 , Image - 1

13080 Centreville Creek Road Rural Caledon, Caledon, Peel, ON MLS® W12742658

Residential Freehold (Detached)

$2299000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near

50 Photos

12031 The Gore Road, Peel, ON , MLS #W12742100 , Image - 1

12031 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W12742100

Residential Freehold (Detached)

$4499000.0

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, 7 Washrooms, 4 Car Garage Wi

50 Photos

17088 Horseshoe Hill Road, Peel, ON , MLS #W12732834 , Image - 1

17088 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W12732834

Residential Freehold (Detached)

$2499900.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to 17088 Horseshoe Hill Rd! This stunning functional turn-key bungaloft in the heart of Caledon, with over 500K in upgrades, offers breathtaki

2 Photos

7640 King Street, Peel, ON , MLS #W12728836 , Image - 1

7640 King Street Rural Caledon, Caledon, Peel, ON MLS® W12728836

Residential Freehold (Rural Residential)

$4700000.0

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 ra

43 Photos

15633 Kennedy Road, Peel, ON , MLS #W12724982 , Image - 1

15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12724982

Residential Freehold (Detached)

$2699900.0

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

49 Photos

91 Logan Road, Peel, ON , MLS #W12723906 , Image - 1

91 Logan Road Palgrave, Caledon, Peel, ON MLS® W12723906

Residential Freehold (Detached)

$2888888.0

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

50 Photos

211 Pine Avenue, Peel, ON , MLS #W12671548 , Image - 1

211 Pine Avenue Palgrave, Caledon, Peel, ON MLS® W12671548

Residential Freehold (Detached)

$2049999.0

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

17397 Humber Station Road, Peel, ON , MLS #W12480591 , Image - 1

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

14728 Heritage Road, Peel, ON , MLS #W12036775 , Image - 1

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

Residential Freehold (Detached)

$2499900.0

Price 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

44 Photos

27 Cedar Drive, Peel, ON , MLS #W12707960 , Image - 1

27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W12707960

Residential Freehold (Detached)

$2499999.0

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,

40 Photos

1 Farmer's Lane, Peel, ON , MLS #W12669964 , Image - 1

1 Farmer's Lane Bolton East, Caledon, Peel, ON MLS® W12669964

Residential Freehold (Detached)

$2099000.0

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

41 Photos

15139 Rockside Road, Peel, ON , MLS #W12665728 , Image - 1

15139 Rockside Road Rural Caledon, Caledon, Peel, ON MLS® W12665728

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 featuresTWO separate homes within the property. This property is

50 Photos

55 William Crisp Drive, Peel, ON , MLS #W12652638 , Image - 1

55 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12652638

Residential Freehold (Detached)

$2353015.0

5 Beds
5 Baths
3500-5000 sq-ft

Elegant Estate Home in Prestigious Community. Welcome to this Premium Estate home, offering the perfect blend of luxury, comfort, and convenience. Thi

40 Photos

5846 Boston Mills Road, Peel, ON , MLS #W12463419 , Image - 1

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

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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

38 Photos

2140 Charleston Side Road, Peel, ON , MLS #W11885251 , Image - 1

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

3 Photos

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

14766 Highway 50 Avenue, Peel, ON , MLS #W12546364 , Image - 1

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

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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

3 Photos

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

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