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Caledon, ON Luxury Homes

Showing results 1 - 30 of 48

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 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 13 Hours 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,
43 Photos
Last Updated : 13 Hours ago
15633 Kennedy Road, Peel, ON , MLS #W12409121 , Image - 1

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15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12409121

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 With Rolling Hills, ~8 acres Farmland, Offering Unparall
3 Photos
Last Updated : 2 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 : 3 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
41 Photos
Last Updated : 4 Days ago
3 Rutland Hill Court, Peel, ON , MLS #W12406297 , Image - 1

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3 Rutland Hill Court Rural Caledon, Caledon, Peel, ON MLS® W12406297

Residential Freehold (Detached)

$3799000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Just under an hour from the city, 3 Rutland Hill Crt offers over 15 acres of resort-style living in an exclusive cul-de-sac setting in an immediate ar
50 Photos
Last Updated : 7 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
50 Photos
Last Updated : 10 Days ago
2 Cedar Drive, Peel, ON , MLS #W12447163 , Image - 1

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2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W12447163

Residential Freehold (Detached)

$2400000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Discover refined country living in this luxurious, accessibility-minded 5-bed, 3-bath executive bungalow set on 3.4 private, tree-lined acres in covet
27 Photos
Last Updated : 13 Days ago
12 Flaherty Lane, Peel, ON , MLS #W12471042 , Image - 1

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12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12471042

Residential Freehold (Detached)

$4999000.0
price drop iconPrice drop by 16.7%
  • 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
14 Photos
Last Updated : 15 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 : 15 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 : 20 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 : 20 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 : 21 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
49 Photos
Last Updated : 21 Days ago
4075 The Grange Side Road E, Peel, ON , MLS #W12356331 , Image - 1

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4075 The Grange Side Road E Rural Caledon, Caledon, Peel, ON MLS® W12356331

Residential Freehold (Detached)

$3999000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Serene sanctuary nestled on almost 8 private acres with the river running through. Meticulously renovated, upgraded and luxuriously finished, this cha
50 Photos
Last Updated : 32 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 : 33 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
42 Photos
Last Updated : 34 Days ago
15316 Mount Wolfe Road, Peel, ON , MLS #W12458756 , Image - 1

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15316 Mount Wolfe Road Rural Caledon, Caledon, Peel, ON MLS® W12458756

Residential Freehold (Detached)

$3950000.0
  • 4 +1 Beds
  • 4 Baths
  • 5000 + sq-ft
Large acreage property with superb western views. This property has everything you want! 2 houses, ponds, beach with tiki hut and beach volleyball co
50 Photos
Last Updated : 40 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
50 Photos
Last Updated : 41 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
46 Photos
Last Updated : 55 Days ago
57 Kennedy Road, Peel, ON , MLS #W12092509 , Image - 1

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57 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W12092509

Residential Freehold (Detached)

$2679000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to your next chapter! This rare gem of an estate is a chance to have your dream home on the perfect secluded lot, still close to the city. Thi
1 Photos
Last Updated : 59 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 : 64 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 : 69 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 : 72 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 : 72 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
5 Photos
Last Updated : 72 Days ago
13303 Heritage Road, Peel, ON , MLS #W12201826 , Image - 1
13303 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W12201826

Residential Freehold (Vacant Land)

$19500000.0
Over 192 acres of flat land minutes north of the city of Brampton/Alloa. The property stretches from Heritage Road eastwards all the way to Mississaug
5 Photos
Last Updated : 72 Days ago
13299 Heritage Road, Peel, ON , MLS #W12201688 , Image - 1
13299 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W12201688

Residential Freehold (Vacant Land)

$10500000.0
97 acres well positioned just north of the city of Brampton. Minutes to urban boundary. Very good flat land. Prime location for long-term investment.
5 Photos
Last Updated : 72 Days ago
13300 Mississauga Road, Peel, ON , MLS #W12201568 , Image - 1
13300 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12201568

Residential Freehold (Vacant Land)

$10500000.0
Prime investment real estate just north of Alloa/Brampton. 95 acres of flat land. Over 1,400 ft. frontage on Mississauga Road. Here is your chance to
2 Photos
Last Updated : 72 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 4.93-Acre Property in Caledon. Exceptional Development Situated in a rapidly evol
3 Photos
Last Updated : 72 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
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