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Rural Caledon, Caledon, ON Luxury Homes

Showing results 1 - 30 of 35

With Square Yards Canada, you can find your dream luxury homes for sale in Rural 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 Rural Caledon


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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43 Photos
Last Updated : 20 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
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 : 11 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 : 14 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
50 Photos
Last Updated : 21 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 : 21 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
49 Photos
Last Updated : 22 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 : 33 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
42 Photos
Last Updated : 35 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 : 41 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 : 42 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 : 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
28 Photos
Last Updated : 70 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
42 Photos
Last Updated : 72 Days ago
19728 Kennedy Road, Peel, ON , MLS #W12142277 , Image - 1

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19728 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12142277

Residential Freehold (Detached)

$2399000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled in the Picturesque Landscape of Caledon, This Exquisite Luxury Bungalow Offers Over 5,000 Sq Ft of Total Living Space on Approximately 1 Acre
2 Photos
Last Updated : 72 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
38 Photos
Last Updated : 72 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
40 Photos
Last Updated : 75 Days ago
12777 Mississauga Road, Peel, ON , MLS #W12399373 , Image - 1

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12777 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12399373

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
Last Updated : 76 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 : 139 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
50 Photos
Last Updated : 140 Days ago
15633 Kennedy Road, Peel, ON , MLS #40749001 , Image - 1

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15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® 40749001

Residential (Single Family Residence)

$3099000
  • 4 Beds
  • 4 Baths
  • 4168 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
18 Photos
Last Updated : 146 Days ago
14467 Mount Pleasant Road, Peel, ON , MLS #40738410 , Image - 1

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14467 Mount Pleasant Road Rural Caledon, Caledon, Peel, ON MLS® 40738410

Residential (Single Family Residence)

$2000000
  • 4 Beds
  • 3 Baths
  • 3079 sq-ft
Country living on 10 Acres (5 min to Bolton, 20 Min to Hwy 400). This 4 level detached home (over 3000 sqft) with 3 car garage & plenty of parking is
49 Photos
Last Updated : 149 Days ago
15634 Mountainview Road, Peel, ON , MLS #40734528 , Image - 1

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15634 Mountainview Road Rural Caledon, Caledon, Peel, ON MLS® 40734528

Residential (Single Family Residence)

$3799000
  • 5 Beds
  • 5 Baths
  • 3480 sq-ft
Stunning Raised Bungalow on Expansive Lot – This one-of-a-kind raised bungalow is an entertainer’s delight and a rare find! Offering approximately 7,0
6 Photos
Last Updated : 149 Days ago
13500 Innis Lake Road, Peel, ON , MLS #40725594 , Image - 1

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13500 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® 40725594

Land (Commercial)

$18000000
This 49.68-acre property in the Town of Caledon presents a rare and strategic opportunity for future development, situated within Peel Region’s design
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