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Caledon, ON Luxury Homes - P2

Showing results 31 - 48 of 48
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)
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 : 75 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 : 75 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 : 75 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 : 145 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
43 Photos
Last Updated : 149 Days ago
57 Kennedy Road, Peel, ON , MLS #40719468 , Image - 1

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57 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® 40719468

Residential (Single Family Residence)

$2679000
  • 4 Beds
  • 7 Baths
  • 6861 sq-ft
Discover a property that redefines luxury living for the discerning buyer seeking something truly special. This exceptional estate invites you to expe
38 Photos
Last Updated : 149 Days ago
15139 Rockside Road, Peel, ON , MLS #40706620 , Image - 1

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15139 Rockside Road Rural Caledon, Caledon, Peel, ON MLS® 40706620

Residential (Single Family Residence)

$3495000
  • 4 Beds
  • 3 Baths
  • 3736.59 sq-ft
Stunning four-bedroom home on 40 secluded acres with second home on site! Experience breathtaking views from this one-of-a-kind property, nestled on a
50 Photos
Last Updated : 336 Days ago
3 Rutland Hill Court, Peel, ON , MLS #40666520 , Image - 1

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3 Rutland Hill Court Rural Caledon, Caledon, Peel, ON MLS® 40666520

Residential (Single Family Residence)

$4324900
  • 6 Beds
  • 6 Baths
  • 6323 sq-ft
Stunning Victorian Reproduction home with over 6600 square feet of total living space, perfectly located on a dream 15+ acre oasis amongst a quiet col
50 Photos
Last Updated : 361 Days ago
19 Mcconachie Crescent, Peel, ON , MLS #40683772 , Image - 1

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19 Mcconachie Crescent Rural Caledon, Caledon, Peel, ON MLS® 40683772

Residential (Single Family Residence)

$2150000
  • 4 Beds
  • 3 Baths
  • 1922 sq-ft
Welcome to your dream home in the countryside! This beautifully maintained raised bungalow sits on a sprawling 1.5-acre lot, offering peace and tranqu
14 Photos
Last Updated : 434 Days ago
N/A Escarpment Side Road, Peel, ON , MLS #40617201 , Image - 1

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N/A Escarpment Side Road Rural Caledon, Caledon, Peel, ON MLS® 40617201

Land (Residential)

$8500000
Welcome to an exceptional 35-acre land property in Caledon Village, enveloped by enchanting greenspace and mature trees. A long driveway beckons you t
42 Photos
Last Updated : 524 Days ago
16460 Creditview Road, Peel, ON , MLS #40416315 , Image - 1

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16460 Creditview Road Rural Caledon, Caledon, Peel, ON MLS® 40416315

Farm (Agriculture)

$3795000
  • 4 Beds
  • 3 Baths
  • 2590 sq-ft
+/-12.40 acres of private rolling land. Exceptionally maintained farm with extensive trails and spring-fed pond. New house build site with a detached
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