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Houses for Sale in Rural Caledon Caledon - P2

Explore Rural Caledon Neighbourhood
Showing results 31 - 60 of 238
Last Updated: October 04, 2026
  • New Listings
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  • Price(Hi-Lo)
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  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 4 Days ago
8 Livingston Drive, Peel, ON , MLS #W13747338 , Image - 1
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8 Livingston Drive Rural Caledon, Caledon, Peel, ON MLS® W13747338

Residential Freehold (Detached)

$1285000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood neighbourhood! Immaculately maintained and thought
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
49 Photos
Last Updated : 4 Days ago
14451 Winston Churchill Boulevard, Peel, ON , MLS #W13445462 , Image - 1

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14451 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13445462

Residential Freehold (Detached)

$1900000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Br
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
2 Photos
Last Updated : 4 Days ago
0 Beech Grove Side Road, Peel, ON , MLS #W13832910 , Image - 1
0 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13832910

Residential Freehold (Vacant Land)

$2799000.0
**Not For Everyone-And That Is Precisely The Point.** For Those With The Vision And Means To Create Something Truly Exceptional, This Remarkable 103-A
50 Photos
Last Updated : 4 Days ago
13 Pearen Heights, Peel, ON , MLS #W13546254 , Image - 1

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13 Pearen Heights Rural Caledon, Caledon, Peel, ON MLS® W13546254

Residential Freehold (Detached)

$1600000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Indulge in elevated living with this breathtaking, ultra-modern 3,479 sq. ft. masterpiece, masterfully crafted by a premier builder and set on a covet
49 Photos
Last Updated : 5 Days ago
51 Learmont Avenue, Peel, ON , MLS #W13803770 , Image - 1

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51 Learmont Avenue Rural Caledon, Caledon, Peel, ON MLS® W13803770

Residential Freehold (Detached)

$1479000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Location! Location! Location! Welcome to this stunning, fully upgraded 4-bedroom detached home in the highly sought-after SouthFields Village communit
50 Photos
Last Updated : 5 Days ago
103 Benadir Avenue, Peel, ON , MLS #W13829796 , Image - 1

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103 Benadir Avenue Rural Caledon, Caledon, Peel, ON MLS® W13829796

Residential Freehold (Att/Row/Townhouse)

$969800.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this bright and spacious end unit townhouse. Bright kitchen with center island and breakfast bar, stainless steel appliances, quartz counte
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 5 Days ago
9 Elite Road, Peel, ON , MLS #W13838458 , Image - 1

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9 Elite Road Rural Caledon, Caledon, Peel, ON MLS® W13838458

Residential Freehold (Detached)

$1499000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Fully upgraded home on a stunning 3.6-acre lot offering beautifully finished living space throughout. Eat-in kitchen with centre island, stainless ste
10 Photos
Last Updated : 5 Days ago
37 Royal Fern Crescent, Peel, ON , MLS #W13747858 , Image - 1

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37 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W13747858

Residential Freehold (Detached)

$1269000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully maintained detached house, thoughtfully designed to provide comfort & functionality. The home features four generously siz
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 5 Days ago
42 Valleybrook Crescent, Peel, ON , MLS #W13829552 , Image - 1

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42 Valleybrook Crescent Rural Caledon, Caledon, Peel, ON MLS® W13829552

Residential Freehold (Detached)

$1272000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 42 Valleybrook Crescent, a stunning detached home located in the highly sought-after Southfields Village community of Caledon !! This spaci
32 Photos
Last Updated : 5 Days ago
27 Kearny Avenue, Peel, ON , MLS #W13758842 , Image - 1

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27 Kearny Avenue Rural Caledon, Caledon, Peel, ON MLS® W13758842

Residential Freehold (Semi-Detached )

$899900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 27 Kearny Avenue, a beautiful 3-bedroom, 3-bathroom semi-detached home in the master-planned, family-focused community of SouthFields Villa
21 Photos
Last Updated : 5 Days ago
7191 Castlederg Side Road, Peel, ON , MLS #W13836708 , Image - 1

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7191 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W13836708

Residential Freehold (Detached)

$3488000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to an exceptional 10 acre property offering the perfect blend of residential comfort and versatile workspace. This spacious 4 bedroom bungalow
50 Photos
Last Updated : 5 Days ago
17711 Humber Station Road, Peel, ON , MLS #W13808446 , Image - 1

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17711 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W13808446

Residential Freehold (Detached)

$3399999.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAI
Open House : Sun Oct 04, 12:00 PM to 03:00 PM
50 Photos
Last Updated : 5 Days ago
70 Stratford Drive, Peel, ON , MLS #W13836286 , Image - 1

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70 Stratford Drive Rural Caledon, Caledon, Peel, ON MLS® W13836286

Residential Freehold (Detached)

$1644161.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully upgraded Rosehaven Homes residence, ideally situated in one of Caledon's highly desirable communities. Offering approximat
1 Photos
Last Updated : 6 Days ago
13199 Centreville Creek Road, Peel, ON
13199 Centreville Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13789142

Residential Freehold (Detached)

$1600000.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
**RARE CALEDON COUNTRY PROPERTY WITH EXCEPTIONAL GARAGE & PARKING CAPACITY!** Renovated bungalow in south Caledon offering exceptional space for famil
50 Photos
Last Updated : 6 Days ago
124 Royal Valley Drive, Peel, ON , MLS #W13694024 , Image - 1

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124 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13694024

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-
50 Photos
Last Updated : 6 Days ago
21 Birchview Drive, Peel, ON , MLS #W13795234 , Image - 1

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21 Birchview Drive Rural Caledon, Caledon, Peel, ON MLS® W13795234

Residential Freehold (Detached)

$1329000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Set on 2.52 private acres in sought-after Tamarack Estates, this beautifully updated bungalow offers over 3200 sq ft of living space, serenity & the n
44 Photos
Last Updated : 6 Days ago
27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

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27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13822806

Residential Freehold (Detached)

$2225000.0
  • 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,
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 6 Days ago
8 Castlewood Court, Peel, ON , MLS #W13212734 , Image - 1

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8 Castlewood Court Rural Caledon, Caledon, Peel, ON MLS® W13212734

Residential Freehold (Detached)

$1398000.0
price drop iconPrice drop by 4.8%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built brick bungalow has a partly finished basemen
45 Photos
Last Updated : 6 Days ago
23 Granite Stones Drive, Peel, ON , MLS #W13670564 , Image - 1

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23 Granite Stones Drive Rural Caledon, Caledon, Peel, ON MLS® W13670564

Residential Freehold (Detached)

$2150000.0
price drop iconPrice drop by 4.4%
  • 4 Beds
  • 6 Baths
  • 3000-3500 sq-ft
A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned within its natural surroundings, well back from t
38 Photos
Last Updated : 6 Days ago
19555 Shaws Creek Road, Peel, ON , MLS #W13760370 , Image - 1

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19555 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13760370

Residential Freehold (Detached)

$1849000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A f
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 6 Days ago
174 Royal Valley Drive, Peel, ON , MLS #W13476706 , Image - 1

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174 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13476706

Residential Freehold (Detached)

$1199999.0
price drop iconPrice drop by 5.1%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Beautifully updated detached family home in the quiet, sought-after community of Valleywood within a single-entry enclave, close to parks, top-rated s
50 Photos
Last Updated : 7 Days ago
5812 Beech Grove Side Road, Peel, ON , MLS #W13729158 , Image - 1

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5812 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13729158

Residential Freehold (Detached)

$1399999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in
39 Photos
Last Updated : 7 Days ago
16703 Mississauga Road E, Peel, ON , MLS #W13678788 , Image - 1

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16703 Mississauga Road E Rural Caledon, Caledon, Peel, ON MLS® W13678788

Residential Freehold (Detached)

$1449000.0
price drop iconPrice drop by 14.7%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this charming bungalow nestled on a private 10-acre property in the sought-after Belfountain area of Caledon. Surrounded by mature forest w
18 Photos
Last Updated : 8 Days ago
18584 The Gore Road, Peel, ON , MLS #W13827282 , Image - 1

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18584 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13827282

Residential Freehold (Detached)

$2400000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
One Of Caledon's Most Scenic, Stunning Properties. Set Privately, Bordered By Mature Trees & Forest Yet Open To The 28 Acres Of Rolling Hills & Trails
47 Photos
Last Updated : 8 Days ago
48 Wishing Well Crescent N, Peel, ON , MLS #W13697100 , Image - 1

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48 Wishing Well Crescent N Rural Caledon, Caledon, Peel, ON MLS® W13697100

Residential Freehold (Detached)

$1269000.0
price drop iconPrice drop by 1.6%
  • 5 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Village, offering an impressive 4,050 sq. ft total . F
44 Photos
Last Updated : 8 Days ago
17 Heather Street, Peel, ON , MLS #W13830506 , Image - 1

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17 Heather Street Rural Caledon, Caledon, Peel, ON MLS® W13830506

Residential Freehold (Detached)

$599999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Here's Your opportunity to own a 3-bedroom bungalow on an impressive 100' x 150' corner lot in a quiet country subdivision in Caledon! Situated in a p
49 Photos
Last Updated : 8 Days ago
11 Falling Leaf Drive, Peel, ON , MLS #W13704702 , Image - 1

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11 Falling Leaf Drive Rural Caledon, Caledon, Peel, ON MLS® W13704702

Residential Freehold (Semi-Detached )

$919900.0
price drop iconPrice drop by 5.9%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To 11 Falling Leaf Drive A Beautifully Maintained Family Home Nestled In One Of Caledon's Friendly Communities, Southfields. A Quiet Street F
50 Photos
Last Updated : 8 Days ago
10 Zimmerman Drive, Peel, ON , MLS #W13043512 , Image - 1

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Unit-5, 10 Zimmerman Drive Rural Caledon, Caledon, Peel, ON MLS® W13043512

Residential Condo & Other (Semi-Detached Condo)

$1149999.0
price drop iconPrice drop by 4.1%
  • 2 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Pamper Yourself. You've worked hard and taken care of everyone else, so now it's your turn to kick up your heels. Whether you love golf, tennis, long
46 Photos
Last Updated : 8 Days ago
11 Prince Andrew Drive, Peel, ON , MLS #W13747140 , Image - 1

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11 Prince Andrew Drive Rural Caledon, Caledon, Peel, ON MLS® W13747140

Residential Freehold (Detached)

$2144000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and
50 Photos
Last Updated : 9 Days ago
76 Cedarholme Avenue, Peel, ON , MLS #W13826110 , Image - 1

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76 Cedarholme Avenue Rural Caledon, Caledon, Peel, ON MLS® W13826110

Residential Freehold (Detached)

$1324999.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Exceptional Caledon Fernbrook Home With Luxurious Upgrades Throughout. Featuring 10-Ft Ceilings On The Main Level, An Exposed Concrete Driveway & Pati
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