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Single Family Homes for Sale in Rural Caledon Caledon - P2

Showing results 31 - 60 of 201
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
44 Photos
Last Updated : 2 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 Sep 27, 01:00 PM to 03:00 PM
46 Photos
Last Updated : 2 Days ago
19982 Kennedy Road, Peel, ON , MLS #W13822200 , Image - 1

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19982 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13822200

Residential Freehold (Detached)

$1299000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Imagine coming home to space, and privacy of 1.03 acres - welcome to 19982 Kennedy Rd - surrounded by mature trees, this beautifully maintained 3-bedr
43 Photos
Last Updated : 2 Days ago
18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

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18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically
38 Photos
Last Updated : 2 Days ago
20855 Shaws Creek Road, Peel, ON , MLS #W13577360 , Image - 1

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20855 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13577360

Residential Freehold (Detached)

$2395000.0
price drop iconPrice drop by 14.3%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country pr
41 Photos
Last Updated : 2 Days ago
1380 Queen Street W, Peel, ON , MLS #W13821972 , Image - 1

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1380 Queen Street W Rural Caledon, Caledon, Peel, ON MLS® W13821972

Residential Freehold (Detached)

$1098000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Elegantly perched on the hill, overlooking the lower Mill Pond, is this charming 3-bed, 1.5 bath, stone residence, known as the Algie Family House, wi
31 Photos
Last Updated : 2 Days ago
922 The Grange Side Road, Peel, ON , MLS #W13611036 , Image - 1

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922 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13611036

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 4.4%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
On a quiet stretch of The Grange Side Road, this renovated Caledon retreat sits on 1.12 acres, offering privacy, light-filled living, and space to slo
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
1749 Station Road, Peel, ON , MLS #W13114550 , Image - 1

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1749 Station Road Rural Caledon, Caledon, Peel, ON MLS® W13114550

Residential Freehold (Detached)

$2499000.0
price drop iconPrice drop by 10.4%
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and ano
1 Photos
Last Updated : 3 Days ago
19 Gatherwood Terrace, Peel, ON
19 Gatherwood Terrace Rural Caledon, Caledon, Peel, ON MLS® W13729596

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 20.0%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 19 Gatherwood Terrace, a beautifully appointed 4-bedroom detached home located in the desirable Rural Caledon community. This spacious 2-st
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 3 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
OPEN HOUSE SAT. SEPT. 26th & SUN. SEPT. 27th 2-4 PM! Set on 2.52 private acres in sought-after Tamarack Estates, this bungalow offers the space, seren
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
38 Photos
Last Updated : 3 Days ago
43 Valleyscape Trail, Peel, ON , MLS #W13790540 , Image - 1

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43 Valleyscape Trail Rural Caledon, Caledon, Peel, ON MLS® W13790540

Residential Freehold (Detached)

$1495000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Immaculate Home 4+2 Bed, 5 Bath, Spotless Beautiful Home in Prestigious Southfields in Caledon, Bright Huge Legal Basement Apartment With Two Bed and
32 Photos
Last Updated : 3 Days ago
15195 The Gore Road, Peel, ON , MLS #W13176406 , Image - 1

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15195 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13176406

Residential Freehold (Detached)

$1700000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Prope
50 Photos
Last Updated : 3 Days ago
7 Proctor Avenue, Peel, ON , MLS #W13814062 , Image - 1

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7 Proctor Avenue Rural Caledon, Caledon, Peel, ON MLS® W13814062

Residential Freehold (Detached)

$2595000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Set amidst the natural beauty & privacy of prestigious Millcreek Estates, this exceptional 2-storey estate offers an extraordinary 2.74-Acre setting i
1 Photos
Last Updated : 4 Days ago
70 Royal Fern Crescent, Peel, ON
70 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W13789466

Residential Freehold (Detached)

$1299900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
//3061 Sq Feet - 2022 Built// ** Rare To Find 5 Bedrooms Detached House In Prestigious Southfields Caledon Community! First Time Offered For Sale-- 3
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
2 Photos
Last Updated : 4 Days ago
20 Cedarcrest Street, Peel, ON , MLS #W13724746 , Image - 1
20 Cedarcrest Street Rural Caledon, Caledon, Peel, ON MLS® W13724746

Residential Freehold (Att/Row/Townhouse)

$809900.0
  • 3 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome To This Beautifully Upgraded 3-Bedroom Luxury Townhouse Featuring A Bright And Spacious Open-Concept Main-Floor Layout, Ideal For Modern Famil
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
44 Photos
Last Updated : 4 Days ago
16735 Mississauga Road, Peel, ON , MLS #W12945004 , Image - 1

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16735 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12945004

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 27.3%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memora
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
27 Photos
Last Updated : 4 Days ago
32 Damara Road, Peel, ON , MLS #W13812078 , Image - 1

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Unit-Lot 70, 32 Damara Road Rural Caledon, Caledon, Peel, ON MLS® W13812078

Residential Freehold (Detached)

$999990.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
*** Purchase Price is Net Price of H.S.T Rebate *** Brand New Caledon Club Inventory Home: Introducing the 30FT Detached Glencairn Elevation B by Fern
50 Photos
Last Updated : 4 Days ago
150 Royal Valley Drive, Peel, ON , MLS #W13772718 , Image - 1

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150 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13772718

Residential Freehold (Detached)

$959000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200
50 Photos
Last Updated : 4 Days ago
193 Royal Valley Drive, Peel, ON , MLS #W13811730 , Image - 1

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193 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13811730

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a 2-minute walk to Lina Marino Park-featuring baske
50 Photos
Last Updated : 4 Days ago
1 Breckonwood Street, Peel, ON , MLS #W13768250 , Image - 1

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1 Breckonwood Street Rural Caledon, Caledon, Peel, ON MLS® W13768250

Residential Freehold (Detached)

$1599000.0
  • 4 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 Sq. Ft. Of Above-Grade Living Space Plus Two Finish
47 Photos
Last Updated : 4 Days ago
7 Maple Meadow Court, Peel, ON , MLS #W13744042 , Image - 1

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7 Maple Meadow Court Rural Caledon, Caledon, Peel, ON MLS® W13744042

Residential Freehold (Detached)

$5250000.0
  • 4 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
A rare offering in Caledon Mountain Estates on 2.8 acres, this newly built contemporary estate pairs exceptional scale and sophisticated design with a
42 Photos
Last Updated : 4 Days ago
17940 Airport Road, Peel, ON , MLS #W13722852 , Image - 1

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17940 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W13722852

Residential Freehold (Detached)

$1247000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled on a picturesque 1.25-acre property surrounded by mature trees, rolling hills, and conservation land, this one-of-a-kind custom-built home off
40 Photos
Last Updated : 4 Days ago
20 Flemington Drive, Peel, ON , MLS #W13772824 , Image - 1

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20 Flemington Drive Rural Caledon, Caledon, Peel, ON MLS® W13772824

Residential Freehold (Att/Row/Townhouse)

$734000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Valleywood! This lovely community in Caledon is conveniently located just off the 410 highway and Hurontario Street. Tucked away from the h
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
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
49 Photos
Last Updated : 6 Days ago
15252 Chinguacousy Road, Peel, ON , MLS #W13434948 , Image - 1

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15252 Chinguacousy Road Rural Caledon, Caledon, Peel, ON MLS® W13434948

Residential Freehold (Detached)

$1599900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Po
40 Photos
Last Updated : 6 Days ago
15553 The Gore Road, Peel, ON , MLS #W13693898 , Image - 1

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15553 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13693898

Residential Freehold (Detached)

$1313000.0
price drop iconPrice drop by 1.2%
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Prime Location!!!!**MOTIVATED SELLERS** Welcome to this exceptional, extensively upgraded bungalow nestled on a spectacular 2.45-acre private estate i
50 Photos
Last Updated : 6 Days ago
4 Madawaska Road, Peel, ON , MLS #W13805942 , Image - 1

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4 Madawaska Road Rural Caledon, Caledon, Peel, ON MLS® W13805942

Residential Freehold (Detached)

$1490000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-F
27 Photos
Last Updated : 7 Days ago
14877 The Gore Road, Peel, ON , MLS #W13509642 , Image - 1

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14877 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13509642

Residential Freehold (Detached)

$1489000.0
price drop iconPrice drop by 6.2%
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the co
3 Photos
Last Updated : 7 Days ago
6923 Highway 9 Highway, Peel, ON , MLS #W13782926 , Image - 1
6923 Highway 9 Highway Rural Caledon, Caledon, Peel, ON MLS® W13782926

Residential Freehold (Detached)

$899900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
*ATTENTION RENOVATORS, INVESTORS, CONTRACTORS & FIRST TIME BUYERS. WELCOME TO 6923 HIGHWAY #9 CALEDON. A charming Detachted Bunglow featuring 2+1 bedr
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
50 Photos
Last Updated : 7 Days ago
16735 Shaws Creek Road, Peel, ON , MLS #W13804054 , Image - 1

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16735 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13804054

Residential Freehold (Detached)

$4699000.0
  • 3 +2 Beds
  • 8 Baths
  • 3500-5000 sq-ft
This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledo
Shortlisted Properties
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