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Single Family Homes for Sale in Rural Caledon Caledon - P5

Showing results 121 - 150 of 185
Last Updated: August 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 40 Days ago
585 Dougall Avenue, Peel, ON , MLS #W13511652 , Image - 1
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585 Dougall Avenue Rural Caledon, Caledon, Peel, ON MLS® W13511652

Residential Freehold (Detached)

$1299900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
//3051 Sq Feet// Executive Luxury Greenpark Built House In Prestigious Southfields Village Caledon Community!! *2 Master Bedrooms & 3 Full Washrooms I
50 Photos
Last Updated : 40 Days ago
2 Cedar Drive, Peel, ON , MLS #W13514846 , Image - 1

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2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13514846

Residential Freehold (Detached)

$1999999.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beneath the sweeping branches of a magnificent willow tree, where a spring-fed pond glistens with lily pads and a charming bridge leads to its own sec
50 Photos
Last Updated : 40 Days ago
12362 Mclaughlin Road, Peel, ON , MLS #W13511500 , Image - 1

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12362 Mclaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W13511500

Residential Freehold (Att/Row/Townhouse)

$879000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Beautiful Corner Unit Townhouse, Feels Like Semi-Detached home, Very Spacious, 3 bedrooms, 4 washroom Townhome! Sun-filled townhouse offering an abund
49 Photos
Last Updated : 42 Days ago
3722 The Grange Side Road, Peel, ON , MLS #W13504950 , Image - 1

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3722 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13504950

Residential Freehold (Detached)

$4999999.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatil
38 Photos
Last Updated : 46 Days ago
19555 Shaws Creek Road, Peel, ON , MLS #W13457850 , Image - 1

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19555 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13457850

Residential Freehold (Detached)

$1999999.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting estate blends timeless character, architectural significance, a
40 Photos
Last Updated : 46 Days ago
42 Brookwater Crescent, Peel, ON , MLS #W13090710 , Image - 1

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42 Brookwater Crescent Rural Caledon, Caledon, Peel, ON MLS® W13090710

Residential Freehold (Detached)

$1439900.0
  • 4 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer!!
30 Photos
Last Updated : 46 Days ago
34 Eberly Woods Drive, Peel, ON , MLS #W13139708 , Image - 1

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34 Eberly Woods Drive Rural Caledon, Caledon, Peel, ON MLS® W13139708

Residential Freehold (Detached)

$1049000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this stunning newer-built detached home in one of Caledon's most sought-after communities! Built in 2021, this beautifully maintained singl
42 Photos
Last Updated : 46 Days ago
19728 Kennedy Road, Peel, ON , MLS #W13003888 , Image - 1

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19728 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13003888

Residential Freehold (Detached)

$2289000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full
50 Photos
Last Updated : 46 Days ago
16735 Shaws Creek Road, Peel, ON , MLS #W13480840 , Image - 1

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16735 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13480840

Residential Freehold (Detached)

$5199000.0
  • 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
48 Photos
Last Updated : 46 Days ago
18101 Shaws Creek Road, Peel, ON , MLS #W13228544 , Image - 1

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18101 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13228544

Residential Freehold (Detached)

$4999000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Belain Farm is a remarkable 96-acre country estate where equestrian living, natural beauty, and timeless heritage converge. Framed by a picturesque ma
50 Photos
Last Updated : 46 Days ago
2814 Forks Of The Credit Road, Peel, ON , MLS #W13490940 , Image - 1

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2814 Forks Of The Credit Road Rural Caledon, Caledon, Peel, ON MLS® W13490940

Residential Freehold (Detached)

$2999000.0
  • 4 +1 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Discover a truly unique and breathtaking country estate where nature, privacy, and exceptional design come together in perfect harmony. Set on a pictu
29 Photos
Last Updated : 47 Days ago
13 Old Pavilion Road, Peel, ON , MLS #W13126006 , Image - 1

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13 Old Pavilion Road Rural Caledon, Caledon, Peel, ON MLS® W13126006

Residential Freehold (Detached)

$480000.0
price drop iconPrice drop by 3.0%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled in the heart of Ferndale Park-a unique 34-acre cooperative with shared ownership, access to shared parks, trails and riverfront along the Cred
39 Photos
Last Updated : 47 Days ago
13905 Kennedy Road, Peel, ON , MLS #W13488736 , Image - 1

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13905 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13488736

Residential Freehold (Detached)

$2750000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Escape to a home that truly understands the meaning of space. Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square fee
50 Photos
Last Updated : 48 Days ago
5812 Beech Grove Side Road, Peel, ON , MLS #W13485630 , Image - 1

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5812 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13485630

Residential Freehold (Detached)

$1399000.0
  • 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 : 48 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)

$2599000.0
price drop iconPrice drop by 6.8%
  • 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
40 Photos
Last Updated : 48 Days ago
12777 Mississauga Road, Peel, ON , MLS #W13484298 , Image - 1

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12777 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W13484298

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. Extra long driveway that shi
49 Photos
Last Updated : 49 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
50 Photos
Last Updated : 52 Days ago
193 Royal Valley Drive, Peel, ON , MLS #W13471548 , Image - 1

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193 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13471548

Residential Freehold (Detached)

$1199999.0
  • 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
7 Photos
Last Updated : 53 Days ago
15245 Airport Road, Peel, ON , MLS #W13455828 , Image - 1

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15245 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W13455828

Residential Freehold (Detached)

$3099000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention Contractors, Entrepreneurs & Small Business Owners! Rare opportunity to own approximately 14 acres on highly desirable Airport Road in Caled
39 Photos
Last Updated : 53 Days ago
8026 Mayfield Road, Peel, ON , MLS #W13450482 , Image - 1

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8026 Mayfield Road Rural Caledon, Caledon, Peel, ON MLS® W13450482

Residential Freehold (Detached)

$2999000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention Investors and Developers! Absolutely Fantastic Future Potential With This Prime Location.Fantastic Opportunity In Expanding Mayfield Rd Area
50 Photos
Last Updated : 54 Days ago
18200 Mountainview Road, Peel, ON , MLS #W13462882 , Image - 1

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18200 Mountainview Road Rural Caledon, Caledon, Peel, ON MLS® W13462882

Residential Freehold (Detached)

$1899900.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set On A Serene 1.025-Acre Estate With Sweeping Scenic Views, This Custom-Built 2007 Bungalow Showcases Exceptional Craftsmanship And Timeless Luxury.
7 Photos
Last Updated : 55 Days ago
30 Spinland Street, Peel, ON , MLS #W13230434 , Image - 1

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30 Spinland Street Rural Caledon, Caledon, Peel, ON MLS® W13230434

Residential Freehold (Detached)

$1268900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Beautifully Designed Executive Home In The Highly Sought-After Community Of Rural CaledonOffering Approx. 2,900 Sq. Ft. Of Functional Living Space W/
48 Photos
Last Updated : 56 Days ago
19769 Willoughby Road, Peel, ON , MLS #W13448324 , Image - 1

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19769 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W13448324

Residential Freehold (Detached)

$2299000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning custom-built bungalow showcases exceptional craft
42 Photos
Last Updated : 56 Days ago
17940 Airport Road, Peel, ON , MLS #W13452918 , Image - 1

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17940 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W13452918

Residential Freehold (Detached)

$1310000.0
  • 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
50 Photos
Last Updated : 57 Days ago
5 O'reilly's Lane, Peel, ON , MLS #W13425962 , Image - 1

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5 O'reilly's Lane Rural Caledon, Caledon, Peel, ON MLS® W13425962

Residential Freehold (Detached)

$1650000.0
  • 2 +4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Great Opportunity! Unique Property Two Houses On One Lot. Completely Renovated 2+1 Br Bungalow W/Fin One Br Basement Apartment. Bungalow Has Sep Livin
49 Photos
Last Updated : 57 Days ago
2049 Highpoint Side Road, Peel, ON , MLS #W13122204 , Image - 1

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2049 Highpoint Side Road Rural Caledon, Caledon, Peel, ON MLS® W13122204

Residential Freehold (Detached)

$3788888.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable
9 Photos
Last Updated : 59 Days ago
19772 Airport Road, Peel, ON , MLS #W12922180 , Image - 1

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19772 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W12922180

Residential Freehold (Detached)

$948000.0
price drop iconPrice drop by 9.5%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
!! DECEPTIVELY SPACIOUS MASTERPIECE !! Family-friendly living meets luxury in this detached home, masterfully rebuilt to-the-studs (2025). Perfect for
31 Photos
Last Updated : 61 Days ago
48 Elmer Moss Avenue, Peel, ON , MLS #W13434522 , Image - 1

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48 Elmer Moss Avenue Rural Caledon, Caledon, Peel, ON MLS® W13434522

Residential Freehold (Att/Row/Townhouse)

$899000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
1 Year New, Modern Townhome in Caledon's Sought-After Ellis Lane Community! Welcome to 48 Elmer Moss Avenuea beautifully designed 3-bedroom, 3-bathroo
33 Photos
Last Updated : 62 Days ago
1670 Boston Mills Road, Peel, ON , MLS #W13424280 , Image - 1

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1670 Boston Mills Road Rural Caledon, Caledon, Peel, ON MLS® W13424280

Residential Freehold (Detached)

$1898000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Greeted by towering maple trees that frame this enchanting Cape Cod-inspired home and nestled on one picturesque acre backing onto serene farm pasture
33 Photos
Last Updated : 62 Days ago
27 McCauley Drive, Peel, ON , MLS #W13425920 , Image - 1

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27 McCauley Drive Rural Caledon, Caledon, Peel, ON MLS® W13425920

Residential Freehold (Detached)

$2089999.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Beautiful House In Caledon Woods Estates. Premier Destination For Luxury Resort Lifestyle. Golf At Your Doorstep, Mins To Shopping & Much More. This E
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