167+ Detached Houses for Sale Rural Caledon Caledon

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14451 Winston Churchill Boulevard, Peel, ON , MLS #W13445462 , Image - 1

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

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193 Royal Valley Drive, Peel, ON , MLS #W13471548 , Image - 1

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

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15245 Airport Road, Peel, ON , MLS #W13455828 , Image - 1

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

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8026 Mayfield Road, Peel, ON , MLS #W13450482 , Image - 1

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

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18200 Mountainview Road, Peel, ON , MLS #W13462882 , Image - 1

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.

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30 Spinland Street, Peel, ON , MLS #W13230434 , Image - 1

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/

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19769 Willoughby Road, Peel, ON , MLS #W13448324 , Image - 1

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

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17940 Airport Road, Peel, ON , MLS #W13452918 , Image - 1

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

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5 O'reilly's Lane, Peel, ON , MLS #W13425962 , Image - 1

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

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2049 Highpoint Side Road, Peel, ON , MLS #W13122204 , Image - 1

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

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19772 Airport Road, Peel, ON , MLS #W12922180 , Image - 1

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

Residential Freehold (Detached)

$948000.0

Price 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

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1670 Boston Mills Road, Peel, ON , MLS #W13424280 , Image - 1

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

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27 McCauley Drive, Peel, ON , MLS #W13425920 , Image - 1

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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10 Isabella Street, Peel, ON , MLS #W12984606 , Image - 1

10 Isabella Street Rural Caledon, Caledon, Peel, ON MLS® W12984606

Residential Freehold (Detached)

$1999999.0

4 +2 Beds
5 Baths
3500-5000 sq-ft

Set on just under an acre in the serene hamlet of Terra Cotta, this extraordinary custom estate offers over 5,000 sq. ft. of finished living spaceacro

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15195 The Gore Road, Peel, ON , MLS #W13176406 , Image - 1

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

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57 Dotchson Avenue, Peel, ON , MLS #W13273952 , Image - 1

57 Dotchson Avenue Rural Caledon, Caledon, Peel, ON MLS® W13273952

Residential Freehold (Detached)

$1599900.0

4 +3 Beds
6 Baths
3500-5000 sq-ft

!! Immaculate !! This exceptional home offers approximately 3,504 sq. ft. of above-grade living space (as per MPAC), situated on a premium 45-ft wide

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18655 Heart Lake Road, Peel, ON , MLS #W13242342 , Image - 1

18655 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13242342

Residential Freehold (Detached)

$2300000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 18655 Heart Lake Road, an exceptional 2-storey residence offering a breathtaking country escape! Set on a spectacular, private 15-acre lot

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19976 Kennedy Road, Peel, ON , MLS #W13238180 , Image - 1

19976 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13238180

Residential Freehold (Detached)

$1499000.0

3 +1 Beds
3 Baths
2000-2500 sq-ft

Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an orname

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14411 Innis Lake Road, Peel, ON , MLS #W13232682 , Image - 1

14411 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13232682

Residential Freehold (Detached)

$1599900.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

//2.011 Acres Lot - Prime Location By King Street - 5 Mins Drive From Mayfield// Rare To Find Immaculate 4+1 Bedrooms & 4 Washrooms Farm- House Set Ag

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7770 Healey Road, Peel, ON , MLS #W13231492 , Image - 1

7770 Healey Road Rural Caledon, Caledon, Peel, ON MLS® W13231492

Residential Freehold (Detached)

$1448000.0

4 +1 Beds
3 Baths
2000-2500 sq-ft

Rare Opportunity in Caledon's Growing Urban Core! Discover the perfect blend of space, versatility, and future potential at 7770 Healey Road. Set on a

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16927 Winston Churchill Boulevard, Peel, ON , MLS #W13224014 , Image - 1

16927 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13224014

Residential Freehold (Detached)

$4500000.0

4 +1 Beds
3 Baths
2500-3000 sq-ft

A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in c

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9 Mccartney Drive, Peel, ON , MLS #W13214766 , Image - 1

9 Mccartney Drive Rural Caledon, Caledon, Peel, ON MLS® W13214766

Residential Freehold (Detached)

$1649900.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

Nestled on approx 2.73 picturesque acres in a quiet cul-de-sac just outside Caledon East, this beautifully maintained 3+2-bedroom family home offers t

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8 Castlewood Court, Peel, ON , MLS #W13212734 , Image - 1

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

Residential Freehold (Detached)

$1468000.0

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

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18599 Horseshoe Hill Road, Peel, ON , MLS #W13206484 , Image - 1

18599 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13206484

Residential Freehold (Detached)

$1338000.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Located on a paved country road, this 3+2 bedroom, 3-bathroom raised bungalow set on a private, treed 2.89-acre lot features a pond, stream, bush, tra

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8339 Finnerty Side Road, Peel, ON , MLS #W13197086 , Image - 1

8339 Finnerty Side Road Rural Caledon, Caledon, Peel, ON MLS® W13197086

Residential Freehold (Detached)

$2199999.0

3 +2 Beds
5 Baths
2500-3000 sq-ft

Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined

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10 Learmont Avenue, Peel, ON , MLS #W13166964 , Image - 1

10 Learmont Avenue Rural Caledon, Caledon, Peel, ON MLS® W13166964

Residential Freehold (Detached)

$1289000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to This 4+1 Bedroom Custom Designed Home in Highly Desirable Area in Southfields, Caledon! This Beautifully Rare Home Includes Custom Trim Woo

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15466 The Gore Road, Peel, ON , MLS #W13078716 , Image - 1

15466 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13078716

Residential Freehold (Detached)

$16800000.0

7 Beds
9 Baths
5000 + sq-ft

15466 & 15430 Gore Road Stonebridge Estate. An Extraordinary, Fully Renovated Estate By Award-Winning Chatsworth Fine Homes With Interiors By Jane Loc

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9240 Castlederg Side Road, Peel, ON , MLS #W12991524 , Image - 1

9240 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12991524

Residential Freehold (Detached)

$1949000.0

2 +3 Beds
5 Baths
1500-2000 sq-ft

Multi-Generational Home on a Serene Setting. Welcome to 9240 Castlederg Side Road - a stunning, fully renovated bungalow set on 2 private acres in the

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22 Southridge Trail, Peel, ON , MLS #W13142918 , Image - 1

22 Southridge Trail Rural Caledon, Caledon, Peel, ON MLS® W13142918

Residential Freehold (Detached)

$2199999.0

3 Beds
3 Baths
3000-3500 sq-ft

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the p

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61 Pinebrook Circle, Peel, ON , MLS #W13153374 , Image - 1

61 Pinebrook Circle Rural Caledon, Caledon, Peel, ON MLS® W13153374

Residential Freehold (Detached)

$1269000.0

2 +2 Beds
3 Baths
1500-2000 sq-ft

Exceptional Opportunity In Prestigious Valleywood! This beautifully maintained raised bungalow offers impressive curb appeal with a huge stone-laid in

Detached Houses for Sale in Rural Caledon Caledon - P5