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Detached Houses for Sale in Rural Caledon Caledon

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Last Updated: December 05, 2025

43 Photos

15633 Kennedy Road, Peel, ON , MLS #W12409121 , Image - 1

15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12409121

Residential Freehold (Detached)

$2999900.0

3 +1 Beds
4 Baths
2500-3000 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

30 Photos

1 Reddington Drive, Peel, ON , MLS #W12188923 , Image - 1

Unit-4, 1 Reddington Drive Rural Caledon, Caledon, Peel, ON MLS® W12188923

Residential Condo & Other (Detached Condo)

$1525000.0

2 +1 Beds
3 Baths
2000-2249 sq-ft

Please view virtual tour. Worry free living at it's best. This rare detached bungaloft, situated in exclusive Legacy Pines of Palgrave, offers all of

34 Photos

8 Elite Road, Peel, ON , MLS #W12419012 , Image - 1

8 Elite Road Rural Caledon, Caledon, Peel, ON MLS® W12419012

Residential Freehold (Detached)

$1499000.0

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

Set on 4.08 acres in a sought-after estate community, this family home blends elegance, comfort, and modern upgrades. With 4 bedrooms, main floor laun

38 Photos

2766 Highpoint Side Road, Peel, ON , MLS #W12504606 , Image - 1

2766 Highpoint Side Road Rural Caledon, Caledon, Peel, ON MLS® W12504606

Residential Freehold (Detached)

$989000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome To Your Peaceful Garden Filled Escape In The Country, Only A Few Minutes From The Charming Town Of Orangeville. Imagine Having The Tranquility

25 Photos

16042 Kennedy Road, Peel, ON , MLS #W12589680 , Image - 1

16042 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12589680

Residential Freehold (Detached)

$1195000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to this truly unique custom 3-bedroom log, stone, and board and batten style home, nestled on over 9.82 privately treed acres right next to th

40 Photos

67 Eberly Woods Drive, Peel, ON , MLS #W12585462 , Image - 1

67 Eberly Woods Drive Rural Caledon, Caledon, Peel, ON MLS® W12585462

Residential Freehold (Detached)

$1499999.0

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

Attention buyers seeking exceptional upscale living! This stunning ravine-lot residence is filled with endless upgrades and refined craftsmanship, fea

41 Photos

3 Rutland Hill Court, Peel, ON , MLS #W12406297 , Image - 1

3 Rutland Hill Court Rural Caledon, Caledon, Peel, ON MLS® W12406297

Residential Freehold (Detached)

$3799000.0

5 +1 Beds
6 Baths
3500-5000 sq-ft

Just under an hour from the city, 3 Rutland Hill Crt offers over 15 acres of resort-style living in an exclusive cul-de-sac setting in an immediate ar

49 Photos

16556 Innis Lake Road, Peel, ON , MLS #W12539338 , Image - 1

16556 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W12539338

Residential Freehold (Detached)

$1399991.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 16556 Innis Lake Road - a rare gem nestled in the heart of Caledon, 15 mins from Brampton. This stunning 2-storey property offers the perfe

47 Photos

18234 Mississauga Road, Peel, ON , MLS #W12469220 , Image - 1

18234 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12469220

Residential Freehold (Detached)

$1350000.0

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

Discover a beautifully landscaped 2.18-acre family retreat, in the heart of Caledon. This property is surrounded by endless recreational opportunities

50 Photos

2 Cedar Drive, Peel, ON , MLS #W12447163 , Image - 1

2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W12447163

Residential Freehold (Detached)

$2400000.0

5 Beds
3 Baths
3500-5000 sq-ft

Discover refined country living in this luxurious, accessibility-minded 5-bed, 3-bath executive bungalow set on 3.4 private, tree-lined acres in covet

40 Photos

1 Cassidy Lane, Peel, ON , MLS #W12411877 , Image - 1

1 Cassidy Lane Rural Caledon, Caledon, Peel, ON MLS® W12411877

Residential Freehold (Detached)

$1825000.0

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

Country living with city convenience! Sitting high on a hill, a quick walk to Terra Cotta and the Credit River; enjoy 5 acres of countryside to play i

50 Photos

30 Hamilton Court, Peel, ON , MLS #W12569064 , Image - 1

30 Hamilton Court Rural Caledon, Caledon, Peel, ON MLS® W12569064

Residential Freehold (Detached)

$1299900.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

//Oversized Pie Lot + Court Location// Rare To Find 4 Bedrooms Detached House Situated On An Oversized Pie Shaped Lot & Highly Desired Quiet Court Loc

27 Photos

12 Flaherty Lane, Peel, ON , MLS #W12471042 , Image - 1

12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12471042

Residential Freehold (Detached)

$4999000.0

Price drop by 16.7%

5 Beds
5 Baths
5000 + sq-ft

WELCOME TO FLAHERTY LANE!! One of Caledon's most prestigious estate style developments. This newly renovated home sitting on 10 acres was gutted from

50 Photos

61 William Street E, Peel, ON , MLS #W12168304 , Image - 1

61 William Street E Rural Caledon, Caledon, Peel, ON MLS® W12168304

Residential Freehold (Detached)

$1074900.0

Price drop by 6.5%

3 +1 Beds
3 Baths
1500-2000 sq-ft

Modern renovated country bungalow on a private lot surrounded by nature and mature trees. Step inside to modern efficient, clean and bright on a large

50 Photos

7062 Castlederg Side Road, Peel, ON , MLS #W12413789 , Image - 1

7062 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12413789

Residential Freehold (Detached)

$1399000.0

2 +2 Beds
3 Baths
1100-1500 sq-ft

Nearly 10 acres of scenic countryside in Caledon offer the ultimate in privacy and tranquility, nestled among towering mature trees just minutes from

50 Photos

17397 Humber Station Road, Peel, ON , MLS #W12480591 , Image - 1

17397 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W12480591

Residential Freehold (Detached)

$2389900.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a

50 Photos

14766 Highway 50 Avenue, Peel, ON , MLS #W12546364 , Image - 1

14766 Highway 50 Avenue Rural Caledon, Caledon, Peel, ON MLS® W12546364

Residential Freehold (Detached)

$2365000.0

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

A rare opportunity on the edge of Bolton! Set on a sprawling 1.16-acre lot this completely renovated gem offers the ultimate blend of privacy, functio

49 Photos

4075 The Grange Side Road E, Peel, ON , MLS #W12356331 , Image - 1

4075 The Grange Side Road E Rural Caledon, Caledon, Peel, ON MLS® W12356331

Residential Freehold (Detached)

$3999000.0

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

Serene sanctuary nestled on almost 8 private acres with the river running through. Meticulously renovated, upgraded and luxuriously finished, this cha

47 Photos

24 Royal Valley Drive, Peel, ON , MLS #W12490954 , Image - 1

24 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W12490954

Residential Freehold (Detached)

$1249900.0

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

Two-storey, all-brick detached home in Caledon's prestigious Valleywood neighbourhood offers coveted privacy, with a 142-foot-deep lot adorned with ma

37 Photos

2 Madawaska Road, Peel, ON , MLS #W12522608 , Image - 1

2 Madawaska Road Rural Caledon, Caledon, Peel, ON MLS® W12522608

Residential Freehold (Detached)

$1588000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to 2 Madawaska Rd, Caledon - an exceptional, one-of-a-kind corner cross-ventilated residence that perfectly blends elegance, comfort, and mode

50 Photos

4573 Charleston Side Road, Peel, ON , MLS #W12521330 , Image - 1

4573 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W12521330

Residential Freehold (Detached)

$1099000.0

3 +1 Beds
2 Baths
1500-2000 sq-ft

Immaculately kept ((Over An Acre Lot with Circular Driveway in Prestigious Neighborhood)) Move In Ready 4 Level Fully Fenced Home** Eye-Catching Exter

40 Photos

14399 Kennedy Road, Peel, ON , MLS #W12167376 , Image - 1

14399 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12167376

Residential Freehold (Detached)

$1675000.0

Price drop by 6.2%

3 +5 Beds
4 Baths
2000-2500 sq-ft

POWER OF SALE.!! Near all custom made houses. This massive bungalow, nestled on a generous 1.03-acre lot, offers 3 spacious bedrooms on main with the

49 Photos

656 Bush Street, Peel, ON , MLS #W12392734 , Image - 1

656 Bush Street Rural Caledon, Caledon, Peel, ON MLS® W12392734

Residential Freehold (Detached)

$1898200.0

4 Beds
5 Baths
2500-3000 sq-ft

This stunning custom-built home in the charming hamlet of Belfountain offers 2,831 sq ft of luxurious living space with 4 bedrooms and 5 washrooms, bl

39 Photos

164 Royal Valley Drive, Peel, ON , MLS #W12407846 , Image - 1

164 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W12407846

Residential Freehold (Detached)

$849900.0

1 +2 Beds
2 Baths
700-1100 sq-ft

Welcome home to this spacious and bright detached Bungaloft located in the highly sought-after Caledon Valleywood neighbourhood! Featuring the potenti

2 Photos

15993 Kennedy Road, Peel, ON , MLS #W12502236 , Image - 1

15993 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12502236

Residential Freehold (Detached)

$1949000.0

2 +4 Beds
3 Baths
3000-3500 sq-ft

Enjoy 22.1 + Acres of Private Property Located Neighboring the Scenic Caledon Trail with 2,219 Ft of Lot Depth. Enjoy The Charm of Country Living. Thi

50 Photos

14728 Heritage Road, Peel, ON , MLS #W12036775 , Image - 1

14728 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W12036775

Residential Freehold (Detached)

$2499900.0

Price drop by 13.8%

4 Beds
3 Baths
2000-2500 sq-ft

Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this st

41 Photos

18805 Willoghby Road, Peel, ON , MLS #W12422743 , Image - 1

18805 Willoghby Road Rural Caledon, Caledon, Peel, ON MLS® W12422743

Residential Freehold (Detached)

$1840000.0

Price drop by 1.1%

4 +1 Beds
4 Baths
3000-3500 sq-ft

ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landsca

42 Photos

15316 Mount Wolfe Road, Peel, ON , MLS #W12458756 , Image - 1

15316 Mount Wolfe Road Rural Caledon, Caledon, Peel, ON MLS® W12458756

Residential Freehold (Detached)

$3950000.0

4 +1 Beds
4 Baths
5000 + sq-ft

Large acreage property with superb western views. This property has everything you want! 2 houses, ponds, beach with tiki hut and beach volleyball co

1 Photos

Lot 99 Speers Avenue Rural Caledon, Caledon, Peel, ON MLS® W12041043

Residential Freehold (Detached)

$1489990.0

4 Beds
4 Baths
2000-2500 sq-ft

Introducing the Magna Model Elevation C by Zancor Homes, a remarkable residence offering 2,444 square feet of beautifully designed living space. This

32 Photos

27 Lightheart Drive, Peel, ON , MLS #W12487526 , Image - 1

27 Lightheart Drive Rural Caledon, Caledon, Peel, ON MLS® W12487526

Residential Freehold (Detached)

$1449000.0

4 Beds
4 Baths
2500-3000 sq-ft

Sun-filled, Spacious & Oh So Gracious! Rarely offered family home with ravine backyard on Lightheart Drive nestled alongside Etobicoke Creek. Beautifu

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