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Caledon Detached Houses for Sale

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Last Updated: December 20, 2025

43 Photos

15633 Kennedy Road, Peel, ON , MLS #W12643572 , Image - 1

15633 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12643572

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 WithRolling Hills, ~8 acres Farmland, Offering Unparalle

40 Photos

1 Cassidy Lane, Peel, ON , MLS #W12642986 , Image - 1

1 Cassidy Lane Rural Caledon, Caledon, Peel, ON MLS® W12642986

Residential Freehold (Detached)

$1795000.0

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

Country charm meets city convenience. Perched high on a hill just a short walk to Terra Cotta and the Credit River, this exceptional 5-acre property o

50 Photos

25 Orsi Road, Peel, ON , MLS #W12354593 , Image - 1

25 Orsi Road Caledon East, Caledon, Peel, ON MLS® W12354593

Residential Freehold (Detached)

$1499000.0

Price drop by 6.3%

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

Welcome to a one-of-a-kind residence that blends timeless elegance with modern upgrades, set on a breathing taking property that feels like your own p

35 Photos

44 Edgar Road, Peel, ON , MLS #W12615058 , Image - 1

44 Edgar Road Bolton East, Caledon, Peel, ON MLS® W12615058

Residential Freehold (Detached)

$1099000.0

Price drop by 8.3%

5 Beds
3 Baths
1100-1500 sq-ft

Welcome to 44 Edgar Rd. Caledon, a home nestled in the safest & family friendly community of Bolton east, that truly redefines luxury living. From th

50 Photos

163 Birchlawn Road, Peel, ON , MLS #W12599722 , Image - 1

163 Birchlawn Road Bolton North, Caledon, Peel, ON MLS® W12599722

Residential Freehold (Detached)

$1128900.0

Price drop by 1.7%

3 Beds
3 Baths
2000-2500 sq-ft

There's so much more space here than you can imagine. You need to see it to believe it. This well-maintained large 4-level back-split, is set o

44 Photos

150 Taylorwood Avenue, Peel, ON , MLS #W12370410 , Image - 1

150 Taylorwood Avenue Bolton North, Caledon, Peel, ON MLS® W12370410

Residential Freehold (Detached)

$1099999.0

Price drop by 8.3%

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

Stunning 3+1 Bedroom Detached 2-Story Home with an Impressive Sunroom. Welcome to this meticulously maintained, move-in-ready gem. Thoughtfully design

50 Photos

7 Golfdale Court, Peel, ON , MLS #W12536402 , Image - 1

7 Golfdale Court Palgrave, Caledon, Peel, ON MLS® W12536402

Residential Freehold (Detached)

$1895000.0

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

Welcome to 7 Golfdale Court in Prestigious Caledon Woods Estate; a truly remarkable bungalow offering 3+2 bedrooms, tucked away on a quiet cul-de-sac

40 Photos

12777 Mississauga Road, Peel, ON , MLS #W12634822 , Image - 1

12777 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12634822

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. Additional living space in t

37 Photos

25 Eberly Woods Drive, Peel, ON , MLS #W12617438 , Image - 1

25 Eberly Woods Drive Rural Caledon, Caledon, Peel, ON MLS® W12617438

Residential Freehold (Detached)

$1149000.0

4 Beds
4 Baths
2500-3000 sq-ft

#### Beautiful Detached Home In Caledon. Featuring 2,743 Sq Ft & An Open Concept Layout. *9 Feet Ceiling On Main & Second Floor* Hardwood Floors + Pot

50 Photos

12031 The Gore Road, Peel, ON , MLS #W12423455 , Image - 1

12031 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W12423455

Residential Freehold (Detached)

$4999000.0

6 Beds
7 Baths
5000 + sq-ft

Absolute Show Stopper!! Located on 3/4 Of an Acre on The Caledon/Brampton Border. New Custom House With 6 Bedrooms + Den, 6 Washrooms, 4 Car Garage Wi

27 Photos

12 Flaherty Lane, Peel, ON , MLS #W12614826 , Image - 1

12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12614826

Residential Freehold (Detached)

$4599000.0

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

31 Photos

38 Esposito Drive, Peel, ON , MLS #W12631772 , Image - 1

38 Esposito Drive Bolton East, Caledon, Peel, ON MLS® W12631772

Residential Freehold (Detached)

$1199999.0

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

Very Desirable Neighbourhood In Bolton, Walking Distance To Schools, Parks & Amenities. Immaculately Maintained, Tastefully Updated & Decorated. 4 G

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

56 Arthur Griffin Crescent, Peel, ON , MLS #W12476195 , Image - 1

56 Arthur Griffin Crescent Caledon East, Caledon, Peel, ON MLS® W12476195

Residential Freehold (Detached)

$1650000.0

Price drop by 2.9%

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

Welcome to 56 Arthur Griffin Crescent, a luxurious 2-storey home in Caledon East. This nearly 4,000 sq ft residence features:- 3-car tandem garage- 5

2 Photos

12692 Hurontario Street, Peel, ON , MLS #W12134204 , Image - 1

12692 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W12134204

Residential Freehold (Detached)

$4000000.0

4 Beds
3 Baths
2000-2500 sq-ft

Prime 2+ Acre Development Opportunity on Highway 10/410. This rare 2+ acre parcel offers exceptional future development potential, ideally located

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

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

49 Photos

16556 Innis Lake Road, Peel, ON , MLS #W12613412 , Image - 1

16556 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W12613412

Residential Freehold (Detached)

$999000.0

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

19 Photos

20 Spinland Street, Peel, ON , MLS #W12493762 , Image - 1

20 Spinland Street Rural Caledon, Caledon, Peel, ON MLS® W12493762

Residential Freehold (Detached)

$1275000.0

Price drop by 8.9%

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

Welcome to this Beautifully Upgraded 2500 SQFT ..CAPREA MODEL ..4 Plus 3 Bedroom BASEMENT APARTMENT Home with Designer Finishes in the Highly Sought-A

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

34 Photos

45 Trailview Lane, Peel, ON , MLS #W12601586 , Image - 1

45 Trailview Lane Bolton West, Caledon, Peel, ON MLS® W12601586

Residential Freehold (Detached)

$989900.0

3 Beds
3 Baths
1500-2000 sq-ft

Experience Elevated Living in the Heart of Bolton West - This beautifully maintained 3-bedroom home. Family-friendly living in one of the area's most

38 Photos

50 Lyonsview Lane, Peel, ON , MLS #W12330251 , Image - 1

50 Lyonsview Lane Cheltenham, Caledon, Peel, ON MLS® W12330251

Residential Freehold (Detached)

$2549900.0

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

Welcome To The Village Of Cheltenham! This Stunning Executive Estate Sits At The End Of The Coveted Lyonsview Lane Cul-De-Sac. Luxuriously Renovated,

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

46 Photos

203 Landsbridge Street, Peel, ON , MLS #W12593106 , Image - 1

203 Landsbridge Street Bolton East, Caledon, Peel, ON MLS® W12593106

Residential Freehold (Detached)

$969900.0

3 Beds
4 Baths
1500-2000 sq-ft

Sun-Drenched 3 Bedroom All-Brick Home in Prime South Bolton A True Entertainers Delight! Pride of ownership in this well-maintained, move-in ready fam

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

50 Photos

211 Pine Avenue, Peel, ON , MLS #W12506994 , Image - 1

211 Pine Avenue Palgrave, Caledon, Peel, ON MLS® W12506994

Residential Freehold (Detached)

$2049900.0

Price drop by 4.6%

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 211 Pine Avenue - a stunning, brand new custom-built bungalow offering over 3,600 sq ft of finished living space on a premium lot with a pr

50 Photos

2 Ann Mckee Street, Peel, ON , MLS #W12148197 , Image - 1

2 Ann Mckee Street Caledon East, Caledon, Peel, ON MLS® W12148197

Residential Freehold (Detached)

$1900000.0

Price drop by 11.6%

5 Beds
4 Baths
3500-5000 sq-ft

Nestled in the heart of Caledon, this breathtaking corner ravine lot boasts 4015 sq ft of living space with 5 spacious bedrooms with ample closet spa

50 Photos

55 William Crisp Drive, Peel, ON , MLS #W12587690 , Image - 1

55 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12587690

Residential Freehold (Detached)

$1999900.0

5 Beds
5 Baths
3500-5000 sq-ft

Elegant Estate Home in Prestigious Community. Welcome to this Premium Estate home, offering the perfect blend of luxury, comfort, and convenience. Thi

41 Photos

7 Southbury Manor Drive, Peel, ON , MLS #W12587648 , Image - 1

7 Southbury Manor Drive Bolton East, Caledon, Peel, ON MLS® W12587648

Residential Freehold (Detached)

$1299000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Beautifully upgraded home in Bolton's highly sought-after South Hill community, featuring 4+2 bedrooms and 4 bathrooms.This stunning property showcase

50 Photos

36 Country Stroll Crescent, Peel, ON , MLS #W12548400 , Image - 1

36 Country Stroll Crescent Bolton West, Caledon, Peel, ON MLS® W12548400

Residential Freehold (Detached)

$1298880.0

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

Your pool dream home has arrived! Located in one of Boltons most sought-after, family-friendly neighbourhoods, this stunning property sits on an expan

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