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Caledon Detached Houses for Sale

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Last Updated: September 27, 2026

50 Photos

174 Royal Valley Drive, Peel, ON , MLS #W13476706 , Image - 1

174 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13476706

Residential Freehold (Detached)

$1199999.0

Price drop by 5.1%

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

Beautifully updated detached family home in the quiet, sought-after community of Valleywood within a single-entry enclave, close to parks, top-rated s

32 Photos

9 Sheardown Trail, Peel, ON , MLS #W13832130 , Image - 1

9 Sheardown Trail Bolton East, Caledon, Peel, ON MLS® W13832130

Residential Freehold (Detached)

$1080000.0

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

Welcome to 9 Sheardown Trail, an elegant and beautifully updated detached residence nestled in one of Bolton's most desirable family-friendly communit

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143 Kingsview Drive, Peel, ON , MLS #W13790170 , Image - 1

143 Kingsview Drive Bolton North, Caledon, Peel, ON MLS® W13790170

Residential Freehold (Detached)

$879000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Taylor Woods, one of North Bolton's most sought-after neighbourhoods on the North Hill! This lovingly maintained and beautifully updated f

45 Photos

23 Granite Stones Drive, Peel, ON , MLS #W13670564 , Image - 1

23 Granite Stones Drive Rural Caledon, Caledon, Peel, ON MLS® W13670564

Residential Freehold (Detached)

$2150000.0

Price drop by 4.4%

4 Beds
6 Baths
3000-3500 sq-ft

A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned within its natural surroundings, well back from t

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5812 Beech Grove Side Road, Peel, ON , MLS #W13729158 , Image - 1

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

30 Photos

310 Newlove Drive, Peel, ON , MLS #W13828962 , Image - 1

310 Newlove Drive Bolton East, Caledon, Peel, ON MLS® W13828962

Residential Freehold (Detached)

$935000.0

3 Beds
4 Baths
1500-2000 sq-ft

OPEN HOUSE SUNDAY SEP 27 - 1-3 PM! Welcome to Newlove! This is the perfect family home, set on an oversized pie-shaped lot along a quiet, friendly, si

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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37 Royal Fern Crescent, Peel, ON , MLS #W13747858 , Image - 1

37 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W13747858

Residential Freehold (Detached)

$1269000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained detached house, thoughtfully designed to provide comfort & functionality. The home features four generously siz

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

50 Photos

50 North Riverdale Drive, Peel, ON , MLS #W13805026 , Image - 1

50 North Riverdale Drive Inglewood, Caledon, Peel, ON MLS® W13805026

Residential Freehold (Detached)

$1599000.0

3 Beds
4 Baths
2000-2500 sq-ft

Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80' wide lot backing onto ravine and Caledo

50 Photos

124 Royal Valley Drive, Peel, ON , MLS #W13694024 , Image - 1

124 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13694024

Residential Freehold (Detached)

$1299000.0

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

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-

41 Photos

15 Esposito Drive, Peel, ON , MLS #W13711374 , Image - 1

15 Esposito Drive Bolton East, Caledon, Peel, ON MLS® W13711374

Residential Freehold (Detached)

$899900.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

One of Bolton's best values! If you've been waiting for the right opportunity to own in South Hill, this is it! Solidly built, this raised bungalow of

39 Photos

16703 Mississauga Road E, Peel, ON , MLS #W13678788 , Image - 1

16703 Mississauga Road E Rural Caledon, Caledon, Peel, ON MLS® W13678788

Residential Freehold (Detached)

$1449000.0

Price drop by 14.7%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this charming bungalow nestled on a private 10-acre property in the sought-after Belfountain area of Caledon. Surrounded by mature forest w

50 Photos

2 Ironhorse Crescent, Peel, ON , MLS #W13832348 , Image - 1

2 Ironhorse Crescent Bolton West, Caledon, Peel, ON MLS® W13832348

Residential Freehold (Detached)

$1199900.0

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

Meticulously Maintained Detached Home Situated On An Oversized 59 X 110 Ft Corner Lot In The Highly Desirable Bolton West Community! Boasting 2,574 Sq

50 Photos

34 Boyces Creek Court, Peel, ON , MLS #W13814360 , Image - 1

34 Boyces Creek Court Caledon East, Caledon, Peel, ON MLS® W13814360

Residential Freehold (Detached)

$1449999.0

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

Welcome home to this beautifully designed 2-storey residence, offering the perfect blend of comfortable family living and outdoor entertaining. Inside

46 Photos

251 Bell Air Drive, Peel, ON , MLS #W13785642 , Image - 1

251 Bell Air Drive Bolton East, Caledon, Peel, ON MLS® W13785642

Residential Freehold (Detached)

$1149000.0

3 Beds
3 Baths
1500-2000 sq-ft

Highly sought after neighborhood in Bolton's south hill! Quiet mature area walking distance to all amenities, schools, library & parks & a great comm

38 Photos

60 Stowmarket Street, Peel, ON , MLS #W13814774 , Image - 1

60 Stowmarket Street Rural Caledon, Caledon, Peel, ON MLS® W13814774

Residential Freehold (Detached)

$1449000.0

5 Beds
6 Baths
3000-3500 sq-ft

Welcome to 60 Stowmarket Street, Caledon! This stunning upgraded 5-bedroom, 6-bathroom detached home offers exceptional space, style, and functionalit

Open House : Sun Sep 27, 01:00 PM to 04:00 PM

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18584 The Gore Road, Peel, ON , MLS #W13827282 , Image - 1

18584 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13827282

Residential Freehold (Detached)

$2400000.0

5 Beds
4 Baths
3000-3500 sq-ft

One Of Caledon's Most Scenic, Stunning Properties. Set Privately, Bordered By Mature Trees & Forest Yet Open To The 28 Acres Of Rolling Hills & Trails

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48 Wishing Well Crescent N, Peel, ON , MLS #W13697100 , Image - 1

48 Wishing Well Crescent N Rural Caledon, Caledon, Peel, ON MLS® W13697100

Residential Freehold (Detached)

$1269000.0

Price drop by 1.6%

5 +1 Beds
5 Baths
2500-3000 sq-ft

Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Village, offering an impressive 4,050 sq. ft total . F

44 Photos

17 Heather Street, Peel, ON , MLS #W13830506 , Image - 1

17 Heather Street Rural Caledon, Caledon, Peel, ON MLS® W13830506

Residential Freehold (Detached)

$599999.0

3 Beds
2 Baths
700-1100 sq-ft

Here's Your opportunity to own a 3-bedroom bungalow on an impressive 100' x 150' corner lot in a quiet country subdivision in Caledon! Situated in a p

28 Photos

85 James Walker Avenue, Peel, ON , MLS #W13745660 , Image - 1

85 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13745660

Residential Freehold (Detached)

$1399999.0

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

Don't miss out this prime location!! Located in the heart of Caledon, this beautiful home offers about 3650 sq. ft. of living space with 5 spacious be

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19774 Main Street, Peel, ON , MLS #W13819728 , Image - 1

19774 Main Street Alton, Caledon, Peel, ON MLS® W13819728

Residential Freehold (Detached)

$699900.0

3 Beds
2 Baths
1500-2000 sq-ft

Nestled in the charming and peaceful village of Alton, this beautifully renovated detached home offers the perfect blend of modern comfort and small-t

49 Photos

51 Learmont Avenue, Peel, ON , MLS #W13803770 , Image - 1

51 Learmont Avenue Rural Caledon, Caledon, Peel, ON MLS® W13803770

Residential Freehold (Detached)

$1479000.0

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

Location! Location! Location! Welcome to this stunning, fully upgraded 4-bedroom detached home in the highly sought-after SouthFields Village communit

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16718 Caledon King Townline N, Peel, ON , MLS #W13428300 , Image - 1

16718 Caledon King Townline N Palgrave, Caledon, Peel, ON MLS® W13428300

Residential Freehold (Detached)

$2998000.0

5 Beds
2 Baths
3500-5000 sq-ft

Welcome To 16718 Caledon King Townline N An Exceptional Opportunity To Own A Private Country Estate On Nearly 25 Acres In Prestigious Palgrave. Tucked

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

39 Photos

95 Pembrook Street, Peel, ON , MLS #W13830262 , Image - 1

95 Pembrook Street Bolton East, Caledon, Peel, ON MLS® W13830262

Residential Freehold (Detached)

$1649999.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-friendly neighbourhoods. Situated on a premium 48 f

45 Photos

22 Nailsworth Crescent, Peel, ON , MLS #W13830140 , Image - 1

22 Nailsworth Crescent Caledon East, Caledon, Peel, ON MLS® W13830140

Residential Freehold (Detached)

$899000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained bungaloft in the highly sought-after Old Paisley Estates community of Caledon East. Offering nearly 2,400 sq ft

46 Photos

11 Prince Andrew Drive, Peel, ON , MLS #W13747140 , Image - 1

11 Prince Andrew Drive Rural Caledon, Caledon, Peel, ON MLS® W13747140

Residential Freehold (Detached)

$2144000.0

4 +1 Beds
4 Baths
3500-5000 sq-ft

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and

50 Photos

44 George Crescent, Peel, ON , MLS #W13802896 , Image - 1

44 George Crescent Caledon East, Caledon, Peel, ON MLS® W13802896

Residential Freehold (Detached)

$1695000.0

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

Welcome to 44 George Crescent - an exceptional country estate in the prestigious executive community of Caledon East. Set on a spectacular 2-acre prop

48 Photos

16 Tanglewood Drive, Peel, ON , MLS #W13829062 , Image - 1

16 Tanglewood Drive Rural Caledon, Caledon, Peel, ON MLS® W13829062

Residential Freehold (Detached)

$1499500.0

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

Welcome to an exceptional over 5,000 sq. ft. estate home set on 2.5 private acres in sought-after Tamarack Estates, just minute from Orangeville. Offe

50 Photos

76 Cedarholme Avenue, Peel, ON , MLS #W13826110 , Image - 1

76 Cedarholme Avenue Rural Caledon, Caledon, Peel, ON MLS® W13826110

Residential Freehold (Detached)

$1324999.0

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

Exceptional Caledon Fernbrook Home With Luxurious Upgrades Throughout. Featuring 10-Ft Ceilings On The Main Level, An Exposed Concrete Driveway & Pati

32 Photos

7190 King Street, Peel, ON , MLS #W13616516 , Image - 1

7190 King Street Rural Caledon, Caledon, Peel, ON MLS® W13616516

Residential Freehold (Detached)

$2900000.0

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

**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore

Open House : Sun Sep 27, 01:00 PM to 05:00 PM

50 Photos

42 Valleybrook Crescent, Peel, ON , MLS #W13829552 , Image - 1

42 Valleybrook Crescent Rural Caledon, Caledon, Peel, ON MLS® W13829552

Residential Freehold (Detached)

$1272000.0

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

Welcome to 42 Valleybrook Crescent, a stunning detached home located in the highly sought-after Southfields Village community of Caledon !! This spaci

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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