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Houses for Sale in Rural Caledon Caledon Under $5 Million - P7

Showing results 181 - 210 of 233

Last Updated: September 26, 2026

39 Photos

7454 Old Church Road, Peel, ON , MLS #W12945346 , Image - 1

7454 Old Church Road Rural Caledon, Caledon, Peel, ON MLS® W12945346

Residential Freehold (Detached)

$1479000.0

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

Access this property through a new paved (2026) circular driveway with plenty of parking for multiple vehicles. This beautiful 3.7-acre property offer

35 Photos

12 Keily Crescent E, Peel, ON , MLS #W13609040 , Image - 1

12 Keily Crescent E Rural Caledon, Caledon, Peel, ON MLS® W13609040

Residential Freehold (Detached)

$1800000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to your private country retreat! Nestled on 6.27 acres of beautifully secluded land, this stunning approx. 6,000 sq. ft. raised bungalow offer

27 Photos

7048 King Street, Peel, ON , MLS #W13621866 , Image - 1

7048 King Street Rural Caledon, Caledon, Peel, ON MLS® W13621866

Residential Freehold (Detached)

$3199000.0

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

10+ acre corner property featuring TWO homes, TWO separate driveways, and frontage on TWO roads (King Street/Centreville Creek Road). Theproperty offe

34 Photos

16045 Hurontario Street, Peel, ON , MLS #W13621738 , Image - 1

16045 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W13621738

Residential Freehold (Detached)

$1345000.0

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

Welcome to this beautifully renovated 4 + 3 bedroom residence on an impressive 0.40-acre lot, offering a rare blend of modern design, functional livin

50 Photos

4175 Beech Grove, Peel, ON , MLS #W13621500 , Image - 1

4175 Beech Grove Rural Caledon, Caledon, Peel, ON MLS® W13621500

Residential Freehold (Detached)

$3999999.0

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

Welcome to an extraordinary private estate set on over 38 acres in the rolling countryside of Caledon. This rare offering combines luxury living, natu

50 Photos

29 Aspenview Avenue, Peel, ON , MLS #W13618950 , Image - 1

29 Aspenview Avenue Rural Caledon, Caledon, Peel, ON MLS® W13618950

Residential Freehold (Att/Row/Townhouse)

$899900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to one of Southfields Village's most desirable end-unit townhomes-offering the space, privacy, and curb appeal of a semi-detached home! Nestle

30 Photos

51 Doris Pawley Crescent, Peel, ON , MLS #W13617932 , Image - 1

51 Doris Pawley Crescent Rural Caledon, Caledon, Peel, ON MLS® W13617932

Residential Freehold (Att/Row/Townhouse)

$859999.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 51 Doris Pawley Way! This beautifully maintained 3-bedroom, 2.5-bathroom freeholdtownhome is situated in one of Rural Caledon's most desira

5 Photos

13185 McLaughlin Road, Peel, ON , MLS #W13613864 , Image - 1

13185 McLaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W13613864

Residential Freehold (Vacant Land)

$958000.0

Discover an exceptional opportunity to own nearly an acre of vacant land in one of Caledon's most sought-after rural settings. Located at 13185 McLaug

44 Photos

5651 The Grange Side Road, Peel, ON , MLS #W13606030 , Image - 1

5651 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13606030

Residential Freehold (Detached)

$1575000.0

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

Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads yo

100 Photos

20511 Main Street, Peel, ON , MLS #W13435052 , Image - 1

20511 Main Street Rural Caledon, Caledon, Peel, ON MLS® W13435052

Residential Freehold (Detached)

$1990000.0

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

Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a settin

42 Photos

15316 Mount Wolfe Road, Peel, ON , MLS #W12966534 , Image - 1

15316 Mount Wolfe Road Rural Caledon, Caledon, Peel, ON MLS® W12966534

Residential Freehold (Detached)

$3690000.0

4 +1 Beds
4 Baths
5000 + sq-ft

Here is your opportunity to acquire 2 houses on 52 acres in Caledon. AAA location near Bolton and Nobleton. Long views over the majestic Caledon Hills

50 Photos

7555 Old Church Road, Peel, ON , MLS #W13058188 , Image - 1

7555 Old Church Road Rural Caledon, Caledon, Peel, ON MLS® W13058188

Residential Freehold (Detached)

$1448888.0

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

Set on 5+ acres with an impressive 544 ft frontage, this private countryside estate offers rolling hills, a serene stream, open meadow, and sweeping v

1 Photos

4037 Charleston Side Road, Peel, ON

4037 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W13584502

Residential Freehold (Detached)

$1344900.0

4 Beds
4 Baths
1100-1500 sq-ft

Attention Builders, Investors!! 3.5 Acres Corner Of Heart Lake And Charleston For Sale In Prime Location Of Caledon. Build Your Dream Custom House. Tw

21 Photos

4886 Olde Base Line Road, Peel, ON , MLS #W13515584 , Image - 1

4886 Olde Base Line Road Rural Caledon, Caledon, Peel, ON MLS® W13515584

Residential Freehold (Detached)

$1350000.0

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

Exceptional investment or builder opportunity in a high-demand Caledon pocket! This premium ~2-acre parcel (100' x 850' depth) is perfect for end-user

46 Photos

20040 Kennedy Road, Peel, ON , MLS #W13581702 , Image - 1

20040 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13581702

Residential Freehold (Detached)

$1799999.0

7 Beds
4 Baths
3500-5000 sq-ft

Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade andover 6,400 sq ft total living space with 6+ bedrooms

50 Photos

12775 Heritage Road, Peel, ON , MLS #W13561618 , Image - 1

12775 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W13561618

Residential Freehold (Detached)

$1799000.0

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

2867 Sq Ft Detached Home 4+1 Bed Room 5 Washrooms ** 1 Acre Lot** Basement Finished , Modern Finished Living Room Open Concept , Den, 3 Bedrooms wi

1 Photos

19 Tanglewood Drive, Peel, ON

19 Tanglewood Drive Rural Caledon, Caledon, Peel, ON MLS® W13448626

Residential Freehold (Detached)

$2495000.0

5 +2 Beds
5 Baths
5000 + sq-ft

Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot Boasting over 8000 sq ft of finished spaced ! 5189 sq ft (3789sqft main floor,14

21 Photos

89 Deer Ridge Trail, Peel, ON , MLS #W13559036 , Image - 1

89 Deer Ridge Trail Rural Caledon, Caledon, Peel, ON MLS® W13559036

Residential Freehold (Detached)

$1450000.0

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

Experience Luxury Living in This Stunning 5+2 Bedroom Home with Legal Basement Suite! (2960 Sq Ft Above Grade) Welcome to this beautifully upgraded ho

50 Photos

12386 Creditview Road, Peel, ON , MLS #W13076950 , Image - 1

12386 Creditview Road Rural Caledon, Caledon, Peel, ON MLS® W13076950

Residential Freehold (Detached)

$1399000.0

Price drop by 6.7%

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

Exceptional Investment Opportunity in Prime Caledon Location!This rare 0.7-acre property sits directly across from the future site of a 148-home subdi

50 Photos

13 Pearen Heights, Peel, ON , MLS #W13546254 , Image - 1

13 Pearen Heights Rural Caledon, Caledon, Peel, ON MLS® W13546254

Residential Freehold (Detached)

$1600000.0

5 Beds
5 Baths
3000-3500 sq-ft

Indulge in elevated living with this breathtaking, ultra-modern 3,479 sq. ft. masterpiece, masterfully crafted by a premier builder and set on a covet

49 Photos

7728 Mayfield Road, Peel, ON , MLS #W13543150 , Image - 1

7728 Mayfield Road Rural Caledon, Caledon, Peel, ON MLS® W13543150

Residential Freehold (Detached)

$3999000.0

4 Beds
4 Baths
3500-5000 sq-ft

Experience luxury country living with this stunning custom-built approximately over 3500 sq.ft. home in desirable community of caledon, located on May

15 Photos

18023 Horseshoe Hill Road, Peel, ON , MLS #W13441268 , Image - 1

18023 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13441268

Residential Freehold (Vacant Land)

$1399000.0

Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in t

40 Photos

14409 Winston Churchill Boulevard, Peel, ON , MLS #W13544076 , Image - 1

14409 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13544076

Residential Freehold (Detached)

$1199000.0

4 Beds
1 Baths
1500-2000 sq-ft

A rare offering in Terra Cotta! Nestled among mature trees on a picturesque and private lot, this charming 4-bedroom home is located in one of Peel's

40 Photos

10 Tweedhill Avenue, Peel, ON , MLS #W13541406 , Image - 1

10 Tweedhill Avenue Rural Caledon, Caledon, Peel, ON MLS® W13541406

Residential Freehold (Detached)

$1265000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to 10 Tweedhill Ave 5 Bedrooms detached home comes with 4 washrooms built by Yorkwood Homes Spruce Model Elevation C 2885 Sq/F as per builder

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

3 Photos

21 Terry Street, Peel, ON , MLS #W13529790 , Image - 1

21 Terry Street Rural Caledon, Caledon, Peel, ON MLS® W13529790

Residential Freehold (Vacant Land)

$1799900.0

Exceptional opportunity to own approximately 10 acres of level, rectangular land in the growing community of Caledon. Ideally situated adjacent to an

50 Photos

3 Cliffcrest Court, Peel, ON , MLS #W13494746 , Image - 1

3 Cliffcrest Court Rural Caledon, Caledon, Peel, ON MLS® W13494746

Residential Freehold (Detached)

$1599000.0

4 Beds
5 Baths
2500-3000 sq-ft

Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in this stunning 4 bedroom, 5 bathrm Valleywood home. S

3 Photos

7930 Mayfield Road, Peel, ON , MLS #W13511478 , Image - 1

7930 Mayfield Road Rural Caledon, Caledon, Peel, ON MLS® W13511478

Residential Freehold (Detached)

$1750000.0

6 Beds
3 Baths
2000-2500 sq-ft

Welcome to 7930 Mayfield Rd. This exceptional development opportunity is now available in this rapidly growing corridor in Caledon. This prime half-ac

11 Photos

20489 Hurontario Street, Peel, ON , MLS #W13521926 , Image - 1

20489 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W13521926

Residential Freehold (Vacant Land)

$1895000.0

Don't Miss This Opportunity To Build Your Dream Home On This Spacious 16 acre Lot with Convenient Highway Access, Close to Hockley Valley, Golf and Sk

49 Photos

3722 The Grange Side Road, Peel, ON , MLS #W13504950 , Image - 1

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

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