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Houses for Sale in Rural Caledon Caledon Under $5 Million

Showing results 1 - 30 of 233

Looking for houses under $5m for sale in Rural Caledon, Caledon? With Square Yards Canada, discover a vast range of properties within your budget in Rural Caledon across Toronto. If you plan to buy houses under $5m in Rural Caledon, Caledon, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Rural Caledon houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: September 26, 2026

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 : Sat Sep 26, 01:00 PM to 04:00 PM

18 Photos

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

40 Photos

20 Flemington Drive, Peel, ON , MLS #W13772824 , Image - 1

20 Flemington Drive Rural Caledon, Caledon, Peel, ON MLS® W13772824

Residential Freehold (Att/Row/Townhouse)

$734000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Valleywood! This lovely community in Caledon is conveniently located just off the 410 highway and Hurontario Street. Tucked away from the h

47 Photos

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

49 Photos

11 Falling Leaf Drive, Peel, ON , MLS #W13704702 , Image - 1

11 Falling Leaf Drive Rural Caledon, Caledon, Peel, ON MLS® W13704702

Residential Freehold (Semi-Detached )

$919900.0

Price drop by 5.9%

4 Beds
3 Baths
1500-2000 sq-ft

Welcome To 11 Falling Leaf Drive A Beautifully Maintained Family Home Nestled In One Of Caledon's Friendly Communities, Southfields. A Quiet Street F

50 Photos

10 Zimmerman Drive, Peel, ON , MLS #W13043512 , Image - 1

Unit-5, 10 Zimmerman Drive Rural Caledon, Caledon, Peel, ON MLS® W13043512

Residential Condo & Other (Semi-Detached Condo)

$1149999.0

Price drop by 4.1%

2 Beds
3 Baths
2000-2249 sq-ft

Pamper Yourself. You've worked hard and taken care of everyone else, so now it's your turn to kick up your heels. Whether you love golf, tennis, long

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

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

36 Photos

64 Maple Cider Street, Peel, ON , MLS #W13727126 , Image - 1

64 Maple Cider Street Rural Caledon, Caledon, Peel, ON MLS® W13727126

Residential Freehold (Semi-Detached )

$899900.0

3 Beds
4 Baths
1500-2000 sq-ft

** Welcome to this beautifully upgraded 1,892 sq. ft. home in Caledon, offering thoughtful design, modern finishes and a functional open-concept layou

37 Photos

64 Mcpherson Road, Peel, ON , MLS #W13824276 , Image - 1

64 Mcpherson Road Rural Caledon, Caledon, Peel, ON MLS® W13824276

Residential Freehold (Semi-Detached )

$969000.0

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

FIRST TIME HOME BUYER DREAM!!! Ready to Move-In!! Located in Heart of Caledon surrounded with Shopping, Parks, Creek, Community Centre, Daycare and Sc

50 Photos

103 Benadir Avenue, Peel, ON , MLS #W13829796 , Image - 1

103 Benadir Avenue Rural Caledon, Caledon, Peel, ON MLS® W13829796

Residential Freehold (Att/Row/Townhouse)

$969800.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this bright and spacious end unit townhouse. Bright kitchen with center island and breakfast bar, stainless steel appliances, quartz counte

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

36 Photos

2 Cosbury Lane, Peel, ON , MLS #W13771438 , Image - 1

2 Cosbury Lane Rural Caledon, Caledon, Peel, ON MLS® W13771438

Residential Freehold (Att/Row/Townhouse)

$679999.0

3 Beds
2 Baths
1500-2000 sq-ft

Wow, This Is An Absolute Must-See Showstopper, Priced To Sell Immediately! This Stunning 3-Bedrooms, 2-Washrooms Home Sits On A Premium Corner Lot In

Open House : Sat Sep 26, 01:30 PM to 03:30 PM

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 : Sat Sep 26, 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

34 Photos

43 Flemington Drive E, Peel, ON , MLS #W13671388 , Image - 1

43 Flemington Drive E Rural Caledon, Caledon, Peel, ON MLS® W13671388

Residential Freehold (Detached)

$849900.0

Price drop by 5.5%

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

Beautiful, bright, spacious, and well-laid-out 2+2 raised bungalow in the desirable Valleywood neighbourhood. Features in-law suite with a separate en

43 Photos

52 Mcpherson Road, Peel, ON , MLS #W13719752 , Image - 1

52 Mcpherson Road Rural Caledon, Caledon, Peel, ON MLS® W13719752

Residential Freehold (Semi-Detached )

$979900.0

4 Beds
3 Baths
1500-2000 sq-ft

Gorgeous! 4-bedroom, lovely back-split semi-detached home located in the prestigious Southfield Village of Caledon Town, in a great neighborhood. The

Open House : Sat Sep 26, 12:00 PM to 03:00 PM

50 Photos

14411 Innis Lake Road, Peel, ON , MLS #W13824902 , Image - 1

14411 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13824902

Residential Freehold (Detached)

$1499000.0

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

** 2 Acres Prime Lot....Welcome To 14411 Innis Lake Rd - An Exceptional 4 Level Side Split With 5 Bedrooms & 4 Bath Offering Over 3,000+ Sq Ft Of Beau

33 Photos

15191 Airport Road, Peel, ON , MLS #W13827252 , Image - 1

15191 Airport Road Rural Caledon, Caledon, Peel, ON MLS® W13827252

Residential Freehold (Detached)

$2599000.0

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

Welcome to this incredible meticulously kept and built residence (2005) situated on a sprawling, private 1-acre lot! Offering unmatched versatility, t

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

41 Photos

12806 Mississauga Road, Peel, ON , MLS #W13606962 , Image - 1

12806 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W13606962

Residential Freehold (Detached)

$1499000.0

4 Beds
3 Baths
3000-3500 sq-ft

Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total

47 Photos

16072 The Gore Road, Peel, ON , MLS #W13766052 , Image - 1

16072 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13766052

Residential Freehold (Detached)

$1499000.0

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

Welcome To Your Forever Home with 3650 Sq.ft total living space. Discover The Perfect Blend Of Country Charm, Modern Luxury And Tranquility In This Be

Open House : Sat Sep 26, 12:30 PM to 03:00 PM

50 Photos

12362 Mclaughlin Road, Peel, ON , MLS #W13511500 , Image - 1

12362 Mclaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W13511500

Residential Freehold (Att/Row/Townhouse)

$869000.0

Price drop by 1.1%

3 Beds
4 Baths
1500-2000 sq-ft

Beautiful Corner Unit Townhouse, Feels Like Semi-Detached home, Very Spacious, 3 bedrooms, 4 washroom Townhome! Sun-filled townhouse offering an abund

49 Photos

15 Caledon Mountain Drive, Peel, ON , MLS #W13768664 , Image - 1

15 Caledon Mountain Drive Rural Caledon, Caledon, Peel, ON MLS® W13768664

Residential Freehold (Detached)

$2795000.0

4 Beds
3 Baths
2000-2500 sq-ft

No need for AI embellishment here! This one-of-a-kind, 3.3 acre country retreat located just outside the quaint hamlet of Belfountain is pretty perfec

43 Photos

16089 Shaws Creek Road, Peel, ON , MLS #W13827304 , Image - 1

16089 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13827304

Residential Freehold (Detached)

$3495000.0

3 Beds
3 Baths
2000-2500 sq-ft

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & TrailsOriginally built in 1860 by the McEachern family, this Grand Victorian far

28 Photos

19 Mcconachie Crescent, Peel, ON , MLS #W13821904 , Image - 1

19 Mcconachie Crescent Rural Caledon, Caledon, Peel, ON MLS® W13821904

Residential Freehold (Detached)

$1500000.0

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

Beautifully maintained raised bungalow set on a private 1.5-acre country lot, offering the perfect blend of tranquility and convenience. This spaciou

47 Photos

20429 Willoughby Road, Peel, ON , MLS #W13825520 , Image - 1

20429 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W13825520

Residential Freehold (Detached)

$1200000.0

3 Beds
2 Baths
1500-2000 sq-ft

Behind a dreamy white picket fence and a canopy of towering trees, lies this piece of local history in the hamlet of Melville. Steps from your next t

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

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

48 Photos

33 Sparrowbrook Street, Peel, ON , MLS #W13776114 , Image - 1

33 Sparrowbrook Street Rural Caledon, Caledon, Peel, ON MLS® W13776114

Residential Freehold (Att/Row/Townhouse)

$849900.0

3 Beds
3 Baths
1500-2000 sq-ft

//Fully Freehold With Backyard// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Ma

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