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

Showing results 181 - 210 of 215

Last Updated: August 12, 2026

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19976 Kennedy Road, Peel, ON , MLS #W13238180 , Image - 1

19976 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13238180

Residential Freehold (Detached)

$1499000.0

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

Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an orname

50 Photos

14411 Innis Lake Road, Peel, ON , MLS #W13232682 , Image - 1

14411 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13232682

Residential Freehold (Detached)

$1599900.0

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

//2.011 Acres Lot - Prime Location By King Street - 5 Mins Drive From Mayfield// Rare To Find Immaculate 4+1 Bedrooms & 4 Washrooms Farm- House Set Ag

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7770 Healey Road, Peel, ON , MLS #W13231492 , Image - 1

7770 Healey Road Rural Caledon, Caledon, Peel, ON MLS® W13231492

Residential Freehold (Detached)

$1448000.0

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

Rare Opportunity in Caledon's Growing Urban Core! Discover the perfect blend of space, versatility, and future potential at 7770 Healey Road. Set on a

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16927 Winston Churchill Boulevard, Peel, ON , MLS #W13224014 , Image - 1

16927 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13224014

Residential Freehold (Detached)

$4500000.0

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

A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in c

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9 Mccartney Drive, Peel, ON , MLS #W13214766 , Image - 1

9 Mccartney Drive Rural Caledon, Caledon, Peel, ON MLS® W13214766

Residential Freehold (Detached)

$1649900.0

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

Nestled on approx 2.73 picturesque acres in a quiet cul-de-sac just outside Caledon East, this beautifully maintained 3+2-bedroom family home offers t

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0 The Gore Road, Peel, ON , MLS #W13213944 , Image - 1

0 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13213944

Residential Freehold (Vacant Land)

$849900.0

< 700 sq-ft

2.23 Acres Corner Lot at Hwy 9 & The Gore Road with Potential to Apply for Commercial Zoning! Situated between Palgrave & Mono Mills this Residential

50 Photos

8 Castlewood Court, Peel, ON , MLS #W13212734 , Image - 1

8 Castlewood Court Rural Caledon, Caledon, Peel, ON MLS® W13212734

Residential Freehold (Detached)

$1468000.0

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

Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built brick bungalow has a partly finished basemen

50 Photos

18599 Horseshoe Hill Road, Peel, ON , MLS #W13206484 , Image - 1

18599 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13206484

Residential Freehold (Detached)

$1338000.0

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

Located on a paved country road, this 3+2 bedroom, 3-bathroom raised bungalow set on a private, treed 2.89-acre lot features a pond, stream, bush, tra

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8339 Finnerty Side Road, Peel, ON , MLS #W13197086 , Image - 1

8339 Finnerty Side Road Rural Caledon, Caledon, Peel, ON MLS® W13197086

Residential Freehold (Detached)

$2199999.0

3 +2 Beds
5 Baths
2500-3000 sq-ft

Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined

35 Photos

10 Learmont Avenue, Peel, ON , MLS #W13166964 , Image - 1

10 Learmont Avenue Rural Caledon, Caledon, Peel, ON MLS® W13166964

Residential Freehold (Detached)

$1289000.0

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

Welcome to This 4+1 Bedroom Custom Designed Home in Highly Desirable Area in Southfields, Caledon! This Beautifully Rare Home Includes Custom Trim Woo

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9240 Castlederg Side Road, Peel, ON , MLS #W12991524 , Image - 1

9240 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12991524

Residential Freehold (Detached)

$1949000.0

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

Multi-Generational Home on a Serene Setting. Welcome to 9240 Castlederg Side Road - a stunning, fully renovated bungalow set on 2 private acres in the

50 Photos

22 Southridge Trail, Peel, ON , MLS #W13142918 , Image - 1

22 Southridge Trail Rural Caledon, Caledon, Peel, ON MLS® W13142918

Residential Freehold (Detached)

$2199999.0

3 Beds
3 Baths
3000-3500 sq-ft

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the p

33 Photos

61 Pinebrook Circle, Peel, ON , MLS #W13153374 , Image - 1

61 Pinebrook Circle Rural Caledon, Caledon, Peel, ON MLS® W13153374

Residential Freehold (Detached)

$1269000.0

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

Exceptional Opportunity In Prestigious Valleywood! This beautifully maintained raised bungalow offers impressive curb appeal with a huge stone-laid in

44 Photos

14597 McLaughlin Road, Peel, ON , MLS #W13080510 , Image - 1

14597 McLaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W13080510

Residential Freehold (Farm)

$2599000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this gated property at 14597 McLaughlin Rd in Caledon, offering the perfect blend of privacy and convenience just minutes from Brampton. Se

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20603 Willoughby Road, Peel, ON , MLS #W12942996 , Image - 1

20603 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W12942996

Residential Freehold (Detached)

$1799000.0

Price drop by 5.3%

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

1 acre of land and over 4000 sf of living space in this Multi-Generational Ranch Style Home! 5 Bedrooms and 5 Bathrooms and plenty of space for the wh

50 Photos

152 Newhouse Boulevard, Peel, ON , MLS #W13120988 , Image - 1

152 Newhouse Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13120988

Residential Freehold (Detached)

$1449900.0

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

//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caled

49 Photos

20054 Horseshoe Hill Road, Peel, ON , MLS #W13078722 , Image - 1

20054 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13078722

Residential Freehold (Detached)

$1999900.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this hom

43 Photos

16089 Shaws Creek Road, Peel, ON , MLS #W12918200 , Image - 1

16089 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W12918200

Residential Freehold (Detached)

$3495000.0

Price drop by 6.8%

3 Beds
3 Baths
2000-2500 sq-ft

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

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60 Deer Ridge Trail, Peel, ON

60 Deer Ridge Trail Rural Caledon, Caledon, Peel, ON MLS® W13104412

Residential Freehold (Detached)

$1549000.0

4 Beds
7 Baths
2000-2500 sq-ft

Discover the perfect blend of luxury and tranquility in this stunning detached home backing onto a serene ravine. Situated on a premium corner lot wit

2 Photos

6785 Highway 9 Road, Peel, ON , MLS #W13101838 , Image - 1

6785 Highway 9 Road Rural Caledon, Caledon, Peel, ON MLS® W13101838

Residential Freehold (Detached)

$2250000.0

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

Nestled on a private and beautifully 10.01 acre parcel in Caledon, this exceptional ranch-style stucco and brick bungalow offers the perfect blend of

50 Photos

41 Elite Road, Peel, ON , MLS #W13100954 , Image - 1

41 Elite Road Rural Caledon, Caledon, Peel, ON MLS® W13100954

Residential Freehold (Detached)

$1549900.0

4 Beds
4 Baths
2000-2500 sq-ft

Nestled on a stunning 3-acre property backing onto peaceful forest, this 2-storey, 4-bedroom home offers privacy, space, and comfort, all just minutes

46 Photos

5945 King Street, Peel, ON , MLS #W13034854 , Image - 1

5945 King Street Rural Caledon, Caledon, Peel, ON MLS® W13034854

Residential Freehold (Detached)

$1688888.0

3 +1 Beds
1 Baths
700-1100 sq-ft

CALLING ALL INVESTORS! SOUGHT AFTER AREA THIS PROPERTY HIGHWAY COMMERCIAL ZONED. FULLY FENCED PROPERTY NEW. ROOF 2018, WATER FILTRATION REVERSE. OSMOS

47 Photos

581 Tim Manley Avenue S, Peel, ON , MLS #W13021138 , Image - 1

581 Tim Manley Avenue S Rural Caledon, Caledon, Peel, ON MLS® W13021138

Residential Condo & Other (Condo Townhouse)

$769900.0

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to 581 Tim Manley Ave!This beautiful end-unit townhouse is perfect for first-time buyers or investors-offering exceptional value, even better

49 Photos

15277 Dixie Road, Peel, ON , MLS #W12979438 , Image - 1

15277 Dixie Road Rural Caledon, Caledon, Peel, ON MLS® W12979438

Residential Freehold (Detached)

$1749000.0

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

Beautifully Renovated Home on 1.5 Acres in Caledon. A Rare Opportunity to own a Stunning, Fully Renovated property on a nearly 1.5 Acres lot in Caledo

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42 Valleybrook Crescent, Peel, ON , MLS #W12974392 , Image - 1

42 Valleybrook Crescent Rural Caledon, Caledon, Peel, ON MLS® W12974392

Residential Freehold (Detached)

$1399000.0

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

Welcome to one of Caledon's most sought-after neighbourhoods, Valleywood. Ideally located close to excellent schools, scenic nature trails, the local

1 Photos

146 Newhouse Boulevard, Peel, ON

146 Newhouse Boulevard Rural Caledon, Caledon, Peel, ON MLS® W12956478

Residential Freehold (Detached)

$1449000.0

5 Beds
7 Baths
3000-3500 sq-ft

Welcome to this exceptional 5-bedroom detached home offering approx. 3,400 sq. ft. of elegant living space. Featuring a grand double-door entry, 9-ft

50 Photos

124 Royal Valley Drive, Peel, ON , MLS #W12944088 , Image - 1

124 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W12944088

Residential Freehold (Detached)

$1424900.0

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-

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2 Terry Street, Peel, ON , MLS #W12938814 , Image - 1

2 Terry Street Rural Caledon, Caledon, Peel, ON MLS® W12938814

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
700-1100 sq-ft

Charming bungalow with a fully equipped workshop and exceptional exposure, ideal for commuters and home-based businesses. Conveniently located with qu

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

50 Photos

13 Birchfield Crescent, Peel, ON , MLS #W12904522 , Image - 1

13 Birchfield Crescent Rural Caledon, Caledon, Peel, ON MLS® W12904522

Residential Freehold (Att/Row/Townhouse)

$729900.0

3 Beds
2 Baths
1500-2000 sq-ft

FREEHOLD!! FREEHOLD!! BEAUTIFULLY maintained 10-year-old GEM that truly shows like a MODEL HOME! With meticulous care and thoughtful upgrades througho

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