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Houses for Sale in Caledon ON Under $5 Million - P15

Showing results 421 - 450 of 464
Last Updated: August 12, 2026
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35 Photos
Last Updated : 78 Days ago
10 Learmont Avenue, Peel, ON , MLS #W13166964 , Image - 1
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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
34 Photos
Last Updated : 81 Days ago
41 Marilyn Street, Peel, ON , MLS #W13163524 , Image - 1

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41 Marilyn Street Caledon East, Caledon, Peel, ON MLS® W13163524

Residential Freehold (Detached)

$1399900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully maintained family home nestled in the heart of charming Caledon East - a tranquil yet vibrant community that perfectly ble
50 Photos
Last Updated : 82 Days ago
15634 Mountainview Road, Peel, ON , MLS #W13162680 , Image - 1

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15634 Mountainview Road Caledon East, Caledon, Peel, ON MLS® W13162680

Residential Freehold (Detached)

$3499999.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious livi
50 Photos
Last Updated : 82 Days ago
9240 Castlederg Side Road, Peel, ON , MLS #W12991524 , Image - 1

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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
Last Updated : 83 Days ago
22 Southridge Trail, Peel, ON , MLS #W13142918 , Image - 1

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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
Last Updated : 83 Days ago
61 Pinebrook Circle, Peel, ON , MLS #W13153374 , Image - 1

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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
Last Updated : 84 Days ago
14597 McLaughlin Road, Peel, ON , MLS #W13080510 , Image - 1

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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
48 Photos
Last Updated : 84 Days ago
182 Waterbury Street, Peel, ON , MLS #W13148642 , Image - 1

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182 Waterbury Street Bolton East, Caledon, Peel, ON MLS® W13148642

Residential Freehold (Detached)

$1199000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your Bolton Dream Home! This home boasts over 2500 SF above-grade and offers four generously-sized bedrooms and four bathrooms, perfect for
3 Photos
Last Updated : 84 Days ago
195 Ridge Road, Peel, ON , MLS #W13148406 , Image - 1
195 Ridge Road Bolton West, Caledon, Peel, ON MLS® W13148406

Residential Freehold (Detached)

$929000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained detached home situated on a premium corner lot in the heart of Bolton, offering the perfect blend of comfort, f
49 Photos
Last Updated : 89 Days ago
12 Matson Drive, Peel, ON , MLS #W12546136 , Image - 1

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12 Matson Drive Palgrave, Caledon, Peel, ON MLS® W12546136

Residential Freehold (Detached)

$1999999.0
price drop iconPrice drop by 12.1%
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A rare offering on one of Palgrave's most sought-after estate streets. Set on a picturesque 2.14-acre lot, 12 Matson Drive blends privacy and natural
50 Photos
Last Updated : 90 Days ago
17366 Mount Pleasant Road, Peel, ON , MLS #W13031886 , Image - 1

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17366 Mount Pleasant Road Palgrave, Caledon, Peel, ON MLS® W13031886

Residential Freehold (Detached)

$3300000.0
  • 3 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Stunning Stone Bungaloft On Over 9 Acres Of Mature Forest W/ 6 Car Garage. Cust. Crafted W/ Loads Of Character, Dramatic 20' Post & Beam Ceiling. Cust
45 Photos
Last Updated : 90 Days ago
20603 Willoughby Road, Peel, ON , MLS #W12942996 , Image - 1

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

Residential Freehold (Detached)

$1799000.0
price drop iconPrice 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
Last Updated : 91 Days ago
152 Newhouse Boulevard, Peel, ON , MLS #W13120988 , Image - 1

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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
Last Updated : 93 Days ago
20054 Horseshoe Hill Road, Peel, ON , MLS #W13078722 , Image - 1

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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
Last Updated : 93 Days ago
16089 Shaws Creek Road, Peel, ON , MLS #W12918200 , Image - 1

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

Residential Freehold (Detached)

$3495000.0
price drop iconPrice 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
25 Photos
Last Updated : 95 Days ago
73 Wright Crescent, Peel, ON , MLS #W13107928 , Image - 1

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73 Wright Crescent Bolton North, Caledon, Peel, ON MLS® W13107928

Residential Freehold (Detached)

$1250000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Fabulous Family Sized Home, Huge Finished Basement, True Double Garage. Premium 50 Ft x 140 Ft Lot On Bolton's Coveted North Hill With Cultivated Land
50 Photos
Last Updated : 96 Days ago
2874 Charleston Side Rd Side Road, Peel, ON , MLS #W13099056 , Image - 1

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2874 Charleston Side Rd Side Road Caledon Village, Caledon, Peel, ON MLS® W13099056

Residential Freehold (Detached)

$4400000.0
  • 6 Beds
  • 7 Baths
  • 5000 + sq-ft
Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a q
1 Photos
Last Updated : 96 Days ago
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
Last Updated : 96 Days ago
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
Last Updated : 96 Days ago
41 Elite Road, Peel, ON , MLS #W13100954 , Image - 1

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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
1 Photos
Last Updated : 98 Days ago
Lot 2 Hunsden Side Road, Peel, ON
Lot 2 Hunsden Side Road Palgrave, Caledon, Peel, ON MLS® W13072312

Residential Freehold (Detached)

$3454990.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Introducing The Somerset Elevation B by Carringwood Homes, an exceptional 4,790 sq ft executive residence in the prestigious Hillview Estates on Hunsd
1 Photos
Last Updated : 98 Days ago
Lot 2B Hunsden Side Road, Peel, ON
Lot 2B Hunsden Side Road Palgrave, Caledon, Peel, ON MLS® W13085210

Residential Freehold (Detached)

$3764990.0
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
Presenting the Ellesmere Elevation A by Carringwood Homes, a distinguished 5,535 sqft estate residence located within the coveted Hillview Estates on
46 Photos
Last Updated : 100 Days ago
5945 King Street, Peel, ON , MLS #W13034854 , Image - 1

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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
39 Photos
Last Updated : 103 Days ago
18493 Hurontario Street, Peel, ON , MLS #W13067948 , Image - 1

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18493 Hurontario Street Caledon Village, Caledon, Peel, ON MLS® W13067948

Residential Freehold (Detached)

$949999.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Beautifully renovated between 2022 and 2023, this charming 3-bedroom, 1-bathroom detached bungalow is ideally located in the heart of Caledon Village,
39 Photos
Last Updated : 110 Days ago
98 William Crisp Drive, Peel, ON , MLS #W13041394 , Image - 1

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98 William Crisp Drive Alton, Caledon, Peel, ON MLS® W13041394

Residential Freehold (Detached)

$2099900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft Main Floor Ceil
47 Photos
Last Updated : 111 Days ago
581 Tim Manley Avenue S, Peel, ON , MLS #W13021138 , Image - 1

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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
50 Photos
Last Updated : 120 Days ago
33 Gibson Lake Drive, Peel, ON , MLS #W12995970 , Image - 1

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33 Gibson Lake Drive Palgrave, Caledon, Peel, ON MLS® W12995970

Residential Freehold (Detached)

$2149000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled in the rolling hills of Caledon, this stunning Palgrave residence offers the perfect balance of rural tranquility and upscale living. Renowned
49 Photos
Last Updated : 125 Days ago
15277 Dixie Road, Peel, ON , MLS #W12979438 , Image - 1

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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
50 Photos
Last Updated : 125 Days ago
42 Valleybrook Crescent, Peel, ON , MLS #W12974392 , Image - 1

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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
Last Updated : 128 Days ago
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
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