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Houses for Sale in Caledon ON Under $5 Million - P11

Showing results 301 - 330 of 464
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 36 Days ago
62 Gibson Lake Drive, Peel, ON , MLS #W12968958 , Image - 1
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62 Gibson Lake Drive Palgrave, Caledon, Peel, ON MLS® W12968958

Residential Freehold (Detached)

$1999999.0
price drop iconPrice drop by 9.0%
  • 3 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached & 2 Detached- Perfect
18 Photos
Last Updated : 36 Days ago
7848 Castlederg Side Road, Peel, ON , MLS #W12987574 , Image - 1

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7848 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12987574

Residential Freehold (Detached)

$1499000.0
price drop iconPrice drop by 6.3%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A 1600 Sqft Commercial Workshop Plus Office. Zoned A1-452 For Motor Vehicle Repair Facility. Approved Workshop Features An Office Waiting Area, Hydrau
50 Photos
Last Updated : 36 Days ago
3911 Charleston Side Road, Peel, ON , MLS #W13533998 , Image - 1

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3911 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W13533998

Residential Freehold (Detached)

$3900000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
2000 Built outstanding Solid Brick/Stone Home On 12.7 Private Acres In Caledon. Located On A Paved Road Just 20 Minutes To The 410, 40 Minutes To Pear
1 Photos
Last Updated : 36 Days ago
15831 Airport Road, Peel, ON
15831 Airport Road Caledon East, Caledon, Peel, ON MLS® W13531602

Residential Freehold (Detached)

$1349000.0
  • 4 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Amazing 95X222 Lot In The Heart Of Caledon East. 4 Bedrooms & 4 Washrooms! Main Floor Family Room, Den & 4th Bedroom With 3Pc Bath. Gorgeous Kitchen W
43 Photos
Last Updated : 36 Days ago
3 Reddington Drive, Peel, ON , MLS #W13514512 , Image - 1

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Unit-2, 3 Reddington Drive Palgrave, Caledon, Peel, ON MLS® W13514512

Residential Condo & Other (Detached Condo)

$1199900.0
  • 2 Beds
  • 2 Baths
  • 2250-2499 sq-ft
Nestled within Legacy Pines Golf Course Adult Community, this detached bungalow with a 2-car garage offers an exceptional lifestyle on a premium lot s
3 Photos
Last Updated : 37 Days ago
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
49 Photos
Last Updated : 37 Days ago
33 Old Pavillion Road, Peel, ON , MLS #W13237334 , Image - 1

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33 Old Pavillion Road Rural Caledon, Caledon, Peel, ON MLS® W13237334

Residential Freehold (Detached)

$539900.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Tucked into a riverside cooperative along the Credit River, this detached bungalow is the kind of place that makes you slow down. Open-concept living,
50 Photos
Last Updated : 37 Days ago
20 Glassford Court, Peel, ON , MLS #W13020788 , Image - 1

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20 Glassford Court Caledon Village, Caledon, Peel, ON MLS® W13020788

Residential Freehold (Detached)

$3999000.0
  • 6 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Compl
50 Photos
Last Updated : 37 Days ago
2 Ash Hill Avenue, Peel, ON , MLS #W13507076 , Image - 1

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2 Ash Hill Avenue Caledon East, Caledon, Peel, ON MLS® W13507076

Residential Freehold (Detached)

$1298888.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Exceptional detached home in Caledon East's coveted Pathway community - open-concept layout offering over 3,000 sq. ft., main-floor den, formal family
47 Photos
Last Updated : 37 Days ago
525 King Street E, Peel, ON , MLS #W13526478 , Image - 1

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525 King Street E Bolton North, Caledon, Peel, ON MLS® W13526478

Residential Freehold (Detached)

$1550000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Nestled on an approximately half-acre lot in the heart of Bolton, this turnkey bungalow offers exceptional privacy with a setting that's completely hi
50 Photos
Last Updated : 37 Days ago
3 Cliffcrest Court, Peel, ON , MLS #W13494746 , Image - 1

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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
49 Photos
Last Updated : 38 Days ago
15252 Chinguacousy Road, Peel, ON , MLS #W13434948 , Image - 1

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15252 Chinguacousy Road Rural Caledon, Caledon, Peel, ON MLS® W13434948

Residential Freehold (Detached)

$1599900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Po
3 Photos
Last Updated : 39 Days ago
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
44 Photos
Last Updated : 39 Days ago
16735 Mississauga Road, Peel, ON , MLS #W12945004 , Image - 1

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16735 Mississauga Road Rural Caledon, Caledon, Peel, ON MLS® W12945004

Residential Freehold (Detached)

$1750000.0
price drop iconPrice drop by 20.4%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memora
11 Photos
Last Updated : 40 Days ago
20489 Hurontario Street, Peel, ON , MLS #W13521926 , Image - 1

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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
Last Updated : 40 Days ago
10 Reddington Drive, Peel, ON , MLS #W13521362 , Image - 1

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Unit-6, 10 Reddington Drive Rural Caledon, Caledon, Peel, ON MLS® W13521362

Residential Condo & Other (Semi-Detached Condo)

$1349000.0
  • 2 +1 Beds
  • 4 Baths
  • 2000-2249 sq-ft
Beautifully Maintained Bungaloft In The Prestigious Legacy Pines Golf Course Adult Lifestyle Community. Newly Updated White Kitchen With A Large Cente
50 Photos
Last Updated : 40 Days ago
10 Zimmerman Drive, Peel, ON , MLS #W13043512 , Image - 1

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

Residential Condo & Other (Semi-Detached Condo)

$1199000.0
  • 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
50 Photos
Last Updated : 40 Days ago
28 Walker Road E, Peel, ON , MLS #W13440696 , Image - 1

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28 Walker Road E Caledon East, Caledon, Peel, ON MLS® W13440696

Residential Freehold (Detached)

$1549000.0
price drop iconPrice drop by 1.7%
  • 5 +3 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for pr
50 Photos
Last Updated : 41 Days ago
585 Dougall Avenue, Peel, ON , MLS #W13511652 , Image - 1

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585 Dougall Avenue Rural Caledon, Caledon, Peel, ON MLS® W13511652

Residential Freehold (Detached)

$1299900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
//3051 Sq Feet// Executive Luxury Greenpark Built House In Prestigious Southfields Village Caledon Community!! *2 Master Bedrooms & 3 Full Washrooms I
50 Photos
Last Updated : 41 Days ago
2 Cedar Drive, Peel, ON , MLS #W13514846 , Image - 1

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2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13514846

Residential Freehold (Detached)

$1999999.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beneath the sweeping branches of a magnificent willow tree, where a spring-fed pond glistens with lily pads and a charming bridge leads to its own sec
48 Photos
Last Updated : 41 Days ago
13 Tarquini Crescent, Peel, ON , MLS #W13514738 , Image - 1

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13 Tarquini Crescent Bolton West, Caledon, Peel, ON MLS® W13514738

Residential Freehold (Detached)

$1099999.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome To This Beautifully Updated Detached 4-BedroomS, 3-Washrooms Home Nestled In A Quiet,Family-Friendly Neighborhood Steps From Scenic Wooded Tra
50 Photos
Last Updated : 41 Days ago
44 Pineridge Drive, Peel, ON , MLS #W13475252 , Image - 1

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44 Pineridge Drive Palgrave, Caledon, Peel, ON MLS® W13475252

Residential Freehold (Detached)

$1299000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This is the opportunity you've been waiting for! Located in a family-friendly neighbourhood surrounded by multi-million-dollar homes, this property of
49 Photos
Last Updated : 41 Days ago
2 Parsons Avenue, Peel, ON , MLS #W12946470 , Image - 1

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2 Parsons Avenue Caledon East, Caledon, Peel, ON MLS® W12946470

Residential Freehold (Duplex)

$1099999.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fantastic opportunity in the heart of Caledon East! This side by side duplex sits on a large 67x173 lot just steps from the downtown core, abutting co
8 Photos
Last Updated : 41 Days ago
00 Amelia Street, Peel, ON , MLS #W12689840 , Image - 1

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00 Amelia Street Alton, Caledon, Peel, ON MLS® W12689840

Residential Freehold (Vacant Land)

$499000.0
price drop iconPrice drop by 9.3%
Option for Vendor Take Back Mortgage at 4% (!!!) makes for easy financing. A true gem on Amelia Street! This remarkable Caledon building lot in scenic
49 Photos
Last Updated : 41 Days ago
16609 Mount Wolfe Road, Peel, ON , MLS #W13512124 , Image - 1

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16609 Mount Wolfe Road Palgrave, Caledon, Peel, ON MLS® W13512124

Residential Freehold (Detached)

$3490000.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 16609 Mount Wolfe Rd a Custom-built Luxury Estate Set on 2.92 Private Acres in Caledon, Offering Over 4700 Sq Ft Above Grade (as Per Mpac).
50 Photos
Last Updated : 41 Days ago
26 Kennedy Road, Peel, ON , MLS #W13220846 , Image - 1

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26 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13220846

Residential Freehold (Detached)

$1285000.0
price drop iconPrice drop by 3.0%
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 26 Kennedy Road - where peaceful country living meets everyday comfort, just minutes from the city. Nestled on approximately 2/3 of an acre
50 Photos
Last Updated : 41 Days ago
12362 Mclaughlin Road, Peel, ON , MLS #W13511500 , Image - 1

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

Residential Freehold (Att/Row/Townhouse)

$879000.0
  • 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
46 Photos
Last Updated : 43 Days ago
57 Kennedy Road, Peel, ON , MLS #W13505786 , Image - 1

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57 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13505786

Residential Freehold (Detached)

$2500000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special.
39 Photos
Last Updated : 43 Days ago
8 Schaefer Place, Peel, ON , MLS #W13239514 , Image - 1

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8 Schaefer Place Bolton North, Caledon, Peel, ON MLS® W13239514

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 3.0%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly court in desirable Bolton. This bright and inviting ho
49 Photos
Last Updated : 43 Days ago
3722 The Grange Side Road, Peel, ON , MLS #W13504950 , Image - 1

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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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