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Houses for Sale in Caledon ON Under $5 Million - P14

Showing results 391 - 420 of 464
Last Updated: August 13, 2026
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31 Photos
Last Updated : 65 Days ago
93 Humbershed Crescent, Peel, ON , MLS #W13416208 , Image - 1
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93 Humbershed Crescent Bolton West, Caledon, Peel, ON MLS® W13416208

Residential Freehold (Detached)

$1099000.0
  • 4 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beautiful detached 4-bedroom home in a family-friendly Bolton neighbourhood offering over 2,300 sq ft above grade. Features an updated chef's kitchen
32 Photos
Last Updated : 65 Days ago
15195 The Gore Road, Peel, ON , MLS #W13176406 , Image - 1

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15195 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13176406

Residential Freehold (Detached)

$1700000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Prope
9 Photos
Last Updated : 65 Days ago
4476 Beech Grove Side Road, Peel, ON , MLS #W13132936 , Image - 1

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4476 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13132936

Residential Freehold (Farm)

$4549999.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional Farm Opportunity in Caledon - Prime Corner Property. Discover one of the finest farm properties in Caledon, ideally situated on a premium
49 Photos
Last Updated : 65 Days ago
19817 Main Street, Peel, ON , MLS #W13414738 , Image - 1

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19817 Main Street Alton, Caledon, Peel, ON MLS® W13414738

Residential Freehold (Detached)

$977707.0
  • 4 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
RARELY OFFERED RIVERSIDE RETREAT IN THE HEART OF ALTON! Welcome To This Charming Detached 1.5-Storey Home Nestled Along The River In One Of Caledon's
50 Photos
Last Updated : 65 Days ago
84 Kennedy Road, Peel, ON , MLS #W12394471 , Image - 1

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84 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W12394471

Residential Freehold (Detached)

$2998000.0
price drop iconPrice drop by 10.5%
  • 5 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the s
50 Photos
Last Updated : 67 Days ago
14 Snowberry Court, Peel, ON , MLS #W13410412 , Image - 1

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14 Snowberry Court Caledon Village, Caledon, Peel, ON MLS® W13410412

Residential Freehold (Detached)

$1369900.0
  • 4 +2 Beds
  • 6 Baths
  • 1500-2000 sq-ft
Oversized 115.9 x 273.26 Feet Lot* // All City Services Including Gas Line, Water Line & Sewer // Live In Nature's Beauty On A Quiet Court In Caledon
43 Photos
Last Updated : 68 Days ago
57 Dotchson Avenue, Peel, ON , MLS #W13273952 , Image - 1

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57 Dotchson Avenue Rural Caledon, Caledon, Peel, ON MLS® W13273952

Residential Freehold (Detached)

$1599900.0
  • 4 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
!! Immaculate !! This exceptional home offers approximately 3,504 sq. ft. of above-grade living space (as per MPAC), situated on a premium 45-ft wide
42 Photos
Last Updated : 69 Days ago
14180 Heritage Road, Peel, ON , MLS #W13242242 , Image - 1

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14180 Heritage Road Caledon East, Caledon, Peel, ON MLS® W13242242

Residential Freehold (Detached)

$2999000.0
  • 3 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Custom-Built Estate Home offering 8,586 sq. ft. of luxury living space as per MPAC, set on 24+ acres of complete privacy in the prestigiousVillage of
47 Photos
Last Updated : 69 Days ago
18655 Heart Lake Road, Peel, ON , MLS #W13242342 , Image - 1

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18655 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13242342

Residential Freehold (Detached)

$2300000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 18655 Heart Lake Road, an exceptional 2-storey residence offering a breathtaking country escape! Set on a spectacular, private 15-acre lot
28 Photos
Last Updated : 69 Days ago
20 Chinaberry Road, Peel, ON , MLS #W13242142 , Image - 1

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20 Chinaberry Road Alton, Caledon, Peel, ON MLS® W13242142

Residential Freehold (Detached)

$2299900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Luxury Executive Detached Estate Home In Prestigious Osprey Mills on 3/4 Acre CORNER Lot, 4331 Sq.ft. Of Above Ground Featuring 10'+ Ceilings on Main
50 Photos
Last Updated : 69 Days ago
14 Richard Oxtoby Road, Peel, ON , MLS #W13210390 , Image - 1

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14 Richard Oxtoby Road Caledon East, Caledon, Peel, ON MLS® W13210390

Residential Freehold (Detached)

$1525000.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
An archetype of modern scale and sophisticated design by Brookfield Residential, this exceptional 4,550 square foot above-grade residence stands as a
49 Photos
Last Updated : 70 Days ago
19976 Kennedy Road, Peel, ON , MLS #W13238180 , Image - 1

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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
2 Photos
Last Updated : 70 Days ago
16140 Mount Hope Road, Peel, ON , MLS #W13166442 , Image - 1
16140 Mount Hope Road Bolton North, Caledon, Peel, ON MLS® W13166442

Residential Freehold (Detached)

$1589900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
6 Acre estate property in Cedar Mills Estates, Caledon Hills. Blessed with 3 acre spring fed pond. Cottage country style living! Rare opportunity! Spa
37 Photos
Last Updated : 70 Days ago
110 Palmer Circle, Peel, ON , MLS #W13233376 , Image - 1

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110 Palmer Circle Palgrave, Caledon, Peel, ON MLS® W13233376

Residential Freehold (Detached)

$1600000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Set on a stunning estate-sized lot, this 4-bedroom, 4-bath residence offers over 3,500 sq ft of beautifully finished living space designed for both ev
50 Photos
Last Updated : 70 Days ago
14411 Innis Lake Road, Peel, ON , MLS #W13232682 , Image - 1

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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
50 Photos
Last Updated : 71 Days ago
7770 Healey Road, Peel, ON , MLS #W13231492 , Image - 1

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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
50 Photos
Last Updated : 72 Days ago
16927 Winston Churchill Boulevard, Peel, ON , MLS #W13224014 , Image - 1

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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
28 Photos
Last Updated : 72 Days ago
85 James Walker Avenue, Peel, ON , MLS #W13216110 , Image - 1

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85 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13216110

Residential Freehold (Detached)

$1429888.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Nestled in the heart of Caledon, this breathtaking property boasts 3659 sq ft of living space with 4 spacious bedrooms with ample closet space and 2.5
33 Photos
Last Updated : 74 Days ago
79 Amos Drive, Peel, ON , MLS #W13218000 , Image - 1

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79 Amos Drive Palgrave, Caledon, Peel, ON MLS® W13218000

Residential Freehold (Detached)

$2398888.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to your private sanctuary in one of Palgrave's most sought-after estate neighborhoods - where each home is set on a sprawling lot and surround
50 Photos
Last Updated : 75 Days ago
20 Stinson Street, Peel, ON , MLS #W13210558 , Image - 1

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20 Stinson Street Palgrave, Caledon, Peel, ON MLS® W13210558

Residential Freehold (Detached)

$3799000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Exquisite Custom-Built Luxury Estate Situated On A Private 2-Acre Lot In Prestigious Palgrave, Offering Breathtaking Views And Unmatched Privacy. Buil
50 Photos
Last Updated : 75 Days ago
9 Mccartney Drive, Peel, ON , MLS #W13214766 , Image - 1

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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
50 Photos
Last Updated : 75 Days ago
71 Raspberry Rdg Avenue, Peel, ON , MLS #W13216204 , Image - 1

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71 Raspberry Rdg Avenue Caledon East, Caledon, Peel, ON MLS® W13216204

Residential Freehold (Detached)

$1899900.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this beautiful House 71 Raspberry Ridge Ave, 4493sq.ft. above grade by country wide homes on premium Extra deep Ravine lot .this beautiful
4 Photos
Last Updated : 75 Days ago
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
Last Updated : 75 Days ago
8 Castlewood Court, Peel, ON , MLS #W13212734 , Image - 1

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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
32 Photos
Last Updated : 76 Days ago
17218 Innis Lake Road, Peel, ON , MLS #W13206596 , Image - 1

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17218 Innis Lake Road Caledon East, Caledon, Peel, ON MLS® W13206596

Residential Freehold (Vacant Land)

$2250000.0
Exceptional 50-acre parcel of land with potential for your dream custom home build, minutes to town. This idyllic country setting offers westerly view
50 Photos
Last Updated : 77 Days ago
18599 Horseshoe Hill Road, Peel, ON , MLS #W13206484 , Image - 1

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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
1 Photos
Last Updated : 77 Days ago
40 Waterbury Street, Peel, ON
40 Waterbury Street Bolton East, Caledon, Peel, ON MLS® W13195682

Residential Freehold (Att/Row/Townhouse)

$859999.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this stunning 3-bedroom, 4-bathroom end-unit townhome nestled in the heart of Bolton - where modern upgrades meet everyday convenience.Bath
36 Photos
Last Updated : 77 Days ago
8339 Finnerty Side Road, Peel, ON , MLS #W13197086 , Image - 1

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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
50 Photos
Last Updated : 78 Days ago
23 Reddington Drive, Peel, ON , MLS #W13171732 , Image - 1

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Unit-5, 23 Reddington Drive Palgrave, Caledon, Peel, ON MLS® W13171732

Residential Condo & Other (Semi-Detached Condo)

$875000.0
  • 2 +2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Tucked Away in the Peaceful and Prestigious Adult Lifestyle Community of Legacy Pines, this Beautifully Renovated and Meticulously Maintained Bungalow
44 Photos
Last Updated : 78 Days ago
8 Jack Kenny Court, Peel, ON , MLS #W13122236 , Image - 1

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8 Jack Kenny Court Bolton West, Caledon, Peel, ON MLS® W13122236

Residential Freehold (Detached)

$1319990.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Home You've Been Waiting For! This brand-new home to be built by Grand Brook Homes is ideally located on a quiet private court in the p
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