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Houses for Sale in Caledon ON Under $5 Million - P9

Showing results 241 - 270 of 416
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 27 Days ago
63 Humbershed Crescent, Peel, ON , MLS #W13755100 , Image - 1
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63 Humbershed Crescent Bolton West, Caledon, Peel, ON MLS® W13755100

Residential Freehold (Detached)

$1399000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully upgraded family home, perfectly positioned on a premium corner lot in one of Bolton's most desirable neighbourhoods. Offer
40 Photos
Last Updated : 27 Days ago
14409 Winston Churchill Boulevard, Peel, ON , MLS #W13544076 , Image - 1

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14409 Winston Churchill Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13544076

Residential Freehold (Detached)

$1170000.0
price drop iconPrice drop by 2.4%
  • 4 Beds
  • 1 Baths
  • 1500-2000 sq-ft
A rare offering in Terra Cotta! Nestled among mature trees on a picturesque and private lot, this charming 4-bedroom home is located in one of Peel's
2 Photos
Last Updated : 27 Days ago
16631 Mount Hope Road, Peel, ON , MLS #W13828724 , Image - 1
16631 Mount Hope Road Palgrave, Caledon, Peel, ON MLS® W13828724

Residential Freehold (Vacant Land)

$2450000.0
  • < 700 sq-ft
[16631 Mount Hope Road, Caledon] 45+ Acres Approx. | 4-Acre Private Pond | Mature Forest | Private Trails. [PROPERTY] A truly rare opportunity
39 Photos
Last Updated : 28 Days ago
59 Senator Way, Peel, ON , MLS #W14033242 , Image - 1

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59 Senator Way Bolton North, Caledon, Peel, ON MLS® W14033242

Residential Freehold (Link)

$829999.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Looking for a great home? Welcome to 59 Senator Way in North Bolton. This home offers a spacious main floor layout great for hosting and entertaining
50 Photos
Last Updated : 28 Days ago
30 Borland Crescent, Peel, ON , MLS #W13847802 , Image - 1

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30 Borland Crescent Caledon East, Caledon, Peel, ON MLS® W13847802

Residential Freehold (Detached)

$1199000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 30 Borland Crescent, a beautifully maintained, turn-key bungalow nestled on a quiet, mature street in the heart of Caledon East. Upon arriv
3 Photos
Last Updated : 28 Days ago
0 Charleston Sideroad N/A, Peel, ON , MLS #W14028708 , Image - 1
0 Charleston Sideroad N/A Rural Caledon, Caledon, Peel, ON MLS® W14028708

Residential Freehold (Vacant Land)

$2999000.0
Rare 83.6 Acres In Much Desirable Cataract Area. This Corner Property Is Primely Located Close To Local Amenities Including Osprey Valley Golf, The De
36 Photos
Last Updated : 28 Days ago
19 Birch Avenue, Peel, ON , MLS #W13763252 , Image - 1

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19 Birch Avenue Palgrave, Caledon, Peel, ON MLS® W13763252

Residential Freehold (Detached)

$1299900.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this masterfully designed property in the heart of Palgrave, where timeless character meets uncompromising modern luxury. Enjoy absolute ma
49 Photos
Last Updated : 28 Days ago
50 Hilltop Court, Peel, ON , MLS #W13694712 , Image - 1

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50 Hilltop Court Bolton West, Caledon, Peel, ON MLS® W13694712

Residential Freehold (Detached)

$929101.0
price drop iconPrice drop by 3.9%
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 50 Hilltop Court, tucked away on a quiet cul-de-sac in a sought-after Bolton neighborhood and ideally located next to Foundry Park. This we
27 Photos
Last Updated : 28 Days ago
50 Ann Street, Peel, ON , MLS #W13693714 , Image - 1

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Unit-401, 50 Ann Street Bolton West, Caledon, Peel, ON MLS® W13693714

Residential Condo & Other (Condo Apartment)

$619999.0
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to 50 Ann Condos in the heart of Downtown Bolton! This well-maintained 4-year-old 2-bedroom, 2-bathroom suite features 10-ft ceilings, modern
50 Photos
Last Updated : 28 Days ago
105 Walker Road W, Peel, ON , MLS #W13885846 , Image - 1

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105 Walker Road W Caledon East, Caledon, Peel, ON MLS® W13885846

Residential Freehold (Detached)

$1299000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional detached home in the highly desirable Caledon East community,offering the perfect blend of elegance, comfort, and modern f
47 Photos
Last Updated : 29 Days ago
98 De Rose Avenue, Peel, ON , MLS #W14028516 , Image - 1

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98 De Rose Avenue Bolton West, Caledon, Peel, ON MLS® W14028516

Residential Freehold (Detached)

$1270000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 98 De Rose Ave located in Bolton. This charming two-story brick home offers, timeless appeal, a welcoming presence and plenty of potential
1 Photos
Last Updated : 29 Days ago
12 Ferrara Drive, Peel, ON
12 Ferrara Drive Palgrave, Caledon, Peel, ON MLS® W13864276

Residential Freehold (Detached)

$2200000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Experience exceptional space, privacy, and natural beauty in this impressive 2-storey residence set on approximately 1.62 acres in the sought-after Pa
50 Photos
Last Updated : 29 Days ago
76 Cedarholme Avenue, Peel, ON , MLS #W13826110 , Image - 1

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76 Cedarholme Avenue Rural Caledon, Caledon, Peel, ON MLS® W13826110

Residential Freehold (Detached)

$1299999.0
price drop iconPrice drop by 1.9%
  • 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
50 Photos
Last Updated : 29 Days ago
17991 St. Andrew's Road, Peel, ON , MLS #W13871276 , Image - 1

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17991 St. Andrew's Road Rural Caledon, Caledon, Peel, ON MLS® W13871276

Residential Freehold (Detached)

$1499000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this 4+1 bedroom, 4-level side-split situated on a private One Acre lot, offering the perfect blend of country living, modern comfort, and
50 Photos
Last Updated : 29 Days ago
193 Royal Valley Drive, Peel, ON , MLS #W13811730 , Image - 1

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193 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13811730

Residential Freehold (Detached)

$1169000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a 2-minute walk to Lina Marino Park-featuring baske
50 Photos
Last Updated : 30 Days ago
3285 Beech Grove Side Road, Peel, ON , MLS #W13767138 , Image - 1

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3285 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13767138

Residential Freehold (Detached)

$3450000.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs o
44 Photos
Last Updated : 32 Days ago
14597 McLaughlin Road, Peel, ON , MLS #W13884848 , Image - 1

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14597 McLaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W13884848

Residential Freehold (Farm)

$2349000.0
  • 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
50 Photos
Last Updated : 32 Days ago
4 Ingleview Drive, Peel, ON , MLS #W13722256 , Image - 1

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4 Ingleview Drive Inglewood, Caledon, Peel, ON MLS® W13722256

Residential Freehold (Detached)

$2250000.0
  • 4 Beds
  • 4 Baths
  • 5000 + sq-ft
Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with pr
46 Photos
Last Updated : 33 Days ago
11 Prince Andrew Drive, Peel, ON , MLS #W13747140 , Image - 1

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11 Prince Andrew Drive Rural Caledon, Caledon, Peel, ON MLS® W13747140

Residential Freehold (Detached)

$1944000.0
price drop iconPrice drop by 9.3%
  • 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
35 Photos
Last Updated : 33 Days ago
8 Livingston Drive, Peel, ON , MLS #W13747338 , Image - 1

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8 Livingston Drive Rural Caledon, Caledon, Peel, ON MLS® W13747338

Residential Freehold (Detached)

$1259000.0
price drop iconPrice drop by 2.0%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood neighbourhood! Immaculately maintained and thought
36 Photos
Last Updated : 33 Days ago
8 Waterbury Street, Peel, ON , MLS #W13874914 , Image - 1

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8 Waterbury Street Bolton East, Caledon, Peel, ON MLS® W13874914

Residential Freehold (Detached)

$979000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
5 Reasons Why You Will Love This Detached 2-Storey Home: 1) The upper floor features a 4-piece bathroom, hardwood flooring and three bedrooms, each of
34 Photos
Last Updated : 33 Days ago
32 Caledon Street, Peel, ON , MLS #W13862038 , Image - 1

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32 Caledon Street Alton, Caledon, Peel, ON MLS® W13862038

Residential Freehold (Detached)

$929999.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautiful 3+2 Bedroom Bungalow with a WALKOUT BASEMENT!! Welcome to this stunning fully renovated bungalow nestled in the heart of Alton. This home fe
49 Photos
Last Updated : 34 Days ago
61 William Street, Peel, ON , MLS #W13878060 , Image - 1

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61 William Street Rural Caledon, Caledon, Peel, ON MLS® W13878060

Residential Freehold (Detached)

$949000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover this beautifully renovated modern country bungalow, nestled on a private, tree-lined lot in one of Caledon's most peaceful settings. Offering
2 Photos
Last Updated : 34 Days ago
20 James Walker Avenue, Peel, ON , MLS #W13877056 , Image - 1
20 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13877056

Residential Freehold (Detached)

$1224990.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to Lot 115 - The Barnard Model Elevation B, a stunning new home by Mosaik Homes in Caledon's newest emerging community. Offering 3,185 sq. ft.
50 Photos
Last Updated : 34 Days ago
25 True Blue Crescent, Peel, ON , MLS #W13139036 , Image - 1

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25 True Blue Crescent Bolton East, Caledon, Peel, ON MLS® W13139036

Residential Freehold (Att/Row/Townhouse)

$829000.0
price drop iconPrice drop by 10.4%
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to 25 True Blue Crescent, a beautifully upgraded executive townhome in the family-friendly Bolton Gateway. This spacious 3-bedroom, 4-bathroom
33 Photos
Last Updated : 34 Days ago
15191 Airport Road, Peel, ON , MLS #W13827252 , Image - 1

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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
39 Photos
Last Updated : 34 Days ago
31 Richmond Street, Peel, ON , MLS #W13581202 , Image - 1

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31 Richmond Street Mono Mills, Caledon, Peel, ON MLS® W13581202

Residential Freehold (Detached)

$975000.0
price drop iconPrice drop by 2.4%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Escape the hustle without sacrificing convenience in this 3 bed + office, 2 bath family home, ideally situated in one of Caledon's most desirable loca
32 Photos
Last Updated : 34 Days ago
115 Meadowvale Court, Peel, ON , MLS #W13873808 , Image - 1

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115 Meadowvale Court Bolton East, Caledon, Peel, ON MLS® W13873808

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Tucked away on a quiet, family-friendly court just steps from downtown Bolton and its walking trails, 115 Meadowvale Court is the kind of place where
50 Photos
Last Updated : 35 Days ago
7 Rolling Meadow Drive, Peel, ON , MLS #W13824702 , Image - 1

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7 Rolling Meadow Drive Caledon East, Caledon, Peel, ON MLS® W13824702

Residential Freehold (Detached)

$1850000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq
26 Photos
Last Updated : 35 Days ago
19 Old Pavillion Road, Peel, ON , MLS #W13780352 , Image - 1

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19 Old Pavillion Road Rural Caledon, Caledon, Peel, ON MLS® W13780352

Residential Freehold (Detached)

$449900.0
  • 1 Beds
  • 2 Baths
  • 700-1100 sq-ft
ESCAPE THE HUSTLE WITHOUT THE COMMUTE! Offered at an incredible price point. Discover this unique, character filled co-op nestled in the historic Fern
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