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Houses for Sale in Caledon ON Under $5 Million - P5

Showing results 121 - 150 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)
38 Photos
Last Updated : 9 Days ago
25 Mccandless Court, Peel, ON , MLS #W14103128 , Image - 1
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25 Mccandless Court Caledon East, Caledon, Peel, ON MLS® W14103128

Residential Freehold (Detached)

$1299999.0
price drop iconPrice drop by 1.5%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To 25 McCandless Court, A Stunning 3000+ sq ft plus finished basement 4-Bedroom, 4-Bathroom Home In One Of Caledon East's Most Sought-After Ne
49 Photos
Last Updated : 9 Days ago
3742 Mayfield Road, Peel, ON , MLS #W14114716 , Image - 1

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3742 Mayfield Road Rural Caledon, Caledon, Peel, ON MLS® W14114716

Residential Freehold (Detached)

$2450000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
EXCELLENT Custom Built Home, with Investment and Future development opportunity on the Caledon-Brampton border! Set on just under an acre(120 ft Front
15 Photos
Last Updated : 9 Days ago
18023 Horseshoe Hill Road, Peel, ON , MLS #W13441268 , Image - 1

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18023 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13441268

Residential Freehold (Vacant Land)

$1399000.0
Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in t
35 Photos
Last Updated : 9 Days ago
91 King Street W, Peel, ON , MLS #W13804302 , Image - 1

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91 King Street W Bolton West, Caledon, Peel, ON MLS® W13804302

Residential Freehold (Detached)

$759900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
NOT YOUR TYPICAL DOWNTOWN BOLTON HOME! What truly sets this property apart is its unique addition with a SEPARATE PRIVATE ENTRANCE, creating a distinc
50 Photos
Last Updated : 9 Days ago
50 North Riverdale Drive, Peel, ON , MLS #W13805026 , Image - 1

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50 North Riverdale Drive Inglewood, Caledon, Peel, ON MLS® W13805026

Residential Freehold (Detached)

$1539000.0
price drop iconPrice drop by 3.8%
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80' wide lot backing onto ravine and Caledo
38 Photos
Last Updated : 9 Days ago
5 Cedar Drive, Peel, ON , MLS #W14137602 , Image - 1

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5 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W14137602

Residential Freehold (Detached)

$1649000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to
41 Photos
Last Updated : 10 Days ago
4 Tranquility Court, Peel, ON , MLS #W14129324 , Image - 1

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4 Tranquility Court Palgrave, Caledon, Peel, ON MLS® W14129324

Residential Freehold (Detached)

$1868600.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby
1 Photos
Last Updated : 10 Days ago
186 Landsbridge Street, Peel, ON
186 Landsbridge Street Bolton East, Caledon, Peel, ON MLS® W14128928

Residential Freehold (Detached)

$1199900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Featuring 3 Bedrooms And 4 Bathrooms On A Family-Friendly Street, This Unique, Owner-Built Home Offers 9-Foot Ceilings On Both The Main Floor And In T
2 Photos
Last Updated : 11 Days ago
0 Beech Grove Side Road, Peel, ON , MLS #W13832910 , Image - 1
0 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13832910

Residential Freehold (Vacant Land)

$2799000.0
2 PINS for 1 Price. 2 Houses Can Be Build and Additional ARUs **Not For Everyone-And That Is Precisely The Point.** For Those With The Vision And Mean
10 Photos
Last Updated : 11 Days ago
37 Royal Fern Crescent, Peel, ON , MLS #W14134748 , Image - 1

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37 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W14134748

Residential Freehold (Detached)

$1269000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully maintained detached house, thoughtfully designed to provide comfort & functionality. The home features four generously siz
50 Photos
Last Updated : 11 Days ago
2874 Charleston Side Road, Peel, ON , MLS #W13841822 , Image - 1

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2874 Charleston Side Road Caledon Village, Caledon, Peel, ON MLS® W13841822

Residential Freehold (Detached)

$3599000.0
price drop iconPrice drop by 9.8%
  • 6 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
EXCEPTIONAL CUSTOM-BUILT LUXURY ESTATE - in the Heart of Caledon Village! This magnificent residence, only 2 years old, is set on a premium over half-
50 Photos
Last Updated : 11 Days ago
7 Golfdale Court, Peel, ON , MLS #W13843274 , Image - 1

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7 Golfdale Court Palgrave, Caledon, Peel, ON MLS® W13843274

Residential Freehold (Rural Residential)

$1799000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained bungalow offering an abundance of space, comfort, and versatility. The main level features 3 bedrooms plus a se
50 Photos
Last Updated : 11 Days ago
91 Raspberry Ridge Avenue, Peel, ON , MLS #W13848932 , Image - 1

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91 Raspberry Ridge Avenue Caledon East, Caledon, Peel, ON MLS® W13848932

Residential Freehold (Detached)

$1699900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 91 Raspberry Ridge Avenue, an exceptional detached residence situated on a premium lot in desirable Caledon East. This impressive home offe
32 Photos
Last Updated : 12 Days ago
59 Tarquini Crescent, Peel, ON , MLS #W14133578 , Image - 1

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59 Tarquini Crescent Bolton West, Caledon, Peel, ON MLS® W14133578

Residential Freehold (Detached)

$1235000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
RARE BOLTON FIND! EVERY UPPER BEDROOM HAS DIRECT BATHROOM ACCESS! Discover exceptional family living in this extensively renovated 5-bedroom, 5-bathro
21 Photos
Last Updated : 12 Days ago
15685 Innis Lake Road, Peel, ON , MLS #W13883578 , Image - 1

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15685 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13883578

Residential Freehold (Detached)

$899900.0
  • 10 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to a truly unique property offering an exceptional blend of investment potential, versatility, and expansive land in a highly desirable locati
43 Photos
Last Updated : 12 Days ago
56 Fountainbridge Drive, Peel, ON , MLS #W13874110 , Image - 1

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56 Fountainbridge Drive Bolton East, Caledon, Peel, ON MLS® W13874110

Residential Freehold (Detached)

$1249000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 56 Fountainbridge Drive, a detached 2-storey brick home on Bolton's South Hill with no houses behind for extra privacy. This home offers ab
44 Photos
Last Updated : 12 Days ago
150 Taylorwood Avenue, Peel, ON , MLS #W14132982 , Image - 1

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150 Taylorwood Avenue Bolton North, Caledon, Peel, ON MLS® W14132982

Residential Freehold (Detached)

$1090000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Stunning 3+1 Bedroom Detached 2-Story Home with an Legal Sunroom. Welcome to this meticulously maintained, move-in-ready gem. Thoughtfully designed li
50 Photos
Last Updated : 12 Days ago
17711 Humber Station Road, Peel, ON , MLS #W13808446 , Image - 1

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17711 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W13808446

Residential Freehold (Detached)

$3175000.0
price drop iconPrice drop by 6.6%
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAI
18 Photos
Last Updated : 12 Days ago
170 Troiless Street, Peel, ON , MLS #W14132622 , Image - 1

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170 Troiless Street Caledon Village, Caledon, Peel, ON MLS® W14132622

Residential Freehold (Detached)

$849000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Own a Corner Detached House With Huge Lot 71.9 Ft. X 134 Ft.!! Lot Of Natural Light. Living & Dinning Room. Eat-In Kitchen, Good Sized 3 Bedrooms. Ren
28 Photos
Last Updated : 12 Days ago
4069 Charleston Side Road, Peel, ON , MLS #W14118754 , Image - 1

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4069 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W14118754

Residential Freehold (Detached)

$999990.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
EXCLUSIVE COUNTRY RETREAT ON APPROX. 6.62 ACRES IN SOUGHT-AFTER RURAL CALEDON! An Extraordinary Opportunity To Own A Beautiful Countryside Property Of
46 Photos
Last Updated : 12 Days ago
81 Matson Drive, Peel, ON , MLS #W13875376 , Image - 1

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81 Matson Drive Palgrave, Caledon, Peel, ON MLS® W13875376

Residential Freehold (Detached)

$1999000.0
price drop iconPrice drop by 13.0%
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Tucked away in the prestigious Palgrave community of Caledon, this exceptional private residence offers the perfect blend of timeless elegance, modern
20 Photos
Last Updated : 12 Days ago
13946 Mclaughlin Road, Peel, ON , MLS #W14131588 , Image - 1

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13946 Mclaughlin Road Rural Caledon, Caledon, Peel, ON MLS® W14131588

Residential Freehold (Detached)

$1069000.0
  • 3 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Stunning Bungalow on half Acre in Prime Caledon Location! Private Lot On Paved Road, 10 Mins To Brampton, Georgetown And Cheltenham! All The Work's Be
14 Photos
Last Updated : 12 Days ago
46 Ferrara Drive, Peel, ON , MLS #W14126652 , Image - 1

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46 Ferrara Drive Palgrave, Caledon, Peel, ON MLS® W14126652

Residential Freehold (Vacant Land)

$875000.0
Build your dream home in the prestigious Palgrave community of Caledon. This exceptional vacant residential lot offers approximately 1.939 acres on a
42 Photos
Last Updated : 12 Days ago
62 Wright Crescent, Peel, ON , MLS #W14098216 , Image - 1

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62 Wright Crescent Bolton North, Caledon, Peel, ON MLS® W14098216

Residential Freehold (Detached)

$1039000.0
price drop iconPrice drop by 3.3%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained family home in desirable Bolton North! Reflecting true pride of ownership, this inviting home is nestled on a q
48 Photos
Last Updated : 12 Days ago
18350 Duffys Lane, Peel, ON , MLS #W13874826 , Image - 1

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18350 Duffys Lane Rural Caledon, Caledon, Peel, ON MLS® W13874826

Residential Freehold (Detached)

$1598000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
WORKSHOP! Private 2.69 acres near Highway 9 commuting corridor; this 3-bedroom, 2-bathroom brick bungalow has a finished walk-out basement, metal roof
50 Photos
Last Updated : 12 Days ago
1666 Spruce Drive, Peel, ON , MLS #W13817188 , Image - 1

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1666 Spruce Drive Caledon Village, Caledon, Peel, ON MLS® W13817188

Residential Freehold (Detached)

$1298000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
An entertainer's paradise in the Village of Caledon, this 5-bed, 2.5-bath offers a vast yard to play in and has a private circular drive with ample pa
50 Photos
Last Updated : 12 Days ago
15626 Mclaughlin Road, Peel, ON , MLS #W13713462 , Image - 1

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15626 Mclaughlin Road Inglewood, Caledon, Peel, ON MLS® W13713462

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 14.9%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Inglewood gem that truly needs to be experienced in person to appreciate. A rare opportunity to own a character-filled village family home. Unexpected
40 Photos
Last Updated : 12 Days ago
16 Slack Lane, Peel, ON , MLS #W14130602 , Image - 1

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16 Slack Lane Rural Caledon, Caledon, Peel, ON MLS® W14130602

Residential Freehold (Att/Row/Townhouse)

$799000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful three-storey freehold townhouse in the desirable Southfields Village community of Caledon! This five-year-old Coscorp Chelsea model offers a
48 Photos
Last Updated : 12 Days ago
19769 Willoughby Road, Peel, ON , MLS #W14130004 , Image - 1

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19769 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W14130004

Residential Freehold (Detached)

$2048000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning custom-built bungalow showcases exceptional craft
50 Photos
Last Updated : 12 Days ago
216 Waterbury Street, Peel, ON , MLS #W13779920 , Image - 1

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216 Waterbury Street Bolton East, Caledon, Peel, ON MLS® W13779920

Residential Freehold (Detached)

$1299800.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Turnkey Bolton showpiece with over 2,700 sq. ft. above grade, a custom entertaining kitchen featuring top of the line Miele appliances with a built-in
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