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Houses for Sale in Caledon ON Under $2 Million - P5

Showing results 121 - 150 of 385
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
49 Photos
Last Updated : 8 Days ago
76 North Riverdale Drive, Peel, ON , MLS #W13603620 , Image - 1
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76 North Riverdale Drive Inglewood, Caledon, Peel, ON MLS® W13603620

Residential Freehold (Detached)

$1599990.0
price drop iconPrice drop by 3.0%
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Set on a generous 80-foot-wide lot in one of Inglewood's most sought-after enclaves, this beautifully maintained home offers over 3,100 sq. ft. above
50 Photos
Last Updated : 8 Days ago
4 Madawaska Road, Peel, ON , MLS #W13805942 , Image - 1

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4 Madawaska Road Rural Caledon, Caledon, Peel, ON MLS® W13805942

Residential Freehold (Detached)

$1490000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-F
50 Photos
Last Updated : 8 Days ago
5 Valleygreen Crescent S, Peel, ON , MLS #W13805668 , Image - 1

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5 Valleygreen Crescent S Caledon East, Caledon, Peel, ON MLS® W13805668

Residential Freehold (Detached)

$1489000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to a home that truly elevates everyday living. Set on a beautifully private almost half-acre lot in one of Caledon East's most desirable encla
27 Photos
Last Updated : 8 Days ago
14877 The Gore Road, Peel, ON , MLS #W13509642 , Image - 1

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14877 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13509642

Residential Freehold (Detached)

$1489000.0
price drop iconPrice drop by 6.2%
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the co
3 Photos
Last Updated : 8 Days ago
6923 Highway 9 Highway, Peel, ON , MLS #W13782926 , Image - 1
6923 Highway 9 Highway Rural Caledon, Caledon, Peel, ON MLS® W13782926

Residential Freehold (Detached)

$899900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
*ATTENTION RENOVATORS, INVESTORS, CONTRACTORS & FIRST TIME BUYERS. WELCOME TO 6923 HIGHWAY #9 CALEDON. A charming Detachted Bunglow featuring 2+1 bedr
50 Photos
Last Updated : 9 Days ago
23 Berrydown Drive, Peel, ON , MLS #W13651338 , Image - 1

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23 Berrydown Drive Bolton East, Caledon, Peel, ON MLS® W13651338

Residential Freehold (Detached)

$1389000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 23 Berrydown Drive - a beautifully renovated, turnkey home that's been meticulously maintained and thoughtfully updated from top to bottom.
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
26 Photos
Last Updated : 9 Days ago
513 Tim Manley Avenue, Peel, ON , MLS #W13767264 , Image - 1

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Unit-10F, 513 Tim Manley Avenue Rural Caledon, Caledon, Peel, ON MLS® W13767264

Residential Condo & Other (Condo Townhouse)

$549990.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
*** LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. if applicable. ** The Social by Fernbrook Homes, stylish and contemporary Urban Town Loca
17 Photos
Last Updated : 9 Days ago
471 Tim Manley Avenue, Peel, ON , MLS #W13708594 , Image - 1

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Unit-31F, 471 Tim Manley Avenue Rural Caledon, Caledon, Peel, ON MLS® W13708594

Residential Condo & Other (Condo Townhouse)

$549990.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. Please note the Agreement of Purchase and Sale price is $549,990 **If applicable. The Social b
21 Photos
Last Updated : 9 Days ago
553 Tim Manley Avenue, Peel, ON , MLS #W13717132 , Image - 1

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Unit-7Z, 553 Tim Manley Avenue Rural Caledon, Caledon, Peel, ON MLS® W13717132

Residential Condo & Other (Condo Townhouse)

$539990.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. If applicable** The Social by Zancor Homes, stylish and contemporary Urban Town Located in Cal
20 Photos
Last Updated : 9 Days ago
567 Tim Manley Avenue, Peel, ON , MLS #W13716156 , Image - 1

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Unit-16z, 567 Tim Manley Avenue Rural Caledon, Caledon, Peel, ON MLS® W13716156

Residential Condo & Other (Condo Townhouse)

$539990.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. If applicable** The Social by Zancor Homes, stylish and contemporary Urban Town Located in Cal
50 Photos
Last Updated : 9 Days ago
52 Tundra Road, Peel, ON , MLS #W13803810 , Image - 1

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52 Tundra Road Rural Caledon, Caledon, Peel, ON MLS® W13803810

Residential Freehold (Att/Row/Townhouse)

$799000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 52 Tundra Rd, Caledon! Built in 2023, this modern 3-bedroom, 3-bathroom home offers 1,635 sq. ft. of thoughtfully designed living space. Th
1 Photos
Last Updated : 9 Days ago
50 Stratford Drive, Peel, ON
50 Stratford Drive Rural Caledon, Caledon, Peel, ON MLS® W13742038

Residential Freehold (Detached)

$1999900.0
  • 5 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exce
46 Photos
Last Updated : 9 Days ago
6 Cuddles Court, Peel, ON , MLS #W13803406 , Image - 1

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6 Cuddles Court Bolton East, Caledon, Peel, ON MLS® W13803406

Residential Freehold (Att/Row/Townhouse)

$879900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To 6 Cuddles Court! This Stunning Freehold Townhome Sits On A Quiet Court In The Sought-After Bolton Gateway Located In Bolton East, Offering
26 Photos
Last Updated : 9 Days ago
11 Ambition Way, Peel, ON , MLS #W13762964 , Image - 1

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Unit-29Z, 11 Ambition Way Rural Caledon, Caledon, Peel, ON MLS® W13762964

Residential Condo & Other (Condo Townhouse)

$599999.0
  • 3 Beds
  • 3 Baths
  • 1600-1799 sq-ft
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. If applicable** The Social by Zancor Homes, stylish and contemporary Urban Town Located in Cal
33 Photos
Last Updated : 9 Days ago
15246 The Gore Road, Peel, ON , MLS #W13507596 , Image - 1

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15246 The Gore Road Caledon East, Caledon, Peel, ON MLS® W13507596

Residential Freehold (Detached)

$1679000.0
price drop iconPrice drop by 6.7%
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
POWER OF SALE. CONTRACTOR & INVESTOR DREAM! A spectacular value-add opportunity awaits in this custom-designed, all-brick bungalow nestled on a magnif
34 Photos
Last Updated : 9 Days ago
14 Crestridge Drive, Peel, ON , MLS #W13802724 , Image - 1

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14 Crestridge Drive Bolton North, Caledon, Peel, ON MLS® W13802724

Residential Freehold (Detached)

$899900.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
4 Bed 3 Bath Detached Home In Bolton's Highly Sought-After North Hill Community. Over 1,576 Sq. Ft. Of Above-Grade Living Space Plus A Finished Baseme
46 Photos
Last Updated : 9 Days ago
28 Billy Court, Peel, ON , MLS #W13802070 , Image - 1

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28 Billy Court Caledon East, Caledon, Peel, ON MLS® W13802070

Residential Freehold (Detached)

$1629000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 28 Billy Court, an exceptional luxury residence in Caledon East, where refined elegance meets resort-style living. Set on a 202-ft-deep lot
50 Photos
Last Updated : 9 Days ago
38 Marilyn Street, Peel, ON , MLS #W13617888 , Image - 1

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38 Marilyn Street Caledon East, Caledon, Peel, ON MLS® W13617888

Residential Freehold (Detached)

$1629900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Stunning 3+1 Bed 4 Bath Home On 1.13 Acres In The Village Caledon East. 4443SqFt Of Living Space, 100Ft Wide Lot W/ Mature Trees & Privacy. A 22X32Ft
30 Photos
Last Updated : 9 Days ago
5 Massari Street, Peel, ON , MLS #W13224500 , Image - 1

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5 Massari Street Caledon Village, Caledon, Peel, ON MLS® W13224500

Residential Freehold (Detached)

$1685000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situat
50 Photos
Last Updated : 9 Days ago
52 Westchester Boulevard, Peel, ON , MLS #W13790790 , Image - 1

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52 Westchester Boulevard Bolton North, Caledon, Peel, ON MLS® W13790790

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 52 Westchester Blvd. A spacious and well-maintained home located in Bolton's desirable North Hill. Offering approximately 2900 ft.2 of livi
50 Photos
Last Updated : 9 Days ago
585 Dougall Avenue, Peel, ON , MLS #W13801098 , Image - 1

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585 Dougall Avenue Rural Caledon, Caledon, Peel, ON MLS® W13801098

Residential Freehold (Detached)

$1279900.0
  • 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 In
40 Photos
Last Updated : 10 Days ago
1910 Olde Base Line Road, Peel, ON , MLS #W13777854 , Image - 1

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1910 Olde Base Line Road Rural Caledon, Caledon, Peel, ON MLS® W13777854

Residential Freehold (Detached)

$1149000.0
  • 3 +3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Prime Location 3 Bedroom Bungalow House, Beautiful Scenic View 1/2 Acre Lot, Walking Distance To Caledon Golf Course, Cheltenham Badlands, Hiking Trai
50 Photos
Last Updated : 10 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)

$1249999.0
price drop iconPrice drop by 3.8%
  • 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
28 Photos
Last Updated : 10 Days ago
15 Speckled Alder Street, Peel, ON , MLS #W13759952 , Image - 1

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15 Speckled Alder Street Rural Caledon, Caledon, Peel, ON MLS® W13759952

Residential Freehold (Detached)

$1299900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
2697 Sq Ft As Per Mpac!! Come & Check Out This Fully Detached Luxurious Home Built On 36 Ft Wide Lot, Showcasing A Premium Stone & Stucco Elevation. C
26 Photos
Last Updated : 10 Days ago
336 Dingle Court, Peel, ON , MLS #W13790080 , Image - 1

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336 Dingle Court Bolton North, Caledon, Peel, ON MLS® W13790080

Residential Freehold (Detached)

$1238000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lots with mature trees. A quaint enclave walking dist
50 Photos
Last Updated : 10 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)

$1099999.0
price drop iconPrice drop by 6.4%
  • 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
50 Photos
Last Updated : 10 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)

$1398000.0
price drop iconPrice drop by 4.8%
  • 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
50 Photos
Last Updated : 10 Days ago
18599 Horseshoe Hill Road, Peel, ON , MLS #W13794850 , Image - 1

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18599 Horseshoe Hill Road Rural Caledon, Caledon, Peel, ON MLS® W13794850

Residential Freehold (Detached)

$1298000.0
  • 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
42 Photos
Last Updated : 11 Days ago
35 Arthur Griffin Crescent, Peel, ON , MLS #W13794746 , Image - 1

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35 Arthur Griffin Crescent Caledon East, Caledon, Peel, ON MLS® W13794746

Residential Freehold (Detached)

$1999999.0
  • 6 +2 Beds
  • 9 Baths
  • 3500-5000 sq-ft
Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6
Shortlisted Properties
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