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Houses for Sale in Caledon ON Under $5 Million - P2

Showing results 31 - 60 of 167
Last Updated: December 05, 2025
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 11 Days ago
2 Cedar Drive, Peel, ON , MLS #W12447163 , Image - 1
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2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W12447163

Residential Freehold (Detached)

$2400000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Discover refined country living in this luxurious, accessibility-minded 5-bed, 3-bath executive bungalow set on 3.4 private, tree-lined acres in covet
40 Photos
Last Updated : 12 Days ago
1 Cassidy Lane, Peel, ON , MLS #W12411877 , Image - 1

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1 Cassidy Lane Rural Caledon, Caledon, Peel, ON MLS® W12411877

Residential Freehold (Detached)

$1825000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Country living with city convenience! Sitting high on a hill, a quick walk to Terra Cotta and the Credit River; enjoy 5 acres of countryside to play i
50 Photos
Last Updated : 13 Days ago
30 Hamilton Court, Peel, ON , MLS #W12569064 , Image - 1

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30 Hamilton Court Rural Caledon, Caledon, Peel, ON MLS® W12569064

Residential Freehold (Detached)

$1299900.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
//Oversized Pie Lot + Court Location// Rare To Find 4 Bedrooms Detached House Situated On An Oversized Pie Shaped Lot & Highly Desired Quiet Court Loc
27 Photos
Last Updated : 14 Days ago
12 Flaherty Lane, Peel, ON , MLS #W12471042 , Image - 1

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12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12471042

Residential Freehold (Detached)

$4999000.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
WELCOME TO FLAHERTY LANE!! One of Caledon's most prestigious estate style developments. This newly renovated home sitting on 10 acres was gutted from
37 Photos
Last Updated : 15 Days ago
34 Bellasera Way, Peel, ON , MLS #W12562686 , Image - 1

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34 Bellasera Way Rural Caledon, Caledon, Peel, ON MLS® W12562686

Residential Freehold (Att/Row/Townhouse)

$799000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
2025 Built Move-In Ready Freehold Townhome with 4-Bedroom, 4-Washroom **No Maintenance/POTL Fees ** This stunning home features a rare main-level bedr
50 Photos
Last Updated : 15 Days ago
61 William Street E, Peel, ON , MLS #W12168304 , Image - 1

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61 William Street E Rural Caledon, Caledon, Peel, ON MLS® W12168304

Residential Freehold (Detached)

$1074900.0
price drop iconPrice drop by 6.5%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern renovated country bungalow on a private lot surrounded by nature and mature trees. Step inside to modern efficient, clean and bright on a large
14 Photos
Last Updated : 15 Days ago
17130 The Gore Road, Peel, ON , MLS #W12543206 , Image - 1

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17130 The Gore Road Caledon East, Caledon, Peel, ON MLS® W12543206

Residential Freehold (Detached)

$2299000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
JUST ONE WORD !! WOW !! Nestled on 48 acres of picturesque countryside, this property is a sanctuary of endless possibilities. The original barn, boas
3 Photos
Last Updated : 15 Days ago
0 Castlederg Side Road, Peel, ON , MLS #W12540290 , Image - 1
0 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12540290

Residential Freehold (Vacant Land)

$1999999.0
Premium 10-acre lot in a sought-after Caledon location, just minutes from Bolton and surrounded by luxury estate homes. Building permits are approved
39 Photos
Last Updated : 16 Days ago
98 William Crisp Drive, Peel, ON , MLS #W12558298 , Image - 1

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98 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12558298

Residential Freehold (Detached)

$2099900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Client RemarksLuxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft M
50 Photos
Last Updated : 17 Days ago
7062 Castlederg Side Road, Peel, ON , MLS #W12413789 , Image - 1

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7062 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12413789

Residential Freehold (Detached)

$1399000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Nearly 10 acres of scenic countryside in Caledon offer the ultimate in privacy and tranquility, nestled among towering mature trees just minutes from
50 Photos
Last Updated : 18 Days ago
16 Indiana Drive, Peel, ON , MLS #W12541416 , Image - 1

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16 Indiana Drive Palgrave, Caledon, Peel, ON MLS® W12541416

Residential Freehold (Detached)

$1999999.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 2-storey custom built estate home, perfectly nestled on a private and mature treed 4.83 acre lot. The kitchen is surrounde
50 Photos
Last Updated : 21 Days ago
17397 Humber Station Road, Peel, ON , MLS #W12480591 , Image - 1

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17397 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W12480591

Residential Freehold (Detached)

$2389900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a
50 Photos
Last Updated : 21 Days ago
14766 Highway 50 Avenue, Peel, ON , MLS #W12546364 , Image - 1

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14766 Highway 50 Avenue Rural Caledon, Caledon, Peel, ON MLS® W12546364

Residential Freehold (Detached)

$2365000.0
  • 4 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A rare opportunity on the edge of Bolton! Set on a sprawling 1.16-acre lot this completely renovated gem offers the ultimate blend of privacy, functio
31 Photos
Last Updated : 22 Days ago
53 Holly Lane, Peel, ON , MLS #W12542906 , Image - 1

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53 Holly Lane Alton, Caledon, Peel, ON MLS® W12542906

Residential Freehold (Detached)

$2099999.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury Executive Detached Estate Home in the prestigious Osprey Mills community, situated on a spacious 3/4 acre lot. Offering 3,252 sq. ft. above gra
32 Photos
Last Updated : 22 Days ago
4 Daisy Meadow Crescent, Peel, ON , MLS #W12518608 , Image - 1

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4 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W12518608

Residential Freehold (Detached)

$1729900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 4 Daisy Meadow an extraordinary executive residence that represents the pinnacle of luxury living, where timeless elegance seamlessly blend
49 Photos
Last Updated : 22 Days ago
4075 The Grange Side Road E, Peel, ON , MLS #W12356331 , Image - 1

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4075 The Grange Side Road E Rural Caledon, Caledon, Peel, ON MLS® W12356331

Residential Freehold (Detached)

$3999000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Serene sanctuary nestled on almost 8 private acres with the river running through. Meticulously renovated, upgraded and luxuriously finished, this cha
50 Photos
Last Updated : 23 Days ago
7 Golfdale Court, Peel, ON , MLS #W12536402 , Image - 1

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7 Golfdale Court Palgrave, Caledon, Peel, ON MLS® W12536402

Residential Freehold (Detached)

$1895000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 7 Golfdale Court in Prestigious Caledon Woods Estatesa truly remarkable bungalow offering 3+2 bedrooms, tucked away on a quietcul-de-sac an
47 Photos
Last Updated : 23 Days ago
24 Royal Valley Drive, Peel, ON , MLS #W12490954 , Image - 1

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24 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W12490954

Residential Freehold (Detached)

$1249900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Two-storey, all-brick detached home in Caledon's prestigious Valleywood neighbourhood offers coveted privacy, with a 142-foot-deep lot adorned with ma
37 Photos
Last Updated : 25 Days ago
2 Madawaska Road, Peel, ON , MLS #W12522608 , Image - 1

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2 Madawaska Road Rural Caledon, Caledon, Peel, ON MLS® W12522608

Residential Freehold (Detached)

$1588000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 2 Madawaska Rd, Caledon - an exceptional, one-of-a-kind corner cross-ventilated residence that perfectly blends elegance, comfort, and mode
25 Photos
Last Updated : 25 Days ago
56 Lambert Lane, Peel, ON , MLS #W12521858 , Image - 1

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56 Lambert Lane Bolton East, Caledon, Peel, ON MLS® W12521858

Residential Freehold (Att/Row/Townhouse)

$899900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
2004 Sq Ft As Per Mpac!! Come & Check Out This 2 Years Old Fully Upgraded 3-Storey Townhouse In A Highly Desirable Neighborhood. Featuring An Open Con
50 Photos
Last Updated : 25 Days ago
4573 Charleston Side Road, Peel, ON , MLS #W12521330 , Image - 1

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4573 Charleston Side Road Rural Caledon, Caledon, Peel, ON MLS® W12521330

Residential Freehold (Detached)

$1099000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Immaculately kept ((Over An Acre Lot with Circular Driveway in Prestigious Neighborhood)) Move In Ready 4 Level Fully Fenced Home** Eye-Catching Exter
47 Photos
Last Updated : 26 Days ago
11 Fountainbridge Drive, Peel, ON , MLS #W12467808 , Image - 1

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11 Fountainbridge Drive Bolton East, Caledon, Peel, ON MLS® W12467808

Residential Freehold (Detached)

$1299000.0
price drop iconPrice drop by 2.3%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beautifully Upgraded Home in Prime Bolton Location! This stunning 4-bedroom, 4-bathroom home offers over 3,000 sq ft of finished living space, includi
40 Photos
Last Updated : 26 Days ago
14399 Kennedy Road, Peel, ON , MLS #W12167376 , Image - 1

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14399 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W12167376

Residential Freehold (Detached)

$1675000.0
price drop iconPrice drop by 6.2%
  • 3 +5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
POWER OF SALE.!! Near all custom made houses. This massive bungalow, nestled on a generous 1.03-acre lot, offers 3 spacious bedrooms on main with the
50 Photos
Last Updated : 27 Days ago
44 Sir Lancelot Court, Peel, ON , MLS #W12524634 , Image - 1

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44 Sir Lancelot Court Bolton East, Caledon, Peel, ON MLS® W12524634

Residential Freehold (Detached)

$1498000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolutely stunning, fully remodelled 4+1 bedroom home with a finished basement sitting on a massive pie-shaped lot on one of the most highly desired
49 Photos
Last Updated : 28 Days ago
656 Bush Street, Peel, ON , MLS #W12392734 , Image - 1

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656 Bush Street Rural Caledon, Caledon, Peel, ON MLS® W12392734

Residential Freehold (Detached)

$1898200.0
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
This stunning custom-built home in the charming hamlet of Belfountain offers 2,831 sq ft of luxurious living space with 4 bedrooms and 5 washrooms, bl
39 Photos
Last Updated : 28 Days ago
164 Royal Valley Drive, Peel, ON , MLS #W12407846 , Image - 1

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164 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W12407846

Residential Freehold (Detached)

$849900.0
  • 1 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome home to this spacious and bright detached Bungaloft located in the highly sought-after Caledon Valleywood neighbourhood! Featuring the potenti
38 Photos
Last Updated : 28 Days ago
15 Tiveron Avenue, Peel, ON , MLS #W12517544 , Image - 1

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15 Tiveron Avenue Rural Caledon, Caledon, Peel, ON MLS® W12517544

Residential Freehold (Att/Row/Townhouse)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Perfect for the First time home buyers & Investors. Absolutely Stunning Brand New 3 Bedroom Town Home Built By Genesis Homes. Located Minutes From Sch
45 Photos
Last Updated : 29 Days ago
265 Dominion Street E, Peel, ON , MLS #W12153478 , Image - 1

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265 Dominion Street E Rural Caledon, Caledon, Peel, ON MLS® W12153478

Residential Freehold (Rural Residential)

$1295000.0
price drop iconPrice drop by 21.3%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Nestled on the serene and sought-after Dominion St. in the historic hamlet of Brimstone, this charming bungalow is hitting the market for the first ti
43 Photos
Last Updated : 30 Days ago
8 Mccandless Court, Peel, ON , MLS #W12400640 , Image - 1

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8 Mccandless Court Caledon East, Caledon, Peel, ON MLS® W12400640

Residential Freehold (Detached)

$1699000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this Brookfield built luxurious 3,560 sq ft , with an additional 1,250 + sq ft finished Basement. Set on a 157 ft premium, pie shaped exten
44 Photos
Last Updated : 31 Days ago
150 Taylorwood Avenue, Peel, ON , MLS #W12370410 , Image - 1

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150 Taylorwood Avenue Bolton North, Caledon, Peel, ON MLS® W12370410

Residential Freehold (Detached)

$1139999.0
price drop iconPrice drop by 5.0%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Stunning 3+1 Bedroom Detached 2-Story Home with an Impressive Sunroom. Welcome to this meticulously maintained, move-in-ready gem. Thoughtfully design
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