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Houses for Sale in Caledon ON Under $5 Million

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Are you looking for houses under $5m for sale in Caledon ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Caledon. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Caledon. Whether you’re looking to buy houses under under $5m in Caledon ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Caledon houses for sale under under $5m, including freehold homes, condos, and commercial properties.

Last Updated: March 29, 2026

50 Photos

19996 Heart Lake Road, Peel, ON , MLS #W12926810 , Image - 1

19996 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W12926810

Residential Freehold (Detached)

$1250000.0

3 +0 Beds
6 Baths
1500-2000 sq-ft

I would like to welcome you to 19996 Heart Lake Road in Caledon, where peaceful country living meets modern comfort on a beautifully private 1 acre pr

25 Photos

56 Lambert Lane, Peel, ON , MLS #W12861158 , Image - 1

56 Lambert Lane Bolton East, Caledon, Peel, ON MLS® W12861158

Residential Freehold (Att/Row/Townhouse)

$799900.0

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

126 Mellow Crescent, Peel, ON , MLS #W12802190 , Image - 1

126 Mellow Crescent Bolton East, Caledon, Peel, ON MLS® W12802190

Residential Freehold (Detached)

$974900.0

Price drop by 2.4%

3 +1 Beds
2 Baths
1100-1500 sq-ft

Stunning FULLY renovated turn-key 3 level, 3-bedroom side split home located in the highly sought after south hill East Bolton! Very quiet street! Thi

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3 Jack Kenny Court, Peel, ON , MLS #W12730324 , Image - 1

3 Jack Kenny Court Bolton West, Caledon, Peel, ON MLS® W12730324

Residential Freehold (Detached)

$989850.0

4 Beds
3 Baths
1500-2000 sq-ft

Proudly Situated In Bolton's Highly Desirable West End, This Impeccably Cared-For Detached Residence Delivers A Welcoming Blend Of Space, Comfort & Ev

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211 Pine Avenue, Peel, ON , MLS #W12923440 , Image - 1

211 Pine Avenue Palgrave, Caledon, Peel, ON MLS® W12923440

Residential Freehold (Detached)

$1748800.0

3 Beds
3 Baths
2000-2500 sq-ft

Your Private 1.5-Acre Sanctuary Awaits - A Masterpiece of Custom Design Meets Rare 438-Foot Depth! Experience unbeatable value in this brand-new, cust

40 Photos

1 Cassidy Lane, Peel, ON , MLS #W12902784 , Image - 1

1 Cassidy Lane Rural Caledon, Caledon, Peel, ON MLS® W12902784

Residential Freehold (Detached)

$1795000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

Where country serenity meets city convenience, this exceptional 5-acre hilltop property is located just moments from the quaint hamlet of Terra Cotta

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1428 Mill Street, Peel, ON , MLS #W12925402 , Image - 1

1428 Mill Street Cheltenham, Caledon, Peel, ON MLS® W12925402

Residential Freehold (Detached)

$999900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome To This Charming 2-Storey Home Nestled On Quiet And Sought-After Mill Street In The Heart Of Cheltenham, Offering The Perfect Blend Of Modern

44 Photos

150 Taylorwood Avenue, Peel, ON , MLS #W12921764 , Image - 1

150 Taylorwood Avenue Bolton North, Caledon, Peel, ON MLS® W12921764

Residential Freehold (Detached)

$950000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Stunning 3+1 Bedroom Detached 2-Story Home with an Impressive SunroomWelcome to this meticulously maintained, move-in-ready gem. Thoughtfully designed

41 Photos

7 Southbury Manor Drive, Peel, ON , MLS #W12880156 , Image - 1

7 Southbury Manor Drive Bolton East, Caledon, Peel, ON MLS® W12880156

Residential Freehold (Detached)

$1199000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Beautifully upgraded home in Bolton's highly sought-after South Hill community, featuring 4+2 bedrooms and 4 bathrooms.This stunning property showcase

27 Photos

12 Flaherty Lane, Peel, ON , MLS #W12922624 , Image - 1

12 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12922624

Residential Freehold (Detached)

$2999000.0

5 Beds
5 Baths
5000 + sq-ft

Location, Elegance and Affordability ! This 5000sqf plus home on 10 acres has been recently renovated and is beyond your wildest dreams both inside an

40 Photos

12 Heathrow Lane, Peel, ON , MLS #W12786764 , Image - 1

12 Heathrow Lane Bolton East, Caledon, Peel, ON MLS® W12786764

Residential Freehold (Att/Row/Townhouse)

$945000.0

3 +1 Beds
3 Baths
2000-2500 sq-ft

Welcome to 12 Heathrow Lane, a beautifully maintained and spacious end-unit townhouse nestled in the heart of Caledon. Built by the prestigious Treasu

34 Photos

8 Elite Road, Peel, ON , MLS #W12743592 , Image - 1

8 Elite Road Rural Caledon, Caledon, Peel, ON MLS® W12743592

Residential Freehold (Detached)

$1499000.0

4 +1 Beds
3 Baths
2500-3000 sq-ft

Stunning Tamarack Estate Property in the heart of Caledon. This fabulous family home is situated on 4.08 acres and features 4 bedrooms, main floor lau

46 Photos

67 James Walker Avenue, Peel, ON , MLS #W12919354 , Image - 1

67 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W12919354

Residential Freehold (Detached)

$1875000.0

5 Beds
6 Baths
3500-5000 sq-ft

This exceptional 5-bed, 6-bath home offers spacious living with each bedroom featuring a private ensuite and customized walk-in closet. Enjoy 10-ft ce

37 Photos

110 Palmer Circle, Peel, ON , MLS #W12919538 , Image - 1

110 Palmer Circle Palgrave, Caledon, Peel, ON MLS® W12919538

Residential Freehold (Detached)

$1677500.0

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

61 William Street E, Peel, ON , MLS #W12918130 , Image - 1

61 William Street E Rural Caledon, Caledon, Peel, ON MLS® W12918130

Residential Freehold (Detached)

$1074900.0

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

49 Photos

6 Overlook Ridge, Peel, ON , MLS #W12917318 , Image - 1

6 Overlook Ridge Palgrave, Caledon, Peel, ON MLS® W12917318

Residential Freehold (Detached)

$2095000.0

3 +2 Beds
3 Baths
2500-3000 sq-ft

Elevate Your Lifestyle with this Stunning Custom Built Bungalow with Finished Walk-Out Basement in Rolling Meadows Estates, Situated on a Picturesque

50 Photos

2 Ann Mckee Street, Peel, ON , MLS #W12915738 , Image - 1

2 Ann Mckee Street Caledon East, Caledon, Peel, ON MLS® W12915738

Residential Freehold (Detached)

$1950000.0

5 Beds
4 Baths
3500-5000 sq-ft

Located in the heart of Caledon, this beautiful corner ravine home offers about 4,015 sq. ft. of living space with 5 spacious bedrooms and 3.5 bathroo

46 Photos

203 Landsbridge Street, Peel, ON , MLS #W12913006 , Image - 1

203 Landsbridge Street Bolton East, Caledon, Peel, ON MLS® W12913006

Residential Freehold (Detached)

$929900.0

3 Beds
4 Baths
1500-2000 sq-ft

Sun-Drenched 3 Bedroom All-Brick Home in Prime South Bolton A True Entertainers Delight! Pride of ownership in this well-maintained, move-in ready fam

49 Photos

45 Humber Trail, Peel, ON , MLS #W12911254 , Image - 1

45 Humber Trail Palgrave, Caledon, Peel, ON MLS® W12911254

Residential Freehold (Detached)

$1949000.0

4 +3 Beds
4 Baths
3500-5000 sq-ft

This custom-built nestled on a private cul-de-sac in the prestigious Palgrave Community. Offering approximately8,000 sq.ft. of total living space, inc

11 Photos

26 Antrim Court, Peel, ON , MLS #W12793328 , Image - 1

26 Antrim Court Caledon East, Caledon, Peel, ON MLS® W12793328

Residential Freehold (Detached)

$1499900.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

2,803SF (4,181SF - Living Space) Move-in Ready. One of 23 exclusively built executive homes on quiet cul-de-sac beside court house and town hall. No.2

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0 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W12909274

Residential Freehold (Vacant Land)

$3125000.0

50 acres of spectacular vacant land situated in the rolling hills of Caledon. Prime location - close to the GTA but far enough away to enjoy the tranq

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163 Birchlawn Road, Peel, ON , MLS #W12599722 , Image - 1

163 Birchlawn Road Bolton North, Caledon, Peel, ON MLS® W12599722

Residential Freehold (Detached)

$1100000.0

Price drop by 4.3%

3 Beds
3 Baths
2000-2500 sq-ft

Private refuge. and massive flex space. This Bolton north 4 level backsplit offers a rare layout perfect for a quiet home office or in-law potential f

41 Photos

18805 Willoghby Road, Peel, ON , MLS #W12422743 , Image - 1

18805 Willoghby Road Rural Caledon, Caledon, Peel, ON MLS® W12422743

Residential Freehold (Detached)

$1840000.0

Price drop by 1.1%

4 +1 Beds
4 Baths
3000-3500 sq-ft

ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landsca

26 Photos

15667 Duffys Lane, Peel, ON , MLS #W12173381 , Image - 1

15667 Duffys Lane Rural Caledon, Caledon, Peel, ON MLS® W12173381

Residential Freehold (Detached)

$1675000.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Discover an expansive escape on over 3 picturesque acres in the stunning Caledon countryside. This fabulous bungalow provides unparalleled privacy wit

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20 Blackberry Valley Crescent, Peel, ON , MLS #W12821958 , Image - 1

20 Blackberry Valley Crescent Rural Caledon, Caledon, Peel, ON MLS® W12821958

Residential Freehold (Semi-Detached )

$949900.0

3 Beds
3 Baths
1500-2000 sq-ft

**Greenpark Built** Executive 3 Bedrooms Semi-Detached House In Prestigious Southfields Village Caledon!! Grand Double Door Entry! Open Concept Main F

4 Photos

17145 Highway 50 Road, Peel, ON , MLS #W12899000 , Image - 1

17145 Highway 50 Road Palgrave, Caledon, Peel, ON MLS® W12899000

Residential Freehold (Detached)

$599000.0

3 Beds
1 Baths
700-1100 sq-ft

Don't miss this rare opportunity to own a prime 1.24-acre building lot in the heart of Downtown Palgrave. A three-bedroom home already on the property

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0 Hurontario Street, Peel, ON , MLS #W12649174 , Image - 1

0 Hurontario Street Rural Caledon, Caledon, Peel, ON MLS® W12649174

Residential Freehold (Vacant Land)

$1299000.0

An exceptional opportunity to own 8.28 acres of raw land in a highly desirable Caledon location. Prime corner property on Hurontario at Beech Grove Si

37 Photos

117 James Walker Avenue, Peel, ON , MLS #W12892454 , Image - 1

117 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W12892454

Residential Freehold (Detached)

$1739990.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to 117 James Walker Avenue, Caledon-your dream home come true. This spectacular 4,050 sq. ft. open-concept detached home sits on a premium cor

42 Photos

83 James Walker Avenue, Peel, ON , MLS #W12893166 , Image - 1

83 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W12893166

Residential Freehold (Detached)

$1479990.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to 83 James Walker Avenue in the prestigious Castles of Caledon. This stunning 4-bedroom, 5-bath luxury home offers 3,339 sq. ft. of upgraded

32 Photos

4 Daisy Meadow Crescent, Peel, ON , MLS #W12887960 , Image - 1

4 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W12887960

Residential Freehold (Detached)

$1599999.0

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

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