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Caledon, ON Luxury Homes

Showing results 1 - 30 of 181

With Square Yards Canada, you can find your dream luxury homes for sale in Caledon. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Caledon

Last Updated: April 15, 2025

39 Photos

61 Raspberry Ridge Avenue, Peel, ON , MLS #W12084500 , Image - 1

61 Raspberry Ridge Avenue Caledon East, Caledon, Peel, ON MLS® W12084500

Residential Freehold (Detached)

$2,099,000

4 +1 Beds
5 Baths
3500-5000 sq-ft

Castle on the hill. A house you will want to pass on to the next generation. Nestled in the upscale neighborhood of Castles of Caledon and backing ont

49 Photos

15A Marion Street, Peel, ON , MLS #W12084760 , Image - 1

15A Marion Street Caledon East, Caledon, Peel, ON MLS® W12084760

Residential Freehold (Detached)

$3,549,999

5 +2 Beds
7 Baths
5000 + sq-ft

Welcome to this exceptional custom home true reflection of sophistication. 5 generously-sized bedrms, fully finished basement apartment, along with 6

24 Photos

640 Hardwick Road, Peel, ON , MLS #W12083723 , Image - 1

640 Hardwick Road Bolton West, Caledon, Peel, ON MLS® W12083723

Commercial (Industrial)

$8,200,000

Prime Multi-Unit Commercial Investment opportunity! Fully Tenanted and Strong Future Income Potential. 20,682 sq/Ft over 11 Units with MS Zoning allow

43 Photos

8 Mccandless Court, Peel, ON , MLS #40709836 , Image - 1

8 Mccandless Court Caledon East, Caledon, Peel, ON MLS® 40709836

Residential (Single Family Residence)

$2,295,000

5 Beds
5 Baths
3600 sq-ft

Luxurious Custom Estate in a Premier Suburban LocationNestled in a serene, sought-after community, this exquisite 5-bedroom, 4.5-bathroom home spans 5

50 Photos

46 Mccauley Drive, Peel, ON , MLS #W12059130 , Image - 1

46 Mccauley Drive Rural Caledon, Caledon, Peel, ON MLS® W12059130

Residential Freehold (Detached)

$2,198,000

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

Set on a prestigious 1.27-acre lot in an exclusive cul-de-sac, this extraordinary estate offers a rare blend of elegance, privacy, and resort-style li

49 Photos

45 Humber Trail, Peel, ON , MLS #W12060425 , Image - 1

45 Humber Trail Palgrave, Caledon, Peel, ON MLS® W12060425

Residential Freehold (Detached)

$2,245,000

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

Welcome to A Distinguished Estate Nestled on a Tranquil Cul-de-Sac. Step into a world of privacy, luxury, and country charm at this stately bungalow l

47 Photos

17 Highcrest Road, Peel, ON , MLS #W12080867 , Image - 1

17 Highcrest Road Palgrave, Caledon, Peel, ON MLS® W12080867

Residential Freehold (Detached)

$2,469,999

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

Welcome to your dream estate at 17 Highcrest Rd, nestled in the prestigious Palgrave community of Caledon. Surrounded by multi-million-dollar homes, t

50 Photos

508 King Street E, Peel, ON , MLS #W12081480 , Image - 1

508 King Street E Bolton North, Caledon, Peel, ON MLS® W12081480

Residential Freehold (Detached)

$2,840,000

5 +1 Beds
4 Baths
3500-5000 sq-ft

An Architectural Masterpiece Nestled On An Expansive 0.84- Acre Lot In The Prestigious Valley of Bolton. This Opulent Estate Embodies Unparalleled Ele

40 Photos

4032 Boston Mills Road, Peel, ON , MLS #W12073979 , Image - 1

4032 Boston Mills Road Rural Caledon, Caledon, Peel, ON MLS® W12073979

Residential Freehold (Detached)

$2,975,000

4 +2 Beds
6 Baths
3500-5000 sq-ft

Truly A Must See On 2 + Acres,6900 Sq Ft Living Area Ceramic Foyer, Sunken Liv & Din, & Family Rooms, Fireplace, Walkout To Deck & Pool, Pool House (N

41 Photos

42 Mccauley Drive, Peel, ON , MLS #W12046550 , Image - 1

42 Mccauley Drive Rural Caledon, Caledon, Peel, ON MLS® W12046550

Residential Freehold (Detached)

$2,100,000

Price drop by 7.9%

4 +2 Beds
5 Baths
3500-5000 sq-ft

Experience a rare opportunity to own a private haven multi family home nestled within the esteemed Caledon Woods Members Only Golf Club Estate Communi

3 Photos

0 HURONTARIO Street, Peel, ON , MLS #W11824107 , Image - 1

0 HURONTARIO Street Rural Caledon, Caledon, Peel, ON MLS® W11824107

Residential Freehold (Vacant Land)

$3,999,999

Excellent Investment Opportunity to Secure Flat and Clear Vacant Land just 2 minutes north of King fronting West of Hurontario Street, just 10 minutes

37 Photos

2654 Forks Of The Credit Road, Peel, ON , MLS #W8408678 , Image - 1

2654 Forks Of The Credit Road Rural Caledon, Caledon, Peel, ON MLS® W8408678

Residential Freehold (Detached)

$2,925,000

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

This House is Bed & Breakfast License Ready (Please call Listing Agent for more details), just 10 minutes from Brampton and 20 minutes from Mississau

46 Photos

14902 Mount Pleasant Road, Peel, ON , MLS #W12077433 , Image - 1

14902 Mount Pleasant Road Rural Caledon, Caledon, Peel, ON MLS® W12077433

Residential Freehold (Detached)

$3,190,000

3 +2 Beds
5 Baths
3500-5000 sq-ft

The tree lined driveway leads to this 15.8 acres of tranquil space with its resident Blue Jays, charming chipmunks, and verdant vistas. It truly is a

35 Photos

395 King Street E, Peel, ON , MLS #W12035741 , Image - 1

395 King Street E Bolton North, Caledon, Peel, ON MLS® W12035741

Residential Freehold (Detached)

$2,988,800

3 +2 Beds
4 Baths
3000-3500 sq-ft

Indulge in the ultimate luxury living experience in this stunning estate, perfectly situated on 1.77 acres of lush landscape, nestled among high-end h

31 Photos

41 George Crescent, Peel, ON , MLS #W12074518 , Image - 1

41 George Crescent Caledon East, Caledon, Peel, ON MLS® W12074518

Residential Freehold (Detached)

$3,399,000

4 Beds
6 Baths
5000 + sq-ft

24 Photos

13867 Heritage Road, Peel, ON , MLS #W12064463 , Image - 1

13867 Heritage Road Rural Caledon, Caledon, Peel, ON MLS® W12064463

Residential Freehold (Detached)

$2,895,000

5 Beds
4 Baths
3500-5000 sq-ft

Quality! Luxury! Privacy! Be the first family to live in this Outstanding Custom Home. Conveniently Located Near Terra Cotta in Southwest Caledon. Sho

50 Photos

15357 Mclaughlin Road, Peel, ON , MLS #W12029991 , Image - 1

15357 Mclaughlin Road Inglewood, Caledon, Peel, ON MLS® W12029991

Residential Freehold (Detached)

$3,195,000

Price drop by 8.6%

4 +1 Beds
3 Baths
3500-5000 sq-ft

Move-in Ready Paradise in Prime Caledon Location Experience the perfect blend of luxury and serenity in this stunning 6-acre corner lot property, offe

41 Photos

3 Rutland Hill Court, Peel, ON , MLS #W12031725 , Image - 1

3 Rutland Hill Court Rural Caledon, Caledon, Peel, ON MLS® W12031725

Residential Freehold (Detached)

$3,875,000

5 +1 Beds
6 Baths
3500-5000 sq-ft

Exquisite Victorian Reproduction estate found less than an hour outside of the city in Caledon, ON., offering a dream backyard for families or enterta

50 Photos

4 Flaherty Lane, Peel, ON , MLS #W12068134 , Image - 1

4 Flaherty Lane Rural Caledon, Caledon, Peel, ON MLS® W12068134

Residential Freehold (Detached)

$3,288,000

3 +2 Beds
4 Baths
3000-3500 sq-ft

On a prestigious cul de sac, mins outside Alton & Orangeville, is this outstanding custom-designed 3+2 bed, 3.5 bath bungaloft with a finished walk-ou

38 Photos

57 Kennedy Road, Peel, ON , MLS #40705652 , Image - 1

57 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® 40705652

Residential (Single Family Residence)

$2,794,000

4 Beds
6 Baths
6861 sq-ft

This exquisite 6,500 sq. ft. estate is the pinnacle of luxury, seamlessly blending elegance, privacy, and sophistication in one of the most coveted lo

45 Photos

19 Havencrest Drive, Peel, ON , MLS #W12053154 , Image - 1

19 Havencrest Drive Palgrave, Caledon, Peel, ON MLS® W12053154

Residential Freehold (Detached)

$2,299,000

4 Beds
3 Baths
2000-2500 sq-ft

Exquisite Estate Home In Prestigious Palgrave, Caledon. Nestled On a Sprawling 1.7-Acre Lot, This Luxurious Estate Offers Nearly 3,600 Square Feet of

2 Photos

18374 Humber Station Road, Peel, ON , MLS #W12038843 , Image - 1

18374 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W12038843

Residential Freehold (Vacant Land)

$2,099,900

< 700 sq-ft

Welcome to a rare 47 Acres located in the heart of Caledon. This enchanting lot provides an ideal landscape for your dream home. Minutes to Orangevi

39 Photos

19455 Shaws Creek Road, Peel, ON , MLS #W8212718 , Image - 1

19455 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W8212718

Residential Freehold (Detached)

$2,000,000

Price drop by 33.3%

5 Beds
4 Baths

Down the long driveway, amidst swaying trees and the gentle hum of nature, lies an unpolished gem waiting to be unearthed. Located in the rolling hill

48 Photos

19769 Willoughby Road, Peel, ON , MLS #W12065750 , Image - 1

19769 Willoughby Road Rural Caledon, Caledon, Peel, ON MLS® W12065750

Residential Freehold (Detached)

$2,699,000

Price drop by 0.0%

4 Beds
4 Baths
3000-3500 sq-ft

Custom Built bunglow with remarkable upgrades, walk in to the home with welcoming foyer with over 12 feet height through the double doors. Living and

47 Photos

7302 Coolihans Side Road, Peel, ON , MLS #W12067704 , Image - 1

7302 Coolihans Side Road Rural Caledon, Caledon, Peel, ON MLS® W12067704

Residential Freehold (Detached)

$2,099,000

4 +1 Beds
3 Baths
2000-2500 sq-ft

**A Rare Find in Caledon 10+ Acres of Scenic Beauty** Welcome to one of the most breathtaking properties you'll come across just over 10 rolling acr

40 Photos

62 Gibson Lake Drive, Peel, ON , MLS #W12006612 , Image - 1

62 Gibson Lake Drive Palgrave, Caledon, Peel, ON MLS® W12006612

Residential Freehold (Detached)

$2,499,000

3 +1 Beds
5 Baths
3500-5000 sq-ft

LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached + 2 Detached- Perfect

9 Photos

4 Industrial Road, Peel, ON , MLS #W12066080 , Image - 1

4 Industrial Road Bolton East, Caledon, Peel, ON MLS® W12066080

Commercial (Industrial)

$28,000,000

Exceptional 7.55 acre opportunity in the heart of Bolton. Front 15,707 Sq Ft of building area leased out. Balance of building and yard can be made ava

46 Photos

5945 King Street, Peel, ON , MLS #W12065169 , Image - 1

5945 King Street Rural Caledon, Caledon, Peel, ON MLS® W12065169

Residential Freehold (Detached)

$2,199,000

3 +1 Beds
1 Baths
700-1100 sq-ft

Highway Commercial Zoned, 3 Bedrooms Custom Built Bungalow, Fully Stoned/Stucco Exterior, Fully Fenced & A Remote Controlled Gate To The Lot........On

4 Photos

15 Mulloy Court, Peel, ON , MLS #W12049078 , Image - 1

15 Mulloy Court Palgrave, Caledon, Peel, ON MLS® W12049078

Residential Freehold (Detached)

$5,499,900

5 +1 Beds
7 Baths
5000 + sq-ft

Situated in one of Palgrave's most exclusive Street, Drawn by David Small Designs and Built by Stellar Homes - discover one of the finest construction

43 Photos

13669 Humberstation Road, Peel, ON , MLS #W12064487 , Image - 1

13669 Humberstation Road Rural Caledon, Caledon, Peel, ON MLS® W12064487

Commercial (Farm)

$11,900,000

Excellent opportunity to own investment property ,10 acres land with house , future development land in highly desireable area (designated community a

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Rishi Raj Tiwari

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