🏰 Detached Homes in Caledon

Detached Homes for Sale in Caledon

Spacious single-family detached houses with private yards and garages. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
🔥 Price Drops🏡 Bungalows🏘️ Townhouses🏰 Detached Homes🏢 Condos💰 Under $800k🏷️ Under $750k🎯 Under $1M✨ Luxury ($2M+)🔑 In-Law Suites🔨 Fixer-Uppers🏊 Inground & Heated Pools🌊 Waterfront & Views🏢 Multi-Family & Duplex🏗️ New Construction
Residential Freehold for sale - 4 Bed, 5 Bath Home at 3 Cliffcrest Court Caledon ON listed at $1,499,000 (MLS# W14127396)
Added 1 day ago
$1,499,000Est. $4,990/mo
4bd
5ba
Residential Freehold

3 Cliffcrest Court, Caledon

Oct 29, 2026
DOM: 2

Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in th...

MLS#: W14127396
For Sale
Residential Freehold for sale - 6 Bed, 3 Bath Home at 7930 Mayfield Road Caledon ON listed at $1,750,000 (MLS# W14128298)
Added 1 day ago
$1,750,000Est. $5,825/mo
6bd
3ba
Residential Freehold

7930 Mayfield Road, Caledon

Oct 29, 2026
DOM: 2

Welcome to 7930 Mayfield Rd. This exceptional development opportunity is now available in this rapid...

MLS#: W14128298
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 4 Tranquility Court Caledon ON listed at $1,868,600 (MLS# W14129324)
Added 1 day ago
$1,868,600Est. $6,220/mo
6bd
5ba
Residential Freehold

4 Tranquility Court, Caledon

Oct 29, 2026
DOM: 2

Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space,...

MLS#: W14129324
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 19769 Willoughby Road Caledon ON listed at $2,048,000 (MLS# W14130004)
Added 1 day ago
$2,048,000Est. $6,817/mo
4bd
4ba
Residential Freehold

19769 Willoughby Road, Caledon

Oct 29, 2026
DOM: 2

Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning...

MLS#: W14130004
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 17280 Airport Road Caledon ON listed at $1,378,000 (MLS# W14130628)
Added 1 day ago
$1,378,000Est. $4,587/mo
3bd
2ba
Residential Freehold

17280 Airport Road, Caledon

Oct 29, 2026
DOM: 2

Welcome to 17280 Airport Rd! A beautiful 1.8-acre picturesque country oasis offering peaceful rural ...

MLS#: W14130628
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 61 Headwater Road Caledon ON listed at $1,010,000 (MLS# W14123988)
Added 2 days ago
$1,010,000Est. $3,362/mo
4bd
4ba
Residential Freehold

61 Headwater Road, Caledon

Oct 28, 2026
DOM: 3

Located in a desirable Caledon neighbourhood, this spacious detached home features four bedrooms, fo...

MLS#: W14123988
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 24 Royal Valley Drive Caledon ON listed at $1,000,000 (MLS# W14125786)
Added 2 days ago
$1,000,000Est. $3,329/mo
5bd
4ba
Residential Freehold

24 Royal Valley Drive, Caledon

Oct 28, 2026
DOM: 3

Set on an impressive 142-ft-deep lot backing directly onto a park, this spacious Valleywood home off...

MLS#: W14125786
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 44 Fawnridge Road Caledon ON listed at $1,365,000 (MLS# W14126276)
Added 2 days ago
$1,365,000Est. $4,544/mo
6bd
6ba
Residential Freehold

44 Fawnridge Road, Caledon

Oct 28, 2026
DOM: 3

Welcome to 44 Fawnridge Road, a beautifully maintained, single-owner 3-storey detached home on a pre...

MLS#: W14126276
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 186 Landsbridge Street Caledon ON listed at $1,199,900 (MLS# W14128928)
Added 2 days ago
$1,199,900Est. $3,994/mo
4bd
4ba
Residential Freehold

186 Landsbridge Street, Caledon

Oct 28, 2026
DOM: 3

Featuring 3 Bedrooms And 4 Bathrooms On A Family-Friendly Street, This Unique, Owner-Built Home Offe...

MLS#: W14128928
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19977 Kennedy Road Caledon ON listed at $1,499,900 (MLS# W14129792)
Added 2 days ago
$1,499,900Est. $4,993/mo
4bd
3ba
Residential Freehold

19977 Kennedy Road, Caledon

Oct 28, 2026
DOM: 3

Located on 1.5 acres, this beautiful 2-storey home offers 4 bedrooms and 3 bathrooms with plenty of ...

MLS#: W14129792
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 53 Marilyn Street Caledon ON listed at $1,079,000 (MLS# W14119216)
Added 3 days ago
$1,079,000Est. $3,592/mo
4bd
3ba
Residential Freehold

53 Marilyn Street, Caledon

Oct 27, 2026
DOM: 4

Welcome to 53 Marilyn Street, a beautifully maintained detached home on a premium corner lot in one ...

MLS#: W14119216
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 18101 Shaws Creek Road Caledon ON listed at $4,495,000 (MLS# W14120446)
Added 3 days ago
$4,495,000Est. $14,962/mo
6bd
5ba
Residential Freehold

18101 Shaws Creek Road, Caledon

Oct 27, 2026
DOM: 4

A country estate with a story to tell. Welcome to Belain Farm, an extraordinary 96-acre property in ...

MLS#: W14120446
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 17 Lizzie Court Caledon ON listed at $1,228,000 (MLS# W14120796)
Added 3 days ago
$1,228,000Est. $4,088/mo
4bd
4ba
Residential Freehold

17 Lizzie Court, Caledon

Oct 27, 2026
DOM: 4

Change Your Life With This Home! Welcome to 17 Lizzie Court, an impressive 2,670 sq. ft. detached re...

MLS#: W14120796
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 23 Deer Valley Drive Caledon ON listed at $1,199,000 (MLS# W14121402)
Added 3 days ago
$1,199,000Est. $3,991/mo
4bd
4ba
Residential Freehold

23 Deer Valley Drive, Caledon

Oct 27, 2026
DOM: 4

Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142...

MLS#: W14121402
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 7 Penhurst Place Caledon ON listed at $1,449,000 (MLS# W14122290)
Added 3 days ago
$1,449,000Est. $4,823/mo
5bd
4ba
Residential Freehold

7 Penhurst Place, Caledon

Oct 27, 2026
DOM: 4

Location, Location!! Fully renovated main and upper floors New kitchen, bathrooms, and flooring thro...

MLS#: W14122290
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 12821 Heritage Road Caledon ON listed at $1,199,000 (MLS# W14122374)
Added 3 days ago
$1,199,000Est. $3,991/mo
5bd
3ba
Residential Freehold

12821 Heritage Road, Caledon

Oct 27, 2026
DOM: 4

More than Half A Acre Lot (125ft *185ft) Great Country Living only Minutes F/ Brampton, Georgetown &...

MLS#: W14122374
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 1 Plummer Road Caledon ON listed at $1,089,000 (MLS# W14115576)
Added 4 days ago
$1,089,000Est. $3,625/mo
5bd
3ba
Residential Freehold

1 Plummer Road, Caledon

Oct 26, 2026
DOM: 5

Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most so...

MLS#: W14115576
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 26 Del Grappa Street Caledon ON listed at $949,900 (MLS# W14118778)
Added 4 days ago
$949,900Est. $3,162/mo
3bd
4ba
Residential Freehold

26 Del Grappa Street, Caledon

Oct 26, 2026
DOM: 5

Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Ca...

MLS#: W14118778
For Sale
Residential Freehold for sale - 8 Bed, 7 Bath Home at 4 Woodlot Court Caledon ON listed at $2,729,000 (MLS# W14115532)
Added 5 days ago
$2,729,000Est. $9,084/mo
8bd
7ba
Residential Freehold

4 Woodlot Court, Caledon

Oct 25, 2026
DOM: 6

Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at i...

MLS#: W14115532
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 7190 King Street Caledon ON listed at $2,600,000 (MLS# W14114094)
Added 6 days ago
$2,600,000Est. $8,654/mo
6bd
4ba
Residential Freehold

7190 King Street, Caledon

Oct 24, 2026
DOM: 7

**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless pos...

MLS#: W14114094
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 3742 Mayfield Road Caledon ON listed at $2,450,000 (MLS# W14114716)
Added 6 days ago
$2,450,000Est. $8,155/mo
4bd
3ba
Residential Freehold

3742 Mayfield Road, Caledon

Oct 24, 2026
DOM: 7

EXCELLENT Custom Built Home, with Investment and Future development opportunity on the Caledon-Bramp...

MLS#: W14114716
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 47 Brookwater Crescent Caledon ON listed at $1,249,900 (MLS# W14114852)
Added 6 days ago
$1,249,900Est. $4,160/mo
4bd
4ba
Residential Freehold

47 Brookwater Crescent, Caledon

Oct 24, 2026
DOM: 7

Absolutely Stunning & Beautifully Upgraded 4 Bedroom Detached Home In Prestigious Southfield area in...

MLS#: W14114852
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 17585 Mississauga Road Caledon ON listed at $1,399,000 (MLS# W14110286)
Added 7 days ago
$1,399,000Est. $4,657/mo
5bd
3ba
Residential Freehold

17585 Mississauga Road, Unit 14, Caledon

Oct 23, 2026
DOM: 8

Welcome To The Caledon Ski Club!!! Invite All Of Your Friends To Stay In This Spacious 5 Br, Open Co...

MLS#: W14110286
For Sale
Residential Freehold for sale - 7 Bed, 7 Bath Home at 152 Newhouse Boulevard Caledon ON listed at $1,449,900 (MLS# W14110734)
Added 7 days ago
$1,449,900Est. $4,826/mo
7bd
7ba
Residential Freehold

152 Newhouse Boulevard, Caledon

Oct 23, 2026
DOM: 8

//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detac...

MLS#: W14110734
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 15305 Mount Pleasant Road Caledon ON listed at $2,699,000 (MLS# W14110812)
Added 7 days ago
$2,699,000Est. $8,984/mo
6bd
4ba
Residential Freehold

15305 Mount Pleasant Road, Caledon

Oct 23, 2026
DOM: 8

Car enthusiasts/Hobbyists take a look at this! Almost 5,000 square feet of secure and monitored gara...

MLS#: W14110812
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 17 Autumn Drive Caledon ON listed at $1,877,900 (MLS# W14111574)
Added 7 days ago
$1,877,900Est. $6,251/mo
5bd
3ba
Residential Freehold

17 Autumn Drive, Caledon

Oct 23, 2026
DOM: 8

Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 ...

MLS#: W14111574
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 1 Cedar Drive Caledon ON listed at $1,849,999 (MLS# W14112204)
Added 7 days ago
$1,849,999Est. $6,158/mo
4bd
4ba
Residential Freehold

1 Cedar Drive, Caledon

Oct 23, 2026
DOM: 8

Your golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and pl...

MLS#: W14112204
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19817 Main Street Caledon ON listed at $850,000 (MLS# W14112750)
Added 7 days ago
$850,000Est. $2,829/mo
4bd
3ba
Residential Freehold

19817 Main Street, Caledon

Oct 23, 2026
DOM: 8

Imagine Waking Up To The Gentle Sounds Of The Credit River, Enjoying Your Morning Coffee Surrounded ...

MLS#: W14112750
For Sale
Residential Freehold for sale - 4 Bed, 7 Bath Home at 40 Walton Drive Caledon ON listed at $2,899,900 (MLS# W14112872)
Added 7 days ago
$2,899,900Est. $9,653/mo
4bd
7ba
Residential Freehold

40 Walton Drive, Caledon

Oct 23, 2026
DOM: 8

Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-bu...

MLS#: W14112872
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 14294 Winston Churchill Boulevard Caledon ON listed at $1,988,000 (MLS# W14114964)
Added 7 days ago
$1,988,000Est. $6,617/mo
4bd
3ba
Residential Freehold

14294 Winston Churchill Boulevard, Caledon

Oct 23, 2026
DOM: 8

Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate ...

MLS#: W14114964
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 32 Autumn Drive Caledon ON listed at $999,900 (MLS# W14126572)
Added 7 days ago
$999,900Est. $3,328/mo
3bd
2ba
Residential Freehold

32 Autumn Drive, Caledon

Oct 23, 2026
DOM: 8

Welcome to the Beautiful, Quaint and Quiet Caledon Village. This 1761 SqFt Bungalow sits on a nearly...

MLS#: W14126572
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 114 Kennedy Road Caledon ON listed at $899,995 (MLS# W14105554)
Added 8 days ago
$899,995Est. $2,996/mo
3bd
2ba
Residential Freehold

114 Kennedy Road, Caledon

Oct 22, 2026
DOM: 9

OPEN HOUSE SATURDAY OCTOBER 31 1-3PM Now offered well below original purchase price with additional ...

MLS#: W14105554
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 14 Jack Kenny Court Caledon ON listed at $1,399,990 (MLS# W14108560)
Added 8 days ago
$1,399,990Est. $4,660/mo
4bd
4ba
Residential Freehold

14 Jack Kenny Court, Caledon

Oct 22, 2026
DOM: 9

Welcome to Your Dream Home in Bolton West! Discover luxury living in this brand-new model home built...

MLS#: W14108560
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 15790 Mississauga Road Caledon ON listed at $1,399,000 (MLS# W14109028)
Added 8 days ago
$1,399,000Est. $4,657/mo
4bd
3ba
Residential Freehold

15790 Mississauga Road, Caledon

Oct 22, 2026
DOM: 9

Charming and private 4-bedroom, 2-storey detached home in Lower Caledon (Rural Caledon), nestled in ...

MLS#: W14109028
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 7 Snellview Boulevard Caledon ON listed at $1,099,000 (MLS# W14101602)
Added 9 days ago
$1,099,000Est. $3,658/mo
3bd
3ba
Residential Freehold

7 Snellview Boulevard, Caledon

Oct 21, 2026
DOM: 10

Welcome to 7 Snellview Boulevard, ideally situated in the heart of highly sought-after South Caledon...

MLS#: W14101602
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 6 Mccandless Court Caledon ON listed at $1,425,000 (MLS# W14101702)
Added 9 days ago
$1,425,000Est. $4,743/mo
4bd
4ba
Residential Freehold

6 Mccandless Court, Caledon

Oct 21, 2026
DOM: 10

Welcome to one of Caledon East's most impressive family homes, offering nearly 4,000 sq. ft. of fini...

MLS#: W14101702
For Sale
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Frequently Asked Questions

Detached Single-Family Homes in Caledon FAQs

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