✨ Luxury ($2M+) in Caledon

Luxury Homes for Sale in Caledon

High-end custom builds, acreage properties, and executive homes. 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 - 6 Bed, 10 Bath Home at 9 Flaherty Lane Caledon ON listed at $6,299,000 (MLS# W14134444)
Added 1 day ago
$6,299,000Est. $20,967/mo
6bd
10ba
Residential Freehold

9 Flaherty Lane, Caledon

Oct 30, 2026
DOM: 2

Welcome to 9 Flaherty Lane, a breathtaking custom estate nestled on over 10.6 acres in one of Caledo...

MLS#: W14134444
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19569 Hurontario Street Caledon ON listed at $3,799,999 (MLS# W14127958)
Added 2 days ago
$3,799,999Est. $12,649/mo
0bd
0ba
Commercial

19569 Hurontario Street, Caledon

Oct 29, 2026
DOM: 3

HIGHWAY COMMERCIAL OPPORTUNITY ON 1.6 ACRES! Excellent exposure and high-traffic location at 19569 H...

MLS#: W14127958
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 2 days ago
$2,048,000Est. $6,817/mo
4bd
4ba
Residential Freehold

19769 Willoughby Road, Caledon

Oct 29, 2026
DOM: 3

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

18101 Shaws Creek Road, Caledon

Oct 27, 2026
DOM: 5

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

MLS#: W14120446
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 0 Airport Road Caledon ON listed at $18,000,000 (MLS# W14120978)
Added 5 days ago
$18,000,000Est. $59,915/mo
0bd
0ba
Commercial

0 Airport Road, Caledon

Oct 26, 2026
DOM: 6

Potential for future Development Site & A Great Investment! 34.8 Acres. Properties Nearby Being Used...

MLS#: W14120978
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 6 days ago
$2,729,000Est. $9,084/mo
8bd
7ba
Residential Freehold

4 Woodlot Court, Caledon

Oct 25, 2026
DOM: 7

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 7 days ago
$2,600,000Est. $8,654/mo
6bd
4ba
Residential Freehold

7190 King Street, Caledon

Oct 24, 2026
DOM: 8

**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 7 days ago
$2,450,000Est. $8,155/mo
4bd
3ba
Residential Freehold

3742 Mayfield Road, Caledon

Oct 24, 2026
DOM: 8

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

MLS#: W14114716
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 8 days ago
$2,699,000Est. $8,984/mo
6bd
4ba
Residential Freehold

15305 Mount Pleasant Road, Caledon

Oct 23, 2026
DOM: 9

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 - 4 Bed, 7 Bath Home at 40 Walton Drive Caledon ON listed at $2,899,900 (MLS# W14112872)
Added 8 days ago
$2,899,900Est. $9,653/mo
4bd
7ba
Residential Freehold

40 Walton Drive, Caledon

Oct 23, 2026
DOM: 9

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

MLS#: W14112872
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 1 Flaherty Lane Caledon ON listed at $2,999,999 (MLS# W14104730)
Added 10 days ago
$2,999,999Est. $9,986/mo
7bd
6ba
Residential Freehold

1 Flaherty Lane, Caledon

Oct 21, 2026
DOM: 11

Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophist...

MLS#: W14104730
For Sale
Residential Freehold for sale - 9 Bed, 6 Bath Home at 18137 Cataract Road Caledon ON listed at $2,899,900 (MLS# W14095754)
Added 12 days ago
$2,899,900Est. $9,653/mo
9bd
6ba
Residential Freehold

18137 Cataract Road, Caledon

Oct 19, 2026
DOM: 13

This is the one you've been waiting for! Enjoy the best of country living without the hassle of reno...

MLS#: W14095754
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 19617 Mountainview Road Caledon ON listed at $2,800,000 (MLS# W14094660)
Added 13 days ago
$2,800,000Est. $9,320/mo
3bd
3ba
Residential Freehold

19617 Mountainview Road, Caledon

Oct 18, 2026
DOM: 14

50 Acres of Caledon Countryside Paradise! Rare opportunity to own approximately 50 acres of beautifu...

MLS#: W14094660
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 7735 Old Church Road Caledon ON listed at $4,350,000 (MLS# W14011644)
$4,350,000Est. $14,480/mo
4bd
5ba
Residential Freehold

7735 Old Church Road, Caledon

Oct 13, 2026
DOM: 19

Exceptional distinguished Caledon estate, custom-built luxury bungalow over 7700+ sq.ft. of living s...

MLS#: W14011644
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 14597 McLaughlin Road Caledon ON listed at $2,349,000 (MLS# W13884848)
$2,349,000Est. $7,819/mo
4bd
3ba
Residential Freehold

14597 McLaughlin Road, Caledon

Oct 9, 2026
DOM: 23

Welcome to this gated property at 14597 McLaughlin Rd in Caledon, offering the perfect blend of priv...

MLS#: W13884848
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 3771 Old School Road Caledon ON listed at $3,999,900 (MLS# W13874596)
$3,999,900Est. $13,314/mo
5bd
4ba
Residential Freehold

3771 Old School Road, Caledon

Oct 7, 2026
DOM: 25

TOP 5 reasons to BUY THIS BEAUTIFUL PROPERTY #1) 2.82 ACRES of Prime Land with Fully RENOVATED CUSTO...

MLS#: W13874596
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 16718 Caledon King Townline Caledon ON listed at $2,999,995 (MLS# W13861262)
$2,999,995Est. $9,986/mo
5bd
2ba
Residential Freehold

16718 Caledon King Townline, Caledon

Oct 5, 2026
DOM: 27

A Rare Gated Country Estate Set On Just Under 25 Acres, Where Privacy, Natural Beauty And Exceptiona...

MLS#: W13861262
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 79 Amos Drive Caledon ON listed at $2,299,888 (MLS# W13859942)
$2,299,888Est. $7,655/mo
4bd
4ba
Residential Freehold

79 Amos Drive, Caledon

Oct 4, 2026
DOM: 28

Discover space, privacy, and timeless curb appeal at 79 Amos Drive, set on 2.3 acres in one of Palgr...

MLS#: W13859942
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 38 Gentle Fox Drive Caledon ON listed at $2,188,000 (MLS# W13841560)
$2,188,000Est. $7,283/mo
5bd
5ba
Residential Freehold

38 Gentle Fox Drive, Caledon

Sep 29, 2026
DOM: 33

Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of beautif...

MLS#: W13841560
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 7191 Castlederg Side Road Caledon ON listed at $3,488,000 (MLS# W13836708)
$3,488,000Est. $11,610/mo
4bd
3ba
Residential Freehold

7191 Castlederg Side Road, Caledon

Sep 28, 2026
DOM: 34

Welcome to an exceptional 10 acre property offering the perfect blend of residential comfort and ver...

MLS#: W13836708
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 18584 The Gore Road Caledon ON listed at $2,400,000 (MLS# W13827282)
$2,400,000Est. $7,989/mo
5bd
4ba
Residential Freehold

18584 The Gore Road, Caledon

Sep 25, 2026
DOM: 37

One Of Caledon's Most Scenic, Stunning Properties. Set Privately, Bordered By Mature Trees & Forest ...

MLS#: W13827282
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 16089 Shaws Creek Road Caledon ON listed at $3,495,000 (MLS# W13827304)
$3,495,000Est. $11,634/mo
3bd
3ba
Residential Freehold

16089 Shaws Creek Road, Caledon

Sep 25, 2026
DOM: 37

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & TrailsOriginally built in 1860...

MLS#: W13827304
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 16631 Mount Hope Road Caledon ON listed at $2,450,000 (MLS# W13828724)
$2,450,000Est. $8,155/mo
0bd
0ba
Residential Freehold

16631 Mount Hope Road, Caledon

Sep 25, 2026
DOM: 37

[16631 Mount Hope Road, Caledon] 45+ Acres Approx. | 4-Acre Private Pond | Mature Forest | Private T...

MLS#: W13828724
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 27 Cedar Drive Caledon ON listed at $2,225,000 (MLS# W13822806)
$2,225,000Est. $7,406/mo
5bd
3ba
Residential Freehold

27 Cedar Drive, Caledon

Sep 24, 2026
DOM: 38

Magnificent Georgian Estate in Prestigious Caledon! Welcome to an extraordinary 5-bedroom, 3-bathroo...

MLS#: W13822806
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 15191 Airport Road Caledon ON listed at $2,599,000 (MLS# W13827252)
$2,599,000Est. $8,651/mo
5bd
4ba
Residential Freehold

15191 Airport Road, Caledon

Sep 24, 2026
DOM: 38

Welcome to this incredible meticulously kept and built residence (2005) situated on a sprawling, pri...

MLS#: W13827252
For Sale
Residential Freehold for sale - 8 Bed, 6 Bath Home at 7 Walton Drive Caledon ON listed at $2,999,995 (MLS# W13819302)
$2,999,995Est. $9,986/mo
8bd
6ba
Residential Freehold

7 Walton Drive, Caledon

Sep 23, 2026
DOM: 39

Welcome to 7 Walton Drive in Palgrave Estates on Over 2 Acres, This House has 8 Bedrooms, 6 Bathroom...

MLS#: W13819302
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 7 Proctor Avenue Caledon ON listed at $2,595,000 (MLS# W13814062)
$2,595,000Est. $8,638/mo
5bd
6ba
Residential Freehold

7 Proctor Avenue, Caledon

Sep 22, 2026
DOM: 40

Set amidst the natural beauty & privacy of prestigious Millcreek Estates, this exceptional 2-storey ...

MLS#: W13814062
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 12630 Hurontario Street Caledon ON listed at $4,900,000 (MLS# W13808218)
$4,900,000Est. $16,310/mo
0bd
0ba
Commercial

12630 Hurontario Street, Caledon

Sep 21, 2026
DOM: 41

The Property is surrounded by multiple large development groups and designated Low Density Residenti...

MLS#: W13808218
For Sale
Residential Freehold for sale - 5 Bed, 8 Bath Home at 16735 Shaws Creek Road Caledon ON listed at $4,699,000 (MLS# W13804054)
$4,699,000Est. $15,641/mo
5bd
8ba
Residential Freehold

16735 Shaws Creek Road, Caledon

Sep 18, 2026
DOM: 44

3% to the selling broker. This executive-quality estate offers five-star quality and a year-round Mu...

MLS#: W13804054
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 330 Macdonald Street Caledon ON listed at $3,199,000 (MLS# W13804432)
$3,199,000Est. $10,648/mo
4bd
6ba
Residential Freehold

330 Macdonald Street, Caledon

Sep 18, 2026
DOM: 44

Welcome to this exceptional custom-built Laurenden Homes bungaloft, nestled on a premium ravine lot ...

MLS#: W13804432
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19569 Hurontario Street Caledon ON listed at $3,999,999 (MLS# W13802230)
$3,999,999Est. $13,315/mo
0bd
0ba
Commercial

19569 Hurontario Street, Caledon

Sep 17, 2026
DOM: 45

HIGHWAY COMMERCIAL OPPORTUNITY ON 1.6 ACRES! Excellent exposure and high-traffic location at 19569 H...

MLS#: W13802230
For Sale
Residential Freehold for sale - 8 Bed, 9 Bath Home at 91 Troiless Street Caledon ON listed at $6,200,000 (MLS# W13790244)
$6,200,000Est. $20,638/mo
8bd
9ba
Residential Freehold

91 Troiless Street, Caledon

Sep 16, 2026
DOM: 46

Welcome To This Gorgeous One-Of-A-Kind Luxury Custom Built Detached Estate Home Situated On 1 Privat...

MLS#: W13790244
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 2814 Forks Of The Credit Road Caledon ON listed at $2,468,000 (MLS# W13776868)
$2,468,000Est. $8,215/mo
5bd
6ba
Residential Freehold

2814 Forks Of The Credit Road, Caledon

Sep 12, 2026
DOM: 50

Welcome to a one-of-a-kind longevity estate where nature, privacy & wellness-focused design converge...

MLS#: W13776868
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 14902 Mount Pleasant Road Caledon ON listed at $2,800,000 (MLS# W13771366)
$2,800,000Est. $9,320/mo
5bd
5ba
Residential Freehold

14902 Mount Pleasant Road, Caledon

Sep 11, 2026
DOM: 51

Set on approximately 15.8 picturesque acres in scenic Caledon, this exceptional multi-residential co...

MLS#: W13771366
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 84 Kennedy Road Caledon ON listed at $2,899,000 (MLS# W13771530)
$2,899,000Est. $9,650/mo
6bd
6ba
Residential Freehold

84 Kennedy Road, Caledon

Sep 11, 2026
DOM: 51

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, th...

MLS#: W13771530
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 15 Caledon Mountain Drive Caledon ON listed at $2,795,000 (MLS# W13768664)
$2,795,000Est. $9,304/mo
4bd
3ba
Residential Freehold

15 Caledon Mountain Drive, Caledon

Sep 10, 2026
DOM: 52

No need for AI embellishment here! This one-of-a-kind, 3.3 acre country retreat located just outside...

MLS#: W13768664
For Sale
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Luxury Estates & Executive Homes in Caledon FAQs

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