✨ 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 - 5 Bed, 3 Bath Home at 27 Cedar Drive Caledon ON listed at $2,225,000 (MLS# W13822806)
Added 1 day ago
$2,225,000
5bd
3ba
Residential Freehold

27 Cedar Drive, Caledon

Sep 24, 2026
DOM: 2

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

MLS#: W13822806
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 7 Walton Drive Caledon ON listed at $2,999,995 (MLS# W13819302)
Added 2 days ago
$2,999,995
7bd
6ba
Residential Freehold

7 Walton Drive, Caledon

Sep 23, 2026
DOM: 3

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

MLS#: W13819302
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 7 Proctor Avenue Caledon ON listed at $2,595,000 (MLS# W13814062)
Added 3 days ago
$2,595,000
5bd
5ba
Residential Freehold

7 Proctor Avenue, Caledon

Sep 22, 2026
DOM: 4

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)
Added 4 days ago
$4,900,000
0bd
0ba
Commercial

12630 Hurontario Street, Caledon

Sep 21, 2026
DOM: 5

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)
Added 7 days ago
$4,699,000
5bd
8ba
Residential Freehold

16735 Shaws Creek Road, Caledon

Sep 18, 2026
DOM: 8

This executive-quality estate offers five-star quality and a year-round Muskoka environment without ...

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)
Added 7 days ago
$3,199,000
4bd
6ba
Residential Freehold

330 Macdonald Street, Caledon

Sep 18, 2026
DOM: 8

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)
Added 8 days ago
$3,999,999
0bd
0ba
Commercial

19569 Hurontario Street, Caledon

Sep 17, 2026
DOM: 9

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)
Added 9 days ago
$6,200,000
8bd
9ba
Residential Freehold

91 Troiless Street, Caledon

Sep 16, 2026
DOM: 10

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)
Added 13 days ago
$2,468,000
5bd
6ba
Residential Freehold

2814 Forks Of The Credit Road, Caledon

Sep 12, 2026
DOM: 14

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)
Added 14 days ago
$2,800,000
5bd
5ba
Residential Freehold

14902 Mount Pleasant Road, Caledon

Sep 11, 2026
DOM: 15

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)
Added 14 days ago
$2,899,000
6bd
6ba
Residential Freehold

84 Kennedy Road, Caledon

Sep 11, 2026
DOM: 15

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

MLS#: W13771530
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 13905 Kennedy Road Caledon ON listed at $2,499,000 (MLS# W13768554)
$2,499,000
4bd
4ba
Residential Freehold

13905 Kennedy Road, Caledon

Sep 10, 2026
DOM: 16

Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this c...

MLS#: W13768554
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)
$2,795,000
4bd
3ba
Residential Freehold

15 Caledon Mountain Drive, Caledon

Sep 10, 2026
DOM: 16

Welcome to 15 Caledon Mountain Drive, a one-of-a-kind, turn-key, country retreat set on 3.3 private ...

MLS#: W13768664
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 13 Doctor Reynar Road Caledon ON listed at $2,299,999 (MLS# W13762806)
$2,299,999
4bd
5ba
Residential Freehold

13 Doctor Reynar Road, Caledon

Sep 9, 2026
DOM: 17

A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies t...

MLS#: W13762806
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 4845 Escarpment Side Road Caledon ON listed at $2,498,000 (MLS# W13764100)
$2,498,000
5bd
3ba
Residential Freehold

4845 Escarpment Side Road, Caledon

Sep 9, 2026
DOM: 17

Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, ...

MLS#: W13764100
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 4 Tranquility Court Caledon ON listed at $2,049,000 (MLS# W13753596)
$2,049,000
6bd
5ba
Residential Freehold

4 Tranquility Court, Caledon

Sep 8, 2026
DOM: 18

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

MLS#: W13753596
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 18387 The Gore Road Caledon ON listed at $5,995,000 (MLS# W13756116)
$5,995,000
5bd
5ba
Residential Freehold

18387 The Gore Road, Caledon

Sep 8, 2026
DOM: 18

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorg...

MLS#: W13756116
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 14728 Heritage Road Caledon ON listed at $2,174,900 (MLS# W13749034)
$2,174,900
4bd
3ba
Residential Freehold

14728 Heritage Road, Caledon

Sep 5, 2026
DOM: 21

Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of cou...

MLS#: W13749034
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2236 Boston Mills Road Caledon ON listed at $2,800,000 (MLS# W13746004)
$2,800,000
4bd
4ba
Residential Freehold

2236 Boston Mills Road, Caledon

Sep 4, 2026
DOM: 22

Set on ~12.7 acres with a highly desired location, this beautifully maintained country property offe...

MLS#: W13746004
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 11 Prince Andrew Drive Caledon ON listed at $2,144,000 (MLS# W13747140)
$2,144,000
5bd
4ba
Residential Freehold

11 Prince Andrew Drive, Caledon

Sep 4, 2026
DOM: 22

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this state...

MLS#: W13747140
For Sale
Commercial for sale - 0 Bed, 3 Bath Home at 780 Hardwick Road Caledon ON listed at $2,000,000 (MLS# W13747798)
$2,000,000
0bd
3ba
Commercial

780 Hardwick Road, Caledon

Sep 4, 2026
DOM: 22

Excellent opportunity to own a profitable and very well established business operating under the sam...

MLS#: W13747798
For Sale
Commercial for sale - 0 Bed, 3 Bath Home at 780 Hardwick Road Caledon ON listed at $5,999,700 (MLS# W13747802)
$5,999,700
0bd
3ba
Commercial

780 Hardwick Road, Caledon

Sep 4, 2026
DOM: 22

Amazing opportunity to own this freestanding industrial building situated on an impressive 100-foot...

MLS#: W13747802
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 14 Wheeler Drive Caledon ON listed at $3,999,900 (MLS# W13743854)
$3,999,900
0bd
0ba
Commercial

14 Wheeler Drive, Caledon

Sep 3, 2026
DOM: 23

are investment opportunity to acquire approximately 43,863 sq. ft. (1.007 acres) of fenced industria...

MLS#: W13743854
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 7 Maple Meadow Court Caledon ON listed at $5,250,000 (MLS# W13744042)
$5,250,000
5bd
7ba
Residential Freehold

7 Maple Meadow Court, Caledon

Sep 3, 2026
DOM: 23

A rare offering in Caledon Mountain Estates on 2.8 acres, this newly built contemporary estate pairs...

MLS#: W13744042
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 4 Ingleview Drive Caledon ON listed at $2,250,000 (MLS# W13722256)
$2,250,000
4bd
4ba
Residential Freehold

4 Ingleview Drive, Caledon

Aug 28, 2026
DOM: 29

Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional con...

MLS#: W13722256
For Sale
Residential Freehold for sale - 9 Bed, 6 Bath Home at 18137 Cataract Road Caledon ON listed at $2,999,900 (MLS# W13718408)
$2,999,900
9bd
6ba
Residential Freehold

18137 Cataract Road, Caledon

Aug 27, 2026
DOM: 30

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

MLS#: W13718408
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 0 Mayfield Road Caledon ON listed at $4,200,000 (MLS# W13718952)
$4,200,000
0bd
0ba
Commercial

0 Mayfield Road, Caledon

Aug 27, 2026
DOM: 30

Prime 2.673 Acre parcel located on the Northwest corner of Innis Lake Rd. and Mayfield Rd., located ...

MLS#: W13718952
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 6 Country Lane Drive Caledon ON listed at $2,299,000 (MLS# W13715192)
$2,299,000
6bd
6ba
Residential Freehold

6 Country Lane Drive, Caledon

Aug 26, 2026
DOM: 31

This Custom-Built Caledon Estate Sitting On 3.74 Acres Of Manicured Grounds, Offering Unmatched Priv...

MLS#: W13715192
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 16114 Airport Road Caledon ON listed at $9,800,000 (MLS# W13700330)
$9,800,000
0bd
0ba
Commercial

16114 Airport Road, Caledon

Aug 21, 2026
DOM: 36

This exceptional 10-acre development parcel presents a rare opportunity in the heart of Caledon East...

MLS#: W13700330
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 16114 Airport Road Caledon ON listed at $9,800,000 (MLS# W13700336)
$9,800,000
0bd
0ba
Residential Freehold

16114 Airport Road, Caledon

Aug 21, 2026
DOM: 36

This exceptional 10-acre development parcel presents a rare opportunity in the heart of Caledon East...

MLS#: W13700336
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 15910 Mississauga Road Caledon ON listed at $2,950,000 (MLS# W13701498)
$2,950,000
5bd
4ba
Residential Freehold

15910 Mississauga Road, Caledon

Aug 20, 2026
DOM: 37

Pond Farm, Caledon. Conveniently located on the west side of Mississauga Road, just south of Caledon...

MLS#: W13701498
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 21170 Shaws Creek Road Caledon ON listed at $2,389,000 (MLS# W13687636)
Price Change
$2,389,000
3bd
2ba
Residential Freehold

21170 Shaws Creek Road, Caledon

Aug 18, 2026
DOM: 39

Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just ...

MLS#: W13687636
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 16 Mccoll Drive Caledon ON listed at $2,380,000 (MLS# W13682252)
$2,380,000
3bd
4ba
Residential Freehold

16 Mccoll Drive, Caledon

Aug 17, 2026
DOM: 40

Set on a Gorgeous 2.5-acre property, this fully gated, 3 bedroom estate home offers privacy & sereni...

MLS#: W13682252
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 0 Airport Road Caledon ON listed at $9,999,000 (MLS# W13683328)
$9,999,000
0bd
0ba
Commercial

0 Airport Road, Caledon

Aug 17, 2026
DOM: 40

Prime 3.47-acre commercial development parcel strategically positioned on high-traffic Airport Road,...

MLS#: W13683328
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 23 Granite Stones Drive Caledon ON listed at $2,150,000 (MLS# W13670564)
Price Change
$2,150,000
4bd
6ba
Residential Freehold

23 Granite Stones Drive, Caledon

Aug 13, 2026
DOM: 44

A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned...

MLS#: W13670564
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 13186 Airport Road Caledon ON listed at $2,499,922 (MLS# W13668634)
$2,499,922
5bd
3ba
Residential Freehold

13186 Airport Road, Caledon

Aug 12, 2026
DOM: 45

fully upgraded (renovated), no one lived after Renovate, on Airport Rd on big lot, good size 4 bedro...

MLS#: W13668634
For Sale
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