Collections · Caledon

Luxury homes ($2M+) in Caledon

68 for sale in Caledon right now, updated from the TRREB feed through the day. The top of the market — homes listed at two million and up.

68For sale now
$1,000,000Median sold · Oct 2026
73Homes sold · Oct 2026
28Days on market · Oct 2026
96.2%Sold vs asking · Oct 2026
Caledon market reportTrends & data →

The homes here are listed at two million dollars and up — the top of the GTA market, where the price has less to do with square footage and more to do with land, finish and location. Comparables get thin at this level, which is exactly why a data-first read matters more, not less.

See every one across the GTA → · All homes for sale in Caledon →

Popular neighbourhoods:Rural CaledonPalgraveInglewoodCaledon VillageCheltenhamCaledon EastAll Caledon neighbourhoods ↓
Ways to browse:Walk-out basements 93Bungalows 91Homes with an in-law suite 79Just reduced 70Luxury homes ($2M+) 68Homes with a pool 64Detached under $1M 51New this week 35

Luxury homes ($2M+) for sale

68 in Caledon · newest 24 shown
2097 Grange Side Road, Caledon, ON L7C 0E7
$7,600,000
2097 Grange Side RoadCaledon, ON L7C 0E7
Caledon · Rural Caledon
8 + 1 bed9 bath54 parking
3 months ago
MLS® W13573998ROYAL LEPAGE MEADOWTOWNE REALTY
7 Maple Meadow Court, Caledon, ON L7K 0G2
$5,250,000
7 Maple Meadow CourtCaledon, ON L7K 0G2
Caledon · Rural Caledon
4 + 1 bed7 bath13 parking
2 months ago
MLS® W13744042HOUSESIGMA INC.
2874 Charleston Side Road, Caledon, ON L7K 0T9
$3,599,000
2874 Charleston Side RoadCaledon, ON L7K 0T9
Caledon · Caledon Village
6 + 1 bed7 bath18 parking
4 weeks ago
MLS® W13841822RE/MAX GOLD REALTY INC.
9 Flaherty Lane, Caledon, ON L7K 2P2
$6,299,000
9 Flaherty LaneCaledon, ON L7K 2P2
Caledon · Rural Caledon
6 bed10 bath17 parking
3 days ago
MLS® W14134444SAM MCDADI REAL ESTATE INC.
7 Proctor Avenue, Caledon, ON L7E 4E7
$2,595,000
7 Proctor AvenueCaledon, ON L7E 4E7
Caledon · Rural Caledon
4 + 1 bed6 bath10 parking
1 month ago
MLS® W13814062ROYAL LEPAGE RCR REALTY
7190 King Street, Caledon, ON L7C 0S3
$2,600,000
7190 King StreetCaledon, ON L7C 0S3
Caledon · Rural Caledon
4 + 2 bed4 bath12 parking
1 week ago
MLS® W14114094RE/MAX PRESIDENT REALTY
17711 Humber Station Road, Caledon, ON L7E 3A7
$3,175,000
17711 Humber Station RoadCaledon, ON L7E 3A7
Caledon · Rural Caledon
6 bed4 bath16 parking
1 month ago
MLS® W13808446RE/MAX REALTY SERVICES INC.
19769 Willoughby Road, Caledon, ON L7K 1V9
$2,048,000
19769 Willoughby RoadCaledon, ON L7K 1V9
Caledon · Rural Caledon
4 bed4 bath20 parking
4 days ago
MLS® W14130004RE/MAX GOLD REALTY INC.
18101 Shaws Creek Road, Caledon, ON L7K 0E8
$4,495,000
18101 Shaws Creek RoadCaledon, ON L7K 0E8
Caledon · Rural Caledon
5 + 1 bed5 bath11 parking
1 week ago
MLS® W14120446SOTHEBY'S INTERNATIONAL REALTY CANADA
15 Caledon Mountain Drive, Caledon, ON L7K 0G1
$2,795,000
15 Caledon Mountain DriveCaledon, ON L7K 0G1
Caledon · Rural Caledon
4 bed3 bath12 parking
1 month ago
MLS® W13768664REVEL REALTY INC.
31 Ferrara Drive, Caledon, ON L7E 4L5
$3,290,000
31 Ferrara DriveCaledon, ON L7E 4L5
Caledon · Palgrave
4 bed5 bath12 parking
4 weeks ago
MLS® W13864284RE/MAX REALTY SPECIALISTS INC.
38 Gentle Fox Drive, Caledon, ON L7C 3S5
$2,188,000
38 Gentle Fox DriveCaledon, ON L7C 3S5
Caledon · Rural Caledon
5 bed5 bath4 parking
4 weeks ago
MLS® W13841560RE/MAX PREMIER THE OP TEAM
20 Buckstown Trail, Caledon, ON L7E 4H7
$2,199,999
20 Buckstown TrailCaledon, ON L7E 4H7
Caledon · Palgrave
3 bed3 bath9 parking
2 months ago
MLS® W13650024ROYAL LEPAGE MEADOWTOWNE REALTY
4 Woodlot Court, Caledon, ON L7E 0C2
$2,729,000
4 Woodlot CourtCaledon, ON L7E 0C2
Caledon · Palgrave
8 bed7 bath20 parking
1 week ago
MLS® W14115532RE/MAX EXPERTS
40 Walton Drive, Caledon, ON L7E 0A1
$2,899,900
40 Walton DriveCaledon, ON L7E 0A1
Caledon · Palgrave
4 bed7 bath20 parking
1 week ago
MLS® W14112872TAILOR MADE REAL ESTATE INC.
3771 Old School Road, Caledon, ON L7C 0X9
$3,999,900
3771 Old School RoadCaledon, ON L7C 0X9
Caledon · Rural Caledon
3 + 2 bed4 bath25 parking
3 weeks ago
MLS® W13874596RE/MAX REALTY SERVICES INC.
40 Logan Road, Caledon, ON L7E 3P6
$2,200,000
40 Logan RoadCaledon, ON L7E 3P6
Caledon · Palgrave
4 bed4 bath10 parking
4 weeks ago
MLS® W13863568RE/MAX REALTY SPECIALISTS INC.
16167 Mclaughlin Road, Caledon, ON L7C 1J4
$2,450,000
16167 Mclaughlin RoadCaledon, ON L7C 1J4
Caledon · Inglewood
4 bed4 bath17 parking
3 months ago
MLS® W13461856RE/MAX REALTY SPECIALISTS INC.
20 Glassford Court, Caledon, ON L7K 0K7
$3,850,000
20 Glassford CourtCaledon, ON L7K 0K7
Caledon · Caledon Village
6 + 1 bed6 bath47 parking
3 months ago
MLS® W13020788RE/MAX MILLENNIUM REAL ESTATE
7735 Old Church Road, Caledon, ON L7E 0P5
$4,350,000
7735 Old Church RoadCaledon, ON L7E 0P5
Caledon · Rural Caledon
3 + 1 bed5 bath16 parking
3 weeks ago
MLS® W14011644ROYAL LEPAGE RCR REALTY
7 Walton Drive, Caledon, ON L7E 0A2
$2,999,995
7 Walton DriveCaledon, ON L7E 0A2
Caledon · Palgrave
5 + 3 bed6 bath13 parking
1 month ago
MLS® W13819302NOBLE EDGE REALTY INC.
18137 Cataract Road, Caledon, ON L7K 1P3
$2,899,900
18137 Cataract RoadCaledon, ON L7K 1P3
Caledon · Rural Caledon
7 + 2 bed6 bath22 parking
2 weeks ago
MLS® W14095754RE/MAX GOLD REALTY INC.
16735 Shaws Creek Road, Caledon, ON L7K 1K9
$4,699,000
16735 Shaws Creek RoadCaledon, ON L7K 1K9
Caledon · Rural Caledon
3 + 2 bed8 bath14 parking
1 month ago
MLS® W13804054RE/MAX REALTY SPECIALISTS INC.
19617 Mountainview Road, Caledon, ON L7K 2G7
$2,800,000
19617 Mountainview RoadCaledon, ON L7K 2G7
Caledon · Rural Caledon
3 bed3 bath10 parking
2 weeks ago
MLS® W14094660HOMELIFE/MIRACLE REALTY LTD

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