Collections · Caledon

Luxury homes ($2M+) in Caledon

43 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.

43For sale now
$990,000Median sold · Oct 2026
72Homes 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 33

Rural Caledon · Luxury homes ($2M+) for sale

43 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.
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
5 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.
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
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.
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
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.
4780 Escarpment Side Road, Caledon, ON L7C 2S1
$10,900,000
4780 Escarpment Side RoadCaledon, ON L7C 2S1
Caledon · Rural Caledon
4 + 3 bed5 bath13 parking
3 months ago
MLS® W13589386RE/MAX NOBLECORP REAL ESTATE
3285 Beech Grove Side Road, Caledon, ON L7K 0N6
$3,450,000
3285 Beech Grove Side RoadCaledon, ON L7K 0N6
Caledon · Rural Caledon
5 + 1 bed5 bath22 parking
1 month ago
MLS® W13767138ROYAL LEPAGE RCR REALTY
15191 Airport Road, Caledon, ON L7C 2X9
$2,599,000
15191 Airport RoadCaledon, ON L7C 2X9
Caledon · Rural Caledon
3 + 2 bed4 bath16 parking
1 month ago
MLS® W13827252REAL BROKER ONTARIO LTD.
15466 The Gore Road, Caledon, ON L7C 3E5
$16,800,000
15466 The Gore RoadCaledon, ON L7C 3E5
Caledon · Rural Caledon
7 bed9 bath15 parking
3 months ago
MLS® W13078716RE/MAX REALTRON BARRY COHEN HOMES INC.
14728 Heritage Road, Caledon, ON L7C 1T7
$2,174,900
14728 Heritage RoadCaledon, ON L7C 1T7
Caledon · Rural Caledon
4 bed3 bath15 parking
1 month ago
MLS® W13749034HOMELIFE SILVERCITY REALTY INC.
7191 Castlederg Side Road, Caledon, ON L7C 0P7
$3,488,000
7191 Castlederg Side RoadCaledon, ON L7C 0P7
Caledon · Rural Caledon
4 bed3 bath27 parking
1 month ago
MLS® W13836708PSR
18584 The Gore Road, Caledon, ON L7K 2M7
$2,400,000
18584 The Gore RoadCaledon, ON L7K 2M7
Caledon · Rural Caledon
5 bed4 bath22 parking
1 month ago
MLS® W13827282COOPER & COMPANY REAL ESTATE LIMITED
13289 Innis Lake Road, Caledon, ON L7C 2Z6
$8,000,000
13289 Innis Lake RoadCaledon, ON L7C 2Z6
Caledon · Rural Caledon
4 + 1 bed5 bath20 parking
3 months ago
MLS® W13462682RE/MAX PROFESSIONALS INC.
16089 Shaws Creek Road, Caledon, ON L7C 1V9
$3,495,000
16089 Shaws Creek RoadCaledon, ON L7C 1V9
Caledon · Rural Caledon
3 bed3 bath21 parking
1 month ago
MLS® W13827304ROYAL LEPAGE MEADOWTOWNE REALTY
18785 The Gore Road, Caledon, ON L7E 0X9
$4,750,000
18785 The Gore RoadCaledon, ON L7E 0X9
Caledon · Rural Caledon
5 + 1 bed7 bath24 parking
3 months ago
MLS® W13565596RE/MAX REALTY SPECIALISTS INC.

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