Estate Properties in Caledon
Acreage, escarpment views, and country estates within an hour of downtown Toronto.
Caledon offers something almost impossible to find inside the GTA: real acreage. We represent estate buyers and sellers on the Caledon Hills, the Credit Valley, and the Escarpment ridge.
On the market now.
70 residences at $2M+ across Caledon, updated via CREA DDF® · synced Sep 12, 2026, 4:37 p.m.
Every marker is a live MLS® listing. Select one to see the home, or open the full listing on REALTOR.ca.
More filters
15466 The Gore Road
7 bed · 9 bath · 5,000+ sq ft
Courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC.
MLS® W13078716
3285 Beech Grove Side Road
6 bed · 5 bath · 3,500+ sq ft
Courtesy of ROYAL LEPAGE RCR REALTY
MLS® W13767138
12792 Humber Station Road
5 bed · 3 bath · 2,500+ sq ft
Courtesy of RE/MAX EXPERTS
MLS® W13597554
14650 Heart Lake Road
6 bed · 4 bath · 3,500+ sq ft
Courtesy of ROYAL LEPAGE PREMIUM ONE REALTY
MLS® W13531474
13289 Innis Lake Road
5 bed · 5 bath · 2,500+ sq ft
Courtesy of RE/MAX PROFESSIONALS INC.
MLS® W13462682
9 Flaherty Lane
6 bed · 10 bath · 5,000+ sq ft
Courtesy of SAM MCDADI REAL ESTATE INC.
MLS® W13565682
446 The Grange Side Road
4 bed · 5 bath · 3,000+ sq ft
Courtesy of CHESTNUT PARK REAL ESTATE LIMITED
MLS® W13646518
4780 Escarpment Side Road
7 bed · 5 bath · 3,000+ sq ft
Courtesy of RE/MAX NOBLECORP REAL ESTATE
MLS® W13589386
15634 Mountainview Road
5 bed · 5 bath · 3,000+ sq ft
Courtesy of ROYAL LEPAGE SIGNATURE REALTY
MLS® W13162680
20 Glassford Court
7 bed · 6 bath · 5,000+ sq ft
Courtesy of RE/MAX MILLENNIUM REAL ESTATE
MLS® W13020788
20855 Shaws Creek Road
4 bed · 3 bath · 2,500+ sq ft
Courtesy of COLDWELL BANKER RONAN REALTY
MLS® W13577360
7 Maple Meadow Court
5 bed · 7 bath · 5,000+ sq ft
Courtesy of HOUSESIGMA INC.
MLS® W13744042
7690 Mayfield Road
8 bed · 7 bath · 3,500+ sq ft
Courtesy of HOMELIFE SUPERSTARS REAL ESTATE LIMITED
MLS® W13503520
18250 Duffy'S Lane
4 bed · 4 bath · 5,000+ sq ft
Courtesy of COLDWELL BANKER RONAN REALTY
MLS® W13601824
2814 Forks Of The Credit Road
5 bed · 6 bath · 2,000+ sq ft
Courtesy of SAM MCDADI REAL ESTATE INC.
MLS® W13776868
2874 Charleston Side Rd Side Road
6 bed · 7 bath · 5,000+ sq ft
Courtesy of HOMELIFE MAPLE LEAF REALTY LTD.
MLS® W13099056
18785 The Gore Road
6 bed · 7 bath · 5,000+ sq ft
Courtesy of RE/MAX REALTY SPECIALISTS INC.
MLS® W13565596
3722 The Grange Side Road
6 bed · 6 bath · 3,500+ sq ft
Courtesy of RE/MAX GOLD REALTY INC.
MLS® W13504950
16735 Shaws Creek Road
5 bed · 8 bath · 3,500+ sq ft
Courtesy of RE/MAX REALTY SPECIALISTS INC.
MLS® W13480840
16158 Mount Pleasant Road
5 bed · 7 bath · 5,000+ sq ft
Courtesy of RIGHT AT HOME REALTY
MLS® W13618062
86 Willow Street
4 bed · 5 bath · 3,500+ sq ft
Courtesy of RE/MAX EXPERTS
MLS® W13445982
4 Ingleview Drive
4 bed · 4 bath · 5,000+ sq ft
Courtesy of EXP REALTY
MLS® W13722256
255 Amos Drive
4 bed · 5 bath · 3,500+ sq ft
Courtesy of HOMELIFE SILVERCITY REALTY INC.
MLS® W13629928
5232 Mayfield Road
4 bed · 2 bath · 2,000+ sq ft
Courtesy of COLDWELL BANKER THE REAL ESTATE CENTRE
MLS® W13527180
By continuing to browse the MLS® listing content on this site, you agree to our Terms of Use for that content.