$899,999For sale4 bd3 ba1500-2000 sqft2 parking
11 Falling Leaf Drive, CaledonSemi-Detached · 24.61 x 98.43 ft lot · Just listed
CALEDON · PEEL REGION
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Every Caledon home on the market, from Bolton to Palgrave, updated through the day. Know what you want? Search it. Own here already? See what your home is worth.
- Homes for sale
- 423
- Median asking price
- $1.3M
- New this week
- 37
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Newest Caledon listings
Showing the first 100 of 423 homes for sale. Narrow the search to see the rest.
$899,999For sale
$3,490,999For sale
$970,000For sale3 bd + 24 ba1500-2000 sqft4 parking
27 Terrastone Court, CaledonDetached · 37.07 x 111.98 ft lot · Just listed
$1,370,000For sale4 bd + 14 ba2500-3000 sqft6 parking
13 Strawberry Hill Court, CaledonDetached · 44.29 x 114.83 ft lot · Just listed
$1,899,999For sale4 bd + 16 ba3500-5000 sqft13 parking
3 Valley Hill Drive, CaledonDetached · 476.51 x 466.24 ft lot · Just listed
$1,078,000For sale4 bd4 ba1500-2000 sqft8 parking
25 Autumn Oak Court, CaledonDetached · 34.45 x 122.38 ft lot · Just listed
$1,325,000For sale4 bd + 24 ba2500-3000 sqft6 parking
37 Christensen Avenue, CaledonDetached · 49.26 x 101.8 ft lot · Just listed
$849,000For sale3 bd3 ba1100-1500 sqft3 parking
58 Lawren Harris Crescent, CaledonSemi-Detached · 24 x 120 ft lot · Just listed
$849,000For sale3 bd + 14 ba1500-2000 sqft8 parking
33 Fountainbridge Drive, CaledonDetached · 39.65 x 119.01 ft lot · Just listed
$999,000For sale3 bd + 12 ba1100-1500 sqft4 parking
58 Wright Crescent, CaledonDetached · 50 x 150.54 ft lot · Just listed
$3,799,000For sale
$1,098,000For sale3 bd1 ba1500-2000 sqft36 parking
18020 Hwy 50 N/a, CaledonDetached · 178.58 x 1149.98 ft lot · 2 days
$1,149,000For sale
$1,399,999For sale4 bd + 22 ba1500-2000 sqft12 parking
19150 Hurontario Street, CaledonDetached · 99.64 x 556.52 ft lot · 3 days
$1,299,000For sale2 bd + 23 ba1500-2000 sqft10 parking
25 Field Crest Road, CaledonDetached · 146.63 x 224.52 ft lot · 3 days
$1,299,900For sale4 bd + 14 ba2500-3000 sqft6 parking
23 Boyces Creek Court, CaledonDetached · 39.37 x 108.27 ft lot · 3 days
$1,225,000For sale
$1,085,000For sale4 bd + 25 ba2000-2500 sqft4 parking
20 Calabria Drive, CaledonDetached · 30.18 x 91.86 ft lot · 3 days
$1,099,000For sale4 bd3 ba2000-2500 sqft6 parking
29 Cross Country Boulevard, CaledonDetached · 35.1 x 106.3 ft lot · 3 days
$899,000For sale
$1,649,000For sale3 bd + 13 ba1500-2000 sqft10 parking
5 Cedar Drive, CaledonDetached · 328.98 x 389.24 ft lot · 3 days
$849,000For sale3 bd3 ba1100-1500 sqft3 parking
18 Alderbrook Place, CaledonAtt/Row/Townhouse · 13.31 x 111.8 ft lot · 5 days
$1,269,000For sale4 bd4 ba2500-3000 sqft4 parking
37 Royal Fern Crescent, CaledonDetached · 36.9 x 100.7 ft lot · 5 days
$6,299,000For saleThe listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose. The data is deemed reliable but is not guaranteed accurate by TRREB. The information provided herein is deemed reliable but is not guaranteed accurate by PROPTX.
Listing data last updated Nov 5, 2026, 9:23 a.m.
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About Caledon
Caledon is the rural third of Peel Region and is mostly not a town at all. It is a large municipality made up of villages and open country — Bolton in the southeast is the main settlement and holds most of the population, with Caledon East, Inglewood, Alton and Palgrave scattered across the rest. Much of the land is within the Greenbelt and the Oak Ridges Moraine, which limits where anything new can be built and is the reason the countryside between the villages has stayed countryside.
Buyers come to Caledon for land. The market is overwhelmingly detached houses, often on lots measured in acres rather than feet, and it includes genuine farms, estate properties and horse country alongside ordinary village housing in Bolton. There is very little condominium or townhouse stock and the rental market is thin. This is not a place where somebody rents for a year to try the area out; people arrive having decided.
Two practical points. Servicing varies — many properties outside the village cores are on well and septic, which changes what a home inspection needs to cover and what a lender will ask about. And the Greenbelt protections that make Caledon what it is also mean the supply of building lots is genuinely constrained, so what comes to market is largely what already exists. Commuting is by car; Bolton has no GO rail station, and the practical links are Highway 50 and the 410.
Recently sold in Caledon ·