$970,000For sale3 bd + 24 ba1500-2000 sqft4 parking
27 Terrastone Court, CaledonDetached · 37.07 x 111.98 ft lot · Just listed
$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
$1,078,000For 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
$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
$849,000For sale3 bd3 ba1100-1500 sqft3 parking
18 Alderbrook Place, CaledonAtt/Row/Townhouse · 13.31 x 111.8 ft lot · 5 days
$1,235,000For sale4 bd + 15 ba2000-2500 sqft5 parking
59 Tarquini Crescent, CaledonDetached · 69.82 x 110.01 ft lot · 6 days
$798,900For sale
$1,199,900For sale3 bd + 14 ba2000-2500 sqft4 parking
186 Landsbridge Street, CaledonDetached · 48.52 x 186.58 ft lot · 7 days
$1,010,000For sale
$1,449,000For sale4 bd + 14 ba2000-2500 sqft6 parking
7 Penhurst Place, CaledonDetached · 49.24 x 144.84 ft lot · 9 days
$1,199,000For sale4 bd4 ba2000-2500 sqft6 parking
23 Deer Valley Drive, CaledonDetached · 52.07 x 142.14 ft lot · 9 days
$1,029,900For sale
$1,089,000For sale4 bd + 13 ba2500-3000 sqft5 parking
1 Plummer Road, CaledonDetached · 59.06 x 113.73 ft lot · 10 days
$979,990For sale3 bd3 ba2000-2500 sqft2 parking
21-110-13957 Chickadee Lane, CaledonAtt/Row/Townhouse · 20 x 106 ft lot · 13 days
$1,019,990For sale4 bd3 ba2000-2500 sqft2 parking
22-119-14 George Armstrong Road, CaledonAtt/Row/Townhouse · 25 x 115 ft lot · 13 days
$899,000For sale4 bd + 14 ba2000-2500 sqft3 parking
115 Grapevine Road, CaledonSemi-Detached · 138.75 x 22.6 ft lot · 13 days
$1,399,990For sale
$1,039,000Price cut $35,000For sale3 bd + 14 ba1500-2000 sqft6 parking
62 Wright Crescent, CaledonDetached · 38.65 x 168.04 ft lot · 16 days
$1,099,999For sale4 bd + 14 ba2000-2500 sqft6 parking
118 Waterbury Street, CaledonLink · 29.53 x 113.85 ft lot · 16 daysThe 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, 7:53 a.m.
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Bolton is Caledon's largest community, a small town on the Humber River with a historic downtown, parks and trails. It's known for detached family homes on larger lots, with Highway 50 linking it to Brampton, Vaughan and the GTA.
90 homes for sale · median asking price $1.03M
Recently sold in Bolton ·