No. 15: Bolton

Average sale price: $830,254

Anyone who yearns for rustic small-town life with the convenience of the big city should consider a foothold in Bolton—it’s quiet and picturesque, with plenty of modern amenities to keep it vibrant. Bolton, the densest chunk of Caledon, has a small cluster of restaurants and cafés that quickly give way to an expanse of strip malls and big-box stores. The housing stock is largely made up of newer homes on narrow lots, and while it’s a bit further from Toronto than Brampton, it’s both prettier and cheaper. Among the area’s most enticing rural charms: the Bolton Fall Fair, an agricultural expo with midway rides, giant gourds and a tractor pull.

What’s selling?

24 Sheardown Trail
A two-storey townhouse with three bedrooms and four baths.
Listed at $585,500
Sold for $572,000


87 Downey Drive
A two-storey detached with four bedrooms and two baths.
Listed at $649,900
Sold for $641,500


12 Coolspring Crescent
A two-storey semi with three bedrooms and three baths.
Listed at $659,999
Sold for $630,000