Rolling Hills, Orangeville streetscape

Orangeville

Rolling Hills

Higher ground, bigger lots in Orangeville.

Listings for sale

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Median asking price

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Rentals available

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Median rent

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Live from the MLS® listings we hold for Orangeville, matched to Rolling Hills where the listing names the community. Blank figures simply mean nothing is listed there right now.

Live market report

Rolling Hills, Orangeville — what the market is doing today

Reading today's listings…

Living in Rolling Hills

Rolling Hills is one of 6 communities in Orangeville, and it climbs above the surrounding streets, which means bigger lots, mature trees and views you don't get on the flats. The city around it is a smaller Ontario town where the main street still does most of the work, which sets the tone for prices, schools and how far you travel for everyday errands.

Day to day, Rolling Hills works best for people who value move-up buyers and don't mind a short drive for bigger shops. Compare a few streets before you settle — within one community the feel can change block to block.

What Rolling Hills is known for

  • Elevated streets with long views
  • Trails and conservation land nearby
  • Quiet crescents away from through traffic
  • Mature trees and larger lots

Homes you'll find here

  • Detached two-storey homes
  • Custom rebuilds
  • Bungalows on wide lots

Getting around

  • Local bus service
  • Regional highway access
  • Driving for most errands

Who Rolling Hills suits

Move-up buyersBuyers who want spaceFamilies

Nearby communities in Orangeville

Want more of Orangeville?

The Orangeville guide covers all 6 communities, with live prices and what each pocket suits.